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(3S)-2,3-epoxy-2,3-dihydrosqualene + 1-carba-1-deaza-FAD + H2O
squalene + 1-carba-1-deaza-FADH2 + O2
-
-
-
-
r
(3S)-2,3-epoxy-2,3-dihydrosqualene + FAD + H2O
squalene + FADH2 + O2
(3S)-squalene-2,3-epoxide + AH2 + O2
(3S,22S)-2,3-22,23-dioxidosqualene + A + H2O
-
the wild-type enzyme also catalyzes conversion of (3S)2,3-oxidosqualene to (3S,22S)-2,3-22,23-dioxidosqualene
-
-
?
1,1-bisnorsqualene + NADPH + O2
1,1-bisnor-squalene-2,3-epoxide + NADP+ + H2O
-
-
-
-
?
1-methylsqualene + NADPH + O2
1-methyl-squalene-2,3-epoxide + NADP+ + H2O
-
-
-
?
1-norsqualene + NADPH + O2
1-norsqualene-2,3-epoxide + NADP+ + H2O
-
-
-
?
10,11,14,15-tetrahydrosqualene + NADPH + O2
10,11,14,15-tetrahydro-squalene-2,3-epoxide + NADP+ + H2O
-
-
-
?
10,11-dihydrosqualene + NADPH + O2
10,11-dihydro-squalene-2,3-epoxide + NADP+ + H2O
-
-
-
?
2,3-dihydrosqualene + NADPH + O2
?
-
-
-
-
?
2,3-oxidosqualene + NADPH + O2
2,3,22,23-dioxidosqualene + NADP+ + H2O
-
N-terminal truncated recombinant enzyme
-
?
6,7,18,19-tetrahydrosqualene + NADPH + O2
6,7,18,19-tetrahydro-(S)-squalene-2,3-epoxide
-
-
-
?
squalene + AH2 + O2
(3S)-squalene-2,3-epoxide + A + H2O
squalene + AH2 + O2
(S)-squalene-2,3-epoxide + A + H2O
squalene + electron donor + O2
(S)-squalene-2,3-epoxide + oxidized electron donor + H2O
squalene + NAD(P)H + O2
(S)-squalene-2,3-epoxide + NADP+ + H2O
squalene + O2 + AH2
2,3 oxidosqualene + A + H2O
squalene + reduced acceptor + O2
(S)-squalene-2,3-epoxide + acceptor + H2O
squalene + reduced cytochrome P450 + H+ + O2
(3S)-squalene-2,3-epoxide + cytochrome P450 + H2O
absolutely stereo- and regiospecific reaction, co-reaction with NADPH-cytochrome P450 reductase
-
-
?
squalene + reduced cytochrome P450 + O2
(S)-squalene-2,3-epoxide + cytochrome P450 + H2O
first step in the cyclic chloesterol biosynthesis
-
-
?
squalene + reduced NADPH-cytochrome P450 reductase + O2
(3S)-2,3-epoxy-2,3-dihydrosqualene + oxidized NADPH-cytochrome P450 reductase + H2O
-
-
-
-
r
squalene + [reduced NADPH-hemoprotein reductase] + O2
(3S)-2,3-epoxy-2,3-dihydrosqualene + [oxidized NADPH-hemoprotein reductase] + H2O
additional information
?
-
(3S)-2,3-epoxy-2,3-dihydrosqualene + FAD + H2O
squalene + FADH2 + O2
-
-
-
-
r
(3S)-2,3-epoxy-2,3-dihydrosqualene + FAD + H2O
squalene + FADH2 + O2
-
-
-
-
r
squalene + AH2 + O2
(3S)-squalene-2,3-epoxide + A + H2O
-
rate-limiting step in chloesterol biosynthesis
-
-
?
squalene + AH2 + O2
(3S)-squalene-2,3-epoxide + A + H2O
-
aromatic amino acid residues located at the substrate-binding domain of the active-site, e.g. Ph223 and Tyr473, control the stereochemical course of the enzyme reaction, mechanism of regio- and stereo-specific epoxidation of squalene to (3S)2,3-oxidosqualene, overview
-
-
?
squalene + AH2 + O2
(S)-squalene-2,3-epoxide + A + H2O
-
-
-
?
squalene + AH2 + O2
(S)-squalene-2,3-epoxide + A + H2O
production of the precursor for all known angiosperm cyclic triterpenoids, which include membrane sterols, brassinosteroid phytohormones, and non-steroidal triterpenoids, overview
-
-
?
squalene + AH2 + O2
(S)-squalene-2,3-epoxide + A + H2O
-
-
-
?
squalene + AH2 + O2
(S)-squalene-2,3-epoxide + A + H2O
-
-
-
-
?
squalene + AH2 + O2
(S)-squalene-2,3-epoxide + A + H2O
-
-
-
-
?
squalene + AH2 + O2
(S)-squalene-2,3-epoxide + A + H2O
-
oxidosqualene or dioxidosqualene appears to be the branching point for primary metabolism and secondary metabolites in basidiomycetes
-
-
?
squalene + AH2 + O2
(S)-squalene-2,3-epoxide + A + H2O
-
-
-
-
?
squalene + AH2 + O2
(S)-squalene-2,3-epoxide + A + H2O
-
-
-
?
squalene + AH2 + O2
(S)-squalene-2,3-epoxide + A + H2O
rate-limiting enzyme in the triterpene saponins biosynthetic pathway, overview
-
-
?
squalene + AH2 + O2
(S)-squalene-2,3-epoxide + A + H2O
-
-
-
-
?
squalene + AH2 + O2
(S)-squalene-2,3-epoxide + A + H2O
-
the enzyme contains two highly conserved motifs 1 and 2, which flank the FAD cofactor and form part of the interface between cofactor and substrate binding domains in the structure modelling, substrate binding domain structure, overview
-
-
?
squalene + AH2 + O2
(S)-squalene-2,3-epoxide + A + H2O
-
-
-
-
?
squalene + AH2 + O2
(S)-squalene-2,3-epoxide + A + H2O
-
the enzyme is involved in ergosterol biosynthesis
-
-
?
squalene + electron donor + O2
(S)-squalene-2,3-epoxide + oxidized electron donor + H2O
-
-
-
-
?
squalene + electron donor + O2
(S)-squalene-2,3-epoxide + oxidized electron donor + H2O
-
first oxygenase and last nonsterol reaction of sterol biosynthesis
-
?
squalene + electron donor + O2
(S)-squalene-2,3-epoxide + oxidized electron donor + H2O
-
may be rate-limiting step in cholesterol biosynthesis in non-cholesterogenic tissues
-
?
squalene + NAD(P)H + O2
(S)-squalene-2,3-epoxide + NADP+ + H2O
-
-
-
?
squalene + NAD(P)H + O2
(S)-squalene-2,3-epoxide + NADP+ + H2O
-
NADH is preferred
-
?
squalene + NAD(P)H + O2
(S)-squalene-2,3-epoxide + NADP+ + H2O
-
NADH is preferred
-
?
squalene + NAD(P)H + O2
(S)-squalene-2,3-epoxide + NADP+ + H2O
-
-
-
?
squalene + NAD(P)H + O2
(S)-squalene-2,3-epoxide + NADP+ + H2O
-
-
-
?
squalene + NAD(P)H + O2
(S)-squalene-2,3-epoxide + NADP+ + H2O
-
-
-
?
squalene + NAD(P)H + O2
(S)-squalene-2,3-epoxide + NADP+ + H2O
-
-
-
?
squalene + NAD(P)H + O2
(S)-squalene-2,3-epoxide + NADP+ + H2O
-
-
-
?
squalene + NAD(P)H + O2
(S)-squalene-2,3-epoxide + NADP+ + H2O
-
-
-
?
squalene + NAD(P)H + O2
(S)-squalene-2,3-epoxide + NADP+ + H2O
-
NADPH is preferred
-
?
squalene + NAD(P)H + O2
(S)-squalene-2,3-epoxide + NADP+ + H2O
-
specific for NADPH
-
?
squalene + NAD(P)H + O2
(S)-squalene-2,3-epoxide + NADP+ + H2O
-
NADPH is preferred
-
?
squalene + NAD(P)H + O2
(S)-squalene-2,3-epoxide + NADP+ + H2O
-
NADPH is slightly preferred
-
-
?
squalene + O2 + AH2
2,3 oxidosqualene + A + H2O
-
-
-
-
?
squalene + O2 + AH2
2,3 oxidosqualene + A + H2O
-
-
-
-
?
squalene + O2 + AH2
2,3 oxidosqualene + A + H2O
-
-
-
-
?
squalene + reduced acceptor + O2
(S)-squalene-2,3-epoxide + acceptor + H2O
-
-
-
-
?
squalene + reduced acceptor + O2
(S)-squalene-2,3-epoxide + acceptor + H2O
-
epoxidation of squalene is the first step in cholesterol biosynthesis
-
-
?
squalene + reduced acceptor + O2
(S)-squalene-2,3-epoxide + acceptor + H2O
-
-
-
-
?
squalene + reduced acceptor + O2
(S)-squalene-2,3-epoxide + acceptor + H2O
-
epoxidation of squalene is the first step in cholesterol biosynthesis
-
-
?
squalene + reduced acceptor + O2
(S)-squalene-2,3-epoxide + acceptor + H2O
-
-
-
-
?
squalene + reduced acceptor + O2
(S)-squalene-2,3-epoxide + acceptor + H2O
-
epoxidation of squalene is the first step in cholesterol biosynthesis
-
-
?
squalene + [reduced NADPH-hemoprotein reductase] + O2
(3S)-2,3-epoxy-2,3-dihydrosqualene + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
-
?
squalene + [reduced NADPH-hemoprotein reductase] + O2
(3S)-2,3-epoxy-2,3-dihydrosqualene + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
-
?
squalene + [reduced NADPH-hemoprotein reductase] + O2
(3S)-2,3-epoxy-2,3-dihydrosqualene + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
-
?
squalene + [reduced NADPH-hemoprotein reductase] + O2
(3S)-2,3-epoxy-2,3-dihydrosqualene + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
-
?
squalene + [reduced NADPH-hemoprotein reductase] + O2
(3S)-2,3-epoxy-2,3-dihydrosqualene + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
-
?
additional information
?
-
Arabidopsis thaliana squalene epoxidase 1 is essential for root and seed development
-
-
?
additional information
?
-
Arabidopsis thaliana squalene epoxidase 1 is essential for root and seed development
-
-
?
additional information
?
-
Arabidopsis thaliana squalene epoxidase 1 is essential for root and seed development
-
-
?
additional information
?
-
Arabidopsis thaliana squalene epoxidase 1 is essential for root and seed development
-
-
?
additional information
?
-
-
Arabidopsis thaliana squalene epoxidase 1 is essential for root and seed development
-
-
?
additional information
?
-
-
the enzyme affects morphogenesis and drug susceptibilities
-
-
?
additional information
?
-
-
the enzyme activity is associated with cytochrome P450 17alpha hydroxylase/17,20 lyase CYP17 in cholesterol biosynthesis in Leydig cells
-
-
?
additional information
?
-
-
squalene epoxidase interacts with NADPH-cytochrome P450 reductase and a second microsomal reductase for the conversion of squalene to 2,3(s)-oxidosqualene and to lanosterol in the cholesterol biosynthesis pathway, overview
-
-
?
additional information
?
-
-
location of the substrate-binding site by binding studies using the photolabeling inhibitor trisnorsqualene alcohol diazoester, key residues are K399, R400, and D407
-
-
?
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
squalene + AH2 + O2
(3S)-squalene-2,3-epoxide + A + H2O
-
rate-limiting step in chloesterol biosynthesis
-
-
?
squalene + AH2 + O2
(S)-squalene-2,3-epoxide + A + H2O
squalene + electron donor + O2
(S)-squalene-2,3-epoxide + oxidized electron donor + H2O
squalene + O2 + AH2
2,3 oxidosqualene + A + H2O
squalene + reduced acceptor + O2
(S)-squalene-2,3-epoxide + acceptor + H2O
squalene + reduced cytochrome P450 + O2
(S)-squalene-2,3-epoxide + cytochrome P450 + H2O
first step in the cyclic chloesterol biosynthesis
-
-
?
squalene + [reduced NADPH-hemoprotein reductase] + O2
(3S)-2,3-epoxy-2,3-dihydrosqualene + [oxidized NADPH-hemoprotein reductase] + H2O
additional information
?
-
squalene + AH2 + O2
(S)-squalene-2,3-epoxide + A + H2O
production of the precursor for all known angiosperm cyclic triterpenoids, which include membrane sterols, brassinosteroid phytohormones, and non-steroidal triterpenoids, overview
-
-
?
squalene + AH2 + O2
(S)-squalene-2,3-epoxide + A + H2O
-
-
-
-
?
squalene + AH2 + O2
(S)-squalene-2,3-epoxide + A + H2O
-
oxidosqualene or dioxidosqualene appears to be the branching point for primary metabolism and secondary metabolites in basidiomycetes
-
-
?
squalene + AH2 + O2
(S)-squalene-2,3-epoxide + A + H2O
-
-
-
-
?
squalene + AH2 + O2
(S)-squalene-2,3-epoxide + A + H2O
rate-limiting enzyme in the triterpene saponins biosynthetic pathway, overview
-
-
?
squalene + AH2 + O2
(S)-squalene-2,3-epoxide + A + H2O
-
-
-
-
?
squalene + AH2 + O2
(S)-squalene-2,3-epoxide + A + H2O
-
the enzyme is involved in ergosterol biosynthesis
-
-
?
squalene + electron donor + O2
(S)-squalene-2,3-epoxide + oxidized electron donor + H2O
-
first oxygenase and last nonsterol reaction of sterol biosynthesis
-
?
squalene + electron donor + O2
(S)-squalene-2,3-epoxide + oxidized electron donor + H2O
-
may be rate-limiting step in cholesterol biosynthesis in non-cholesterogenic tissues
-
?
squalene + O2 + AH2
2,3 oxidosqualene + A + H2O
-
-
-
-
?
squalene + O2 + AH2
2,3 oxidosqualene + A + H2O
-
-
-
-
?
squalene + O2 + AH2
2,3 oxidosqualene + A + H2O
-
-
-
-
?
squalene + reduced acceptor + O2
(S)-squalene-2,3-epoxide + acceptor + H2O
-
epoxidation of squalene is the first step in cholesterol biosynthesis
-
-
?
squalene + reduced acceptor + O2
(S)-squalene-2,3-epoxide + acceptor + H2O
-
epoxidation of squalene is the first step in cholesterol biosynthesis
-
-
?
squalene + reduced acceptor + O2
(S)-squalene-2,3-epoxide + acceptor + H2O
-
epoxidation of squalene is the first step in cholesterol biosynthesis
-
-
?
squalene + [reduced NADPH-hemoprotein reductase] + O2
(3S)-2,3-epoxy-2,3-dihydrosqualene + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
-
?
squalene + [reduced NADPH-hemoprotein reductase] + O2
(3S)-2,3-epoxy-2,3-dihydrosqualene + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
-
?
squalene + [reduced NADPH-hemoprotein reductase] + O2
(3S)-2,3-epoxy-2,3-dihydrosqualene + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
-
?
squalene + [reduced NADPH-hemoprotein reductase] + O2
(3S)-2,3-epoxy-2,3-dihydrosqualene + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
-
?
squalene + [reduced NADPH-hemoprotein reductase] + O2
(3S)-2,3-epoxy-2,3-dihydrosqualene + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
-
?
additional information
?
-
Arabidopsis thaliana squalene epoxidase 1 is essential for root and seed development
-
-
?
additional information
?
-
Arabidopsis thaliana squalene epoxidase 1 is essential for root and seed development
-
-
?
additional information
?
-
Arabidopsis thaliana squalene epoxidase 1 is essential for root and seed development
-
-
?
additional information
?
-
Arabidopsis thaliana squalene epoxidase 1 is essential for root and seed development
-
-
?
additional information
?
-
-
Arabidopsis thaliana squalene epoxidase 1 is essential for root and seed development
-
-
?
additional information
?
-
-
the enzyme affects morphogenesis and drug susceptibilities
-
-
?
additional information
?
-
-
the enzyme activity is associated with cytochrome P450 17alpha hydroxylase/17,20 lyase CYP17 in cholesterol biosynthesis in Leydig cells
-
-
?
additional information
?
-
-
squalene epoxidase interacts with NADPH-cytochrome P450 reductase and a second microsomal reductase for the conversion of squalene to 2,3(s)-oxidosqualene and to lanosterol in the cholesterol biosynthesis pathway, overview
-
-
?
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
(-)-epicatechin-3-O-gallate
-
50% inhibition at 0.0013 mM
(-)-epigallocatechin-3-O-gallate
(-)-gallocatechin-3-O-gallate
-
50% inhibition at 0.00067 mM
(2R,3R)-2,3-dimethyl-1-(3-phenylprop-2-ynyl)piperidine hydrochloride
-
-
(2R,3S)-2,3-dimethyl-1-(3-phenylprop-2-ynyl)piperidine hydrochloride
-
-
(2R,5R)-2,5-dimethyl-1-(3-phenylprop-2-ynyl)piperidine hydrochloride
-
-
(2R,5S)-2,5-dimethyl-1-(3-phenylprop-2-ynyl)piperidine hydrochloride
-
-
(2R,6R)-2,6-dimethyl-4-(3-phenylprop-2-ynyl)morpholine hydrochloride
-
-
(3R,5R)-3,5-dimethyl-1-(3-phenylprop-2-ynyl)piperidine hydrochloride
-
-
(3R,5S)-3,5-dimethyl-1-(3-phenylprop-2-ynyl)piperidine hydrochloride
-
-
(E)-N-(6,6-dimethylhept-2-en-4-ynyl)-N-methyl-1-naphthalenemethaneamine hydrochloride
(E)-N-ethyl-N-(6,6-dimethyl-2-hepten-4-ynyl)-3-[2-methyl-2-(3-thienylmethoxy)propyloxy]benzylamine hydrochloride
-
trivial name FR194738, 0.0000098 mM, 50% inhibition of enzyme activity in HepG2 cell homogenate
(E)-N-methyl-N-(3-phenylprop-2-enyl)-1-naphthalenemethaneamine
1,2,6-Tri-O-galloyl-beta-D-glucose
-
0.00063 mM, 50% inhibition
1,6-di-O-galloyl-2-O-cinnamoyl-beta-D-glucose
-
0.00058 mM, 50% inhibition
1-[3-(2,3-dichlorophenyl)-prop-2-ynyl]-3-methylpiperidine hydrochloride
-
-
1-[3-(2,4-dichlorophenyl)-prop-2-ynyl]-3-methylpiperidine hydrochloride
-
-
1-[3-(2,5-dichlorophenyl)-prop-2-ynyl]-3-methylpiperidine hydrochloride
-
-
1-[3-(2,6-dichlorophenyl)-prop-2-ynyl]-3-methylpiperidine hydrochloride
-
-
1-[3-(2-chlorophenyl)-prop-2-ynyl]-3-methylpiperidine hydrochloride
-
-
1-[3-(3,4-dichlorophenyl)-prop-2-ynyl]-3-methylpiperidine hydrochloride
-
-
1-[3-(3,4-dichlorophenyl)prop-2-ynyl]-3-ethylpiperidine hydrochloride
-
-
1-[3-(3,5-dichlorophenyl)-prop-2-ynyl]-3-methylpiperidine hydrochloride
-
strong, selective inhibition
1-[3-(3,5-dichlorophenyl)prop-2-ynyl]pyrrolidine hydrochloride
-
-
1-[3-(3,5-difluorophenyl)-prop-2-ynyl]-3-methylpiperidine hydrochloride
-
-
1-[3-(3-chloro-5-methoxyphenyl)-prop-2-ynyl]-3-methylpiperidine hydrochloride
-
-
1-[3-(3-chlorophenyl)-prop-2-ynyl]-3-methylpiperidine hydrochloride
-
-
1-[3-(3-cyanophenyl)-prop-2-ynyl]-3-methylpiperidine hydrochloride
-
-
1-[3-(3-methoxyphenyl)-prop-2-ynyl]-3-methylpiperidine hydrochloride
-
-
1-[3-(3-methylphenyl)-prop-2-ynyl]-3-methylpiperidine hydrochloride
-
-
1-[3-(4-chloro-3-trifluoromethylphenyl)-prop-2-ynyl]-3-methylpiperidine hydrochloride
-
-
1-[3-(4-chlorophenyl)-prop-2-ynyl]-3-methylpiperidine hydrochloride
-
-
1-[3-(4-cyanophenyl)-prop-2-ynyl]-3-methylpiperidine hydrochloride
-
-
1-[3-(4-fluorophenyl)-prop-2-ynyl]-3-methylpiperidine hydrochloride
-
-
1-[3-(4-methylphenyl)-prop-2-ynyl]-3-methylpiperidine hydrochloride
-
-
1-[3-(4-trifluoromethylphenyl)-prop-2-ynyl]-3-methylpiperidine hydrochloride
-
-
2-ethyl-1-(3-phenylprop-2-ynyl)piperidine hydrochloride
-
-
2-methyl-1-(3-phenylprop-2-ynyl)piperidine hydrochloride
-
-
2-propyl-1-(3-phenylprop-2-ynyl)piperidine hydrochloride
-
-
26-hydroxysqualene
-
competitive
3-ethyl-1-(3-phenylprop-2-ynyl)piperidine hydrochloride
-
-
3-methyl-1-(5-phenylpent-2-ynyl)piperidine hydrochloride
-
-
3-methyl-1-[3-(2-naphthyl)prop-2-ynyl]piperidine hydrochloride
-
-
3-methyl-1-[3-(3-thienyl)-prop-2-ynyl]piperidine hydrochloride
-
-
4-(3-phenyl-2-propenyl)piperazine-1-ylamide of 3-(2-furyl)propenoic acid
-
analysing effect on accumulation of more squalen and less (S)-squalene-2,3-epoxide in Trypanosoma cruzi. Analysing antifungal effect on Microsporum canis C 112, Epidermophyton floccosum C 114, Trichophyton rubrum C 110, Trichophyton mentagrophytes ATCC 9972 and Microsporum gypseum C 115
4-(3-phenyl-2-propenyl)piperazine-1-ylamide of 3-(5-nitro2-furyl)propenoic acid
-
analysing effect on accumulation of more squalen and less (S)-squalene-2,3-epoxide in Trypanosoma cruzi. Analysing antifungal effect on Microsporum canis C 112, Epidermophyton floccosum C 114, Trichophyton rubrum C 110, Trichophyton mentagrophytes ATCC 9972 and Microsporum gypseum C 115
4-allyl-1-(3-furyl-2-propenylidene)thiosemicarbazide
-
analysing effect on accumulation of more squalen and less (S)-squalene-2,3-epoxide in Trypanosoma cruzi. Analysing antifungal effect on Microsporum canis C 112, Epidermophyton floccosum C 114, Trichophyton rubrum C 110, Trichophyton mentagrophytes ATCC 9972 and Microsporum gypseum C 115
4-allyl-1-(5-nitrofurfurilydene)thiosemicarbazide
-
analysing effect on accumulation of more squalen and less (S)-squalene-2,3-epoxide in Trypanosoma cruzi. Analysing antifungal effect on Microsporum canis C 112, Epidermophyton floccosum C 114, Trichophyton rubrum C 110, Trichophyton mentagrophytes ATCC 9972 and Microsporum gypseum C 115
4-allyl-1-(5-nitrothenylidene)thiosemicarbazide
-
analysing effect on accumulation of more squalen and less (S)-squalene-2,3-epoxide in Trypanosoma cruzi. Analysing antifungal effect on Microsporum canis C 112, Epidermophyton floccosum C 114, Trichophyton rubrum C 110, Trichophyton mentagrophytes ATCC 9972 and Microsporum gypseum C 115
4-allyl-1-furfurylidenethiosemicarbazide
-
analysing effect on accumulation of more squalen and less (S)-squalene-2,3-epoxide in Trypanosoma cruzi. Analysing antifungal effect on Microsporum canis C 112, Epidermophyton floccosum C 114, Trichophyton rubrum C 110, Trichophyton mentagrophytes ATCC 9972 and Microsporum gypseum C 115
4-allyl-1-thenylidenethiosemicarbazide
-
analysing effect on accumulation of more squalen and less (S)-squalene-2,3-epoxide in Trypanosoma cruzi. Analysing antifungal effect on Microsporum canis C 112, Epidermophyton floccosum C 114, Trichophyton rubrum C 110, Trichophyton mentagrophytes ATCC 9972 and Microsporum gypseum C 115
4-allyl-1-[3-(5-nitro-2-furyl)-2-propenylidene]
-
analysing effect on accumulation of more squalen and less (S)-squalene-2,3-epoxide in Trypanosoma cruzi. Analysing antifungal effect on Microsporum canis C 112, Epidermophyton floccosum C 114, Trichophyton rubrum C 110, Trichophyton mentagrophytes ATCC 9972 and Microsporum gypseum C 115
4-hydroxymercuribenzoate
-
1 mM, 35% inhibition
4-[3-(3-methylpiperidin-1-yl)prop-1-ynyl]benzenesulfonamide hydrochloride
-
-
amorolfine
-
0.03 mM, 50% inhibition
antimycin A
-
0.1 mM, 44% inhibition
bovine serum albumin
-
-
-
chloromercuriphenylsulfonate
-
1 mM, 35% inhibition
Cu2+
-
5 mM, 99% inhibition
diethyldithiocarbamate
-
capable of inhibiting the jasmonic acid biosynthesis and depressing the 2-hydroxyethyl jasmonate-induced up-regulation of squalene epoxide gene expression
dimethyltelluride
-
approx. 0.0001 mM, 50% inhibition of recombinant enzyme, 0.1 mM, complete inhibition, preincubation with 1 mM glutathione maintains 50% of initial activity
dimethyltellurium dichloride
-
approx. 0.0001 mM, 50% inhibition of recombinant enzyme, 0.1 mM, complete inhibition, preincubation with 1 mM glutathione maintains 50% of initial activity
epicatechin-3-O-gallate
-
0.0013 mM, 50% inhibition
epigallocatechin-3-O-gallate
farnesyl gallate
-
0.0015 mM, 50% inhibition
gallocatechin-3-O-gallate
-
0.00067 mM, 50% inhibition
geranyl gallate
-
0.0125 mM, 50% inhibition
geranylgeranyl gallate
-
0.0045 mM, 50% inhibition
H2O2
-
inhibition above 2 mM
ketoconazole
-
the sensitive of conserved motif 1 mutant enzymes is increased compared tot he wild-type enzyme
Mega-8
-
0.3%, 19% inhibition
methylselenol
-
0.095 mM, 50% inhibition of recombinant enzyme, 1 mM, complete inhibition
N-(2-hydroxyethyl)-3-(5-nitro-2-furyl)propenamide
-
analysing effect on accumulation of more squalen and less (S)-squalene-2,3-epoxide in Trypanosoma cruzi. Analysing antifungal effect on Microsporum canis C 112, Epidermophyton floccosum C 114, Trichophyton rubrum C 110, Trichophyton mentagrophytes ATCC 9972 and Microsporum gypseum C 115
n-dodecyl gallate
-
0.000061 mM, 50% inhibition
N-ethylmaleimide
-
1 mM, 35% inhibition
N1,N1,2-trimethyl-N2-(3-phenylprop-2-ynyl)propane-1,2-diamine
-
-
naftifine
-
the sensitive of conserved motif 1 mutant enzymes is increased compared tot he wild-type enzyme
Pharma Project 4501
-
-
-
Phenylarsine oxide
-
recombinant enzyme, glutathione and 2,3-dimercaptopropanol protect almost completely
phenylbutyl gallate
-
0.0613 mM, 50% inhibition
phenyldecyl gallate
-
0.0153 mM, 50% inhibition
phenylhexyl gallate
-
0.0119 mM, 50% inhibition
phenyloctyl gallate
-
0.0125 mM, 50% inhibition
procyanidin B-2 3,3'-di-O-gallate
-
0.00054 mM, 50% inhibition
procyanidin B-5 3,3'-di-O-gallate
-
0.00055 mM, 50% inhibition
rotenone
-
0.1 mM, 67% inhibition
SDZ 87-469
-
0.000020 mM, 50% inhibition
selenium dioxide
-
recombinant enzyme
tellurium dioxide
-
37 mM, 50% inhibition of the recombinant enzyme
tellurium nanoparticle
-
tellurium nanoparticles inhibit the squalene monooxygenase enzyme, and, as a result, can cause an increase in the expression level of the ERG1 gene
-
Thiosemicarbazide
-
analysing effect on accumulation of more squalen and less (S)-squalene-2,3-epoxide in Trypanosoma cruzi. Analysing antifungal effect on Microsporum canis C 112, Epidermophyton floccosum C 114, Trichophyton rubrum C 110, Trichophyton mentagrophytes ATCC 9972 and Microsporum gypseum C 115
tolciclate
-
0.000028 mM, 50% inhibition
tolnaftate
-
0.0000515 mM, 50% inhibition
tris norsqualene cyclopropylamine
trisnorsqualene alcohol diazoester
-
i.e. TNSA-Dza, competitive, able to photocovalently modify the native protein
trisnorsqualene cyclopropylamine
trisnorsqualene difluoromethylidene
-
0.0054 mM, 50% inhibition
trisnorsqualene gallate
-
0.0051 mM, 50% inhibition
trisnorsqualene hydroxylamine
-
mechanism-based inactivator
(-)-epigallocatechin-3-O-gallate
-
50% inhibition at 0.00069 mM, noncompetitive
(-)-epigallocatechin-3-O-gallate
-
-
(-)-epigallocatechin-3-O-gallate
-
-
(E)-N-(6,6-dimethylhept-2-en-4-ynyl)-N-methyl-1-naphthalenemethaneamine hydrochloride
-
i.e. compound SF 86-327, non-competitive inhibition
(E)-N-(6,6-dimethylhept-2-en-4-ynyl)-N-methyl-1-naphthalenemethaneamine hydrochloride
-
i.e. compound SF 86-327, non-competitive inhibition
(E)-N-(6,6-dimethylhept-2-en-4-ynyl)-N-methyl-1-naphthalenemethaneamine hydrochloride
-
i.e. compound SF 86-327, non-competitive inhibition
(E)-N-methyl-N-(3-phenylprop-2-enyl)-1-naphthalenemethaneamine
-
i.e. naftifine, non-competitive inhibition
(E)-N-methyl-N-(3-phenylprop-2-enyl)-1-naphthalenemethaneamine
-
i.e. naftifine, non-competitive inhibition
(E)-N-methyl-N-(3-phenylprop-2-enyl)-1-naphthalenemethaneamine
-
i.e. naftifine, non-competitive inhibition
dodecyl gallate
-
-
epigallocatechin-3-O-gallate
-
0.00069 mM, 50% inhibition
epigallocatechin-3-O-gallate
-
-
FR 194738
-
-
-
NB-598
-
decrease of LDL and triglyceride levels, dermatitis-like toxicity; decreases LDL and triglyceride levels, strong side effects (e.g. dermatitis-like toxicity)
NB-598
-
decrease of LDL and triglyceride levels, dermatitis-like toxicity
NB-598
-
decrease of LDL and triglyceride levels, dermatitis-like toxicity
NB-598
-
0.0000032 mM, 50% inhibition of microsomal enzyme, 0.0000019 mM, 50% inhibition of N-terminal truncated recombinant enzyme
NB-598
-
squalenoid noncompetitive allylamine inhibitor
NB-598
-
i.e. E-N-ethyl-N-(6,6-dimethyl-2-hepten-4-ynyl)-3-[(3,3'-bisthiophen-5-yl)methoxy]benzene-methanamine hydrochloride, potent competitive inhibitor
NB-598
-
0.045 mM, 50% inhibition, partial non-competitive
NB-598
-
i.e. E-N-ethyl-N-(6,6-dimethyl-2-hepten-4-ynyl)-3-[(3,3'-bisthiophen-5-yl)methoxy]benzene-methanamine hydrochloride, potent competitive inhibitor
Selenite
-
recombinant enzyme
Selenite
-
0.037 mM, 50% inhibition of recombinant enzyme, 2,3-dimercaptopropanol and dithiothreitol increase inhibition
tellurite
-
17 mM, 50% non-competitive inhibition of the recombinant enzyme
tellurite
-
0.01 mM, 50% inhibition of recombinant enzyme, 10 mM, 95% inhibition, glutathione and 2,3-dimercaptopropanol protect almost completely
tellurium
-
non-competitive inhibitor
tellurium
-
non-competitive inhibitor
terbinafine
-
-
terbinafine
-
sensitive strains, residue Leu398 is responsible for the inhibitory effect, mutant L398F is insensitive
terbinafine
-
specific inhibitor
terbinafine
-
0.18 mM, 50% inhibition, non-competitive
terbinafine
-
specific inhibition in a noncompetitive manner
terbinafine
-
the sensitive of conserved motif 1 mutant enzymes is increased compared tot he wild-type enzyme
terbinafine
-
noncompetitive inhibition, binding structure analysis, strongest interaction between terbinafine and enzyme stems from hydrogen bonding between hydrogen-bond donors, hydroxyl group of Tyr90 and amine nitrogen atom of terbinafine, mechanism of squalene epoxidase inhibition, overview. Inhibitor identification via docking studies followed by molecular dynamics simulations, based on PDB IDS 2QA1 and 1PBE templates, and quantum interaction energy calculations, overview
terbinafine
-
0.0000158 mM, 50% inhibition, non-competitive vs. squalene
terbinafine
-
sensitive strains, residue Leu393 is responsible for the inhibitory effect
theasinensin A
-
0.00013 mM, 50% inhibition
theasinensin A
-
50% inhibition at 0.00013 mM
tris norsqualene alcohol
-
-
tris norsqualene alcohol
-
-
tris norsqualene cyclopropylamine
-
-
tris norsqualene cyclopropylamine
-
-
trisnorsqualene alcohol
-
squalenoid noncompetitive inhibitor, mechanism-based inactivator
trisnorsqualene alcohol
-
0.004 mM, 50% inhibition
trisnorsqualene cyclopropylamine
-
squalenoid noncompetitive inhibitor, mechanism-based inactivator
trisnorsqualene cyclopropylamine
-
0.002 mM, 50% inhibition
Triton X-100
-
-
Triton X-100
-
0.02%, 50% inhibition
Triton X-100
-
0.3%, 71% inhibition
additional information
-
enzyme provides resistance to the drugs fluconazole, cycloheximide, ketoconazole, amphotericin B, nystatin, and terbafine, the repressable heterozygous ERG1 mutant strain is hypersensitive to the drugs under repressing conditions and increased sensitive, compared to the wild-type, under non-repressing conditions
-
additional information
-
inhibitor SU10603 inhibits the cytochrome P450 17alpha hydroxylase/17,20 lyase activity of CYP17 but not the squalene epoxidase activity
-
additional information
-
RNA interference of PgSQE1 completely suppresses PgSQE1 transcription and thereby upregulates PgSQE2 expression
-
additional information
RNA interference of PgSQE1 completely suppresses PgSQE1 transcription and thereby upregulates PgSQE2 expression
-
additional information
Q75W20
RNA interference of PgSQE1 completely suppresses PgSQE1 transcription and thereby upregulates PgSQE2 expression
-
additional information
-
cholesterol lowering effect of green tea gallocatechins may be attributed to their potent squalene oxidase inhibition; not inhibitory: flavan-3-ols with galloyl group at C-3
-
additional information
-
cholesterol lowering effect of rhubarb, Rhei Rhizoma, Rheum palmatum L. and polygnaceae, galloyl glucoses and galloyl proanthocyanidins may be attributed to their potent squalene oxidase inhibition
-
additional information
-
diverse derivatives of 3-phenylprop-2-ynylamines, of piperidine and of quinolineare investigated for their inhibitory potency, IC50 values, structure-activity relationship studies, the most effective inhibitor is 1-[3-(3,5-dichlorophenyl)-prop-2-ynyl]-3-methylpiperidine hydrochloride, IC50 values, overview
-
additional information
-
strong inhibition by allylamines
-
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Breast Neoplasms
Squalene epoxidase expression is associated with breast tumor progression and with a poor prognosis in breast cancer.
Breast Neoplasms
Squalene epoxidase is a bona fide oncogene by amplification with clinical relevance in breast cancer.
Breast Neoplasms
Squalene epoxidase, located on chromosome 8q24.1, is upregulated in 8q+ breast cancer and indicates poor clinical outcome in stage I and II disease.
Breast Neoplasms
The cancer-associated microprotein CASIMO1 controls cell proliferation and interacts with squalene epoxidase modulating lipid droplet formation.
Carcinogenesis
Squalene epoxidase (SQLE) promotes the growth and migration of the hepatocellular carcinoma cells.
Carcinoma
High SQLE Expression and Gene Amplification Correlates with Poor Prognosis in Head and Neck Squamous Cell Carcinoma.
Carcinoma
Squalene epoxidase promotes the proliferation and metastasis of lung squamous cell carcinoma cells though extracellular signal-regulated kinase signaling.
Carcinoma, Hepatocellular
High Squalene Epoxidase in Tumors Predicts Worse Survival in Patients With Hepatocellular Carcinoma: Integrated Bioinformatic Analysis on NAFLD and HCC.
Carcinoma, Hepatocellular
Regulation of squalene epoxidase in HepG2 cells.
Carcinoma, Hepatocellular
Squalene epoxidase (SQLE) promotes the growth and migration of the hepatocellular carcinoma cells.
Carcinoma, Hepatocellular
Squalene epoxidase drives NAFLD-induced hepatocellular carcinoma and is a pharmaceutical target.
Carcinoma, Hepatocellular
Supernatant protein factor requires phosphorylation and interaction with Golgi to stimulate cholesterol synthesis in hepatoma cells.
Carcinoma, Hepatocellular
Supernatant protein factor stimulates HMG-CoA reductase in cell culture and in vitro.
Carcinoma, Squamous Cell
High SQLE Expression and Gene Amplification Correlates with Poor Prognosis in Head and Neck Squamous Cell Carcinoma.
Carcinoma, Squamous Cell
Squalene epoxidase promotes the proliferation and metastasis of lung squamous cell carcinoma cells though extracellular signal-regulated kinase signaling.
Chagas Disease
Heteroallyl-containing 5-nitrofuranes as new anti-Trypanosoma cruzi agents with a dual mechanism of action.
Cholelithiasis
Cholesterol synthesis inhibition distal to squalene upregulates biliary phospholipid secretion and counteracts cholelithiasis in the genetically prone C57L/J mouse.
Colorectal Neoplasms
Genomic alterations underlie a pan-cancer metabolic shift associated with tumour hypoxia.
Colorectal Neoplasms
Reduction of squalene epoxidase by cholesterol accumulation accelerates colorectal cancer progression and metastasis.
Colorectal Neoplasms
Squalene Epoxidase Correlates E-Cadherin Expression and Overall Survival in Colorectal Cancer Patients: The Impact on Prognosis and Correlation to Clinicopathologic Features
Colorectal Neoplasms
Squalene epoxidase promotes colorectal cancer cell proliferation through accumulating calcitriol and activating CYP24A1-mediated MAPK signaling.
Demyelinating Diseases
Inhibition of human squalene monooxygenase by tellurium compounds: evidence of interaction with vicinal sulfhydryls.
Demyelinating Diseases
Primary demyelination induced by exposure to tellurium alters mRNA levels for nerve growth factor receptor, SCIP, 2',3'-cyclic nucleotide 3'-phosphodiesterase, and myelin proteolipid protein in rat sciatic nerve.
Demyelinating Diseases
Role of organotellurium species in tellurium neuropathy.
Demyelinating Diseases
Tellurium-induced alterations in 3-hydroxy-3-methylglutaryl-CoA reductase gene expression and enzyme activity: differential effects in sciatic nerve and liver suggest tissue-specific regulation of cholesterol synthesis.
Demyelinating Diseases
Tellurium-induced neuropathy: a model for reversible reductions in myelin protein gene expression.
Dermatitis
Squalene epoxidase as hypocholesterolemic drug target revisited.
Dermatomycoses
In Silico Analog Design for Terbinafine Against Trichophyton rubrum: A Preliminary Study.
Dermatomycoses
Potential anti-alopecia constituents from Theobroma cacao: An in silico study.
Gallstones
Cholesterol synthesis inhibition distal to squalene upregulates biliary phospholipid secretion and counteracts cholelithiasis in the genetically prone C57L/J mouse.
Hypercholesterolemia
Effect of a novel squalene epoxidase inhibitor, NB-598, on the regulation of cholesterol metabolism in Hep G2 cells.
Hypercholesterolemia
Squalene monooxygenase - a target for hypercholesterolemic therapy.
Hypersensitivity
Identification of the Arabidopsis dry2/sqe1-5 mutant reveals a central role for sterols in drought tolerance and regulation of reactive oxygen species.
Hypersensitivity
Squalene epoxidase as a target for manipulation of squalene levels in the yeast Saccharomyces cerevisiae.
Infections
The Emerging Terbinafine-Resistant Trichophyton Epidemic: What Is the Role of Antifungal Susceptibility Testing?
Lymphoma
Chemical Pathology of Homocysteine VIII. Effects of Tocotrienol, Geranylgeraniol, and Squalene on Thioretinaco Ozonide, Mitochondrial Permeability, and Oxidative Phosphorylation in Arteriosclerosis, Cancer, Neurodegeneration and Aging.
Lymphoma
Squalene accumulation in cholesterol auxotrophic lymphomas prevents oxidative cell death.
Lymphoma, Large-Cell, Anaplastic
Squalene accumulation in cholesterol auxotrophic lymphomas prevents oxidative cell death.
Muscular Diseases
Inhibition of cholesterol biosynthesis by squalene epoxidase inhibitor avoids apoptotic cell death in L6 myoblasts.
Mycoses
Genome-wide expression profiling of the response to terbinafine in Candida albicans using a cDNA microarray analysis.
Mycoses
The efficacy and safety of terbinafine in children.
Neoplasm Metastasis
Reduction of squalene epoxidase by cholesterol accumulation accelerates colorectal cancer progression and metastasis.
Neoplasm Metastasis
Squalene epoxidase promotes the proliferation and metastasis of lung squamous cell carcinoma cells though extracellular signal-regulated kinase signaling.
Neoplasms
Chemical Pathology of Homocysteine VIII. Effects of Tocotrienol, Geranylgeraniol, and Squalene on Thioretinaco Ozonide, Mitochondrial Permeability, and Oxidative Phosphorylation in Arteriosclerosis, Cancer, Neurodegeneration and Aging.
Neoplasms
Cholesterol Metabolism and Prostate Cancer Lethality.
Neoplasms
Expression and significance of squalene epoxidase in squamous lung cancerous tissues and pericarcinoma tissues.
Neoplasms
High Squalene Epoxidase in Tumors Predicts Worse Survival in Patients With Hepatocellular Carcinoma: Integrated Bioinformatic Analysis on NAFLD and HCC.
Neoplasms
Squalene accumulation in cholesterol auxotrophic lymphomas prevents oxidative cell death.
Neoplasms
Squalene epoxidase as a promising metabolic target in cancer treatment.
Neoplasms
Sterol synthesis pathway inhibition as a target for cancer treatment.
Neoplasms
The mammalian cholesterol synthesis enzyme squalene monooxygenase is proteasomally truncated to a constitutively active form.
Neoplasms
The shape of human squalene epoxidase expands the arsenal against cancer.
Neuroendocrine Tumors
A chemical biology screen identifies a vulnerability of neuroendocrine cancer cells to SQLE inhibition.
Non-alcoholic Fatty Liver Disease
High Squalene Epoxidase in Tumors Predicts Worse Survival in Patients With Hepatocellular Carcinoma: Integrated Bioinformatic Analysis on NAFLD and HCC.
Non-alcoholic Fatty Liver Disease
Squalene Epoxidase Induces Nonalcoholic Steatohepatitis Via Binding to Carbonic Anhydrase III and is a Therapeutic Target.
Onychomycosis
Drug Sensitivity Profile of Fungi Isolated from Onychomycosis Patients and Evaluation of Squalene Epoxidase Mutation in One Terbinafine-Resistant Trichophyton mentagrophytes Species.
Prostatic Neoplasms
Cholesterol uptake and regulation in high-grade and lethal prostate cancers.
Squamous Cell Carcinoma of Head and Neck
High SQLE Expression and Gene Amplification Correlates with Poor Prognosis in Head and Neck Squamous Cell Carcinoma.
Squamous Cell Carcinoma of Head and Neck
Targeting epigenetic modulation of cholesterol synthesis as a therapeutic strategy for head and neck squamous cell carcinoma.
Tinea
Checkerboard Analysis To Evaluate Synergistic Combinations of Existing Antifungal Drugs and Propylene Glycol Monocaprylate in Isolates from Recalcitrant Tinea Corporis and Cruris Patients Harboring Squalene Epoxidase Gene Mutation.
Tinea
[Terbinafine-resistant dermatophytoses and onychomycosis due to Trichophyton rubrum].
Tooth Wear
Proteomic profile of the acquired enamel pellicle of professional wine tasters with erosive tooth wear.
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L398F
-
site-directed mutagenesis, introduction of the mutation equivalent to L393F found in terbinafine-resistant Trichophyton rubrum strains, mutation renders Saccharomyces cerevisiae strain INVSc1 expressing the recombinant Candida albicans enzyme insensitive to terbafine
F35A/S37A/L65A/I69A
Q9UNR6
mutant displays blunted cholesterol regulation
L42A
Q9UNR6
mutant displays blunted cholesterol regulation
S43A
Q9UNR6
mutant displays normal cholesterol regulation
V41A
Q9UNR6
mutant displays normal cholesterol regulation
D407F
-
site-directed mutagenesis, mutant shows 8% of wild-type activity
F203A
-
site-directed mutagenesis, the mutant shows reduced activity compared to the wild-type enzyme
F223A
-
site-directed mutagenesis, the mutant shows reduced activity compared to the wild-type enzyme, the F223A mutant no longer accepts (3S)2,3-oxidosqualene as a substrate
F228A
-
site-directed mutagenesis, the mutant shows reduced activity compared to the wild-type enzyme
F287A
-
site-directed mutagenesis, the mutant shows reduced activity compared to the wild-type enzyme
F305A
-
site-directed mutagenesis, the mutant shows reduced activity compared to the wild-type enzyme
F375A
-
site-directed mutagenesis, the mutant shows reduced activity compared to the wild-type enzyme
F476A
-
site-directed mutagenesis, the mutant shows reduced activity compared to the wild-type enzyme
F491A
-
site-directed mutagenesis, the mutant shows reduced activity compared to the wild-type enzyme
F522A
-
site-directed mutagenesis, the mutant shows reduced activity compared to the wild-type enzyme
F523A
-
site-directed mutagenesis, the mutant shows reduced activity compared to the wild-type enzyme
K399F
-
site-directed mutagenesis, mutant shows 28% of wild-type activity
K399F/R400F/D407F
-
site-directed mutagenesis, triple mutant shows 10% of wild-type activity
K399P/R400P/D407P
-
site-directed mutagenesis, triple mutant shows 10% of wild-type activity
K399W/R400W/D407W
-
site-directed mutagenesis, inactive mutant
R400F
-
site-directed mutagenesis, mutant shows 24% of wild-type activity
Y194A
-
site-directed mutagenesis, the mutant shows reduced activity compared to the wild-type enzyme
Y209A
-
site-directed mutagenesis, the mutant shows reduced activity compared to the wild-type enzyme
Y334A
-
site-directed mutagenesis, the mutant shows reduced activity compared to the wild-type enzyme
Y473A
-
site-directed mutagenesis, the mutant shows reduced activity compared to the wild-type enzyme, the mutant converts (3S)2,3-oxidosqualene to (3S,22S)2,3-22,23-dioxidosqualene twice more efficiently than wild-type enzyme
Y493A
-
site-directed mutagenesis, the mutant shows reduced activity compared to the wild-type enzyme
Y528A
-
site-directed mutagenesis, the mutant shows reduced activity compared to the wild-type enzyme
E60A
-
site-directed mutagenesis in the highly conserved motif 1, the E60A variant poorly complements growth of KLN1, and shows reduced activity and about 50fold increased sensitivity to terbinafine and naftifine and 5fold to ketoconazole compared to that in the wild type, and confers temperature-sensitive growth
E60Q
-
site-directed mutagenesis in the highly conserved motif 1, the E60A variant poorly complements growth of KLN1, and shows highly reduced activity and about 50fold increased sensitivity to terbinafine and naftifine and 5fold to ketoconazole compared to that in the wild type, and confers temperature-sensitive growth
F402L
-
the point mutation causes terbinafine resistance
F420L
-
the point mutation causes terbinafine resistance
F430S
-
the point mutation causes terbinafine resistance
G345A
-
site-directed mutagenesis, the mutation of the highly conserved motif 2 results in increased allylamine sensitivity without cross-sensitivity to ketoconazole, decreased enzyme activity, and induced Erg1p levels compared to the wild-type enzyme
G346A
-
the mutant exhibits wild-type enzyme activity, steady-state protein levels, and naftifine and ketoconazole sensitivity, but is less sensitive toward terbinafine
G66A
-
site-directed mutagenesis in the highly conserved motif 1, the mutant shows increased allylamine sensitivity compared to the wild-type enzyme
L251F
-
the point mutation causes terbinafine resistance
M348A
-
site-directed mutagenesis in the highly conserved motif 2, the mutant is more sensitive toward terbinafine and naftifine and slightly more sensitive toward ketoconazole compared to the wild-type enzyme, while enzyme activity is reduced and protein levels are induced
R269
-
site-directed mutagenesis, the mutant enzyme shows increased allylamine sensitivity
R340A
-
site-directed mutagenesis in the highly conserved motif 2, the mutant enzyme shows highly reduced activity compared to the wild-type enzyme
L393F
-
terbinafine-resistant strains/patient isolates all contain this missense point mutation responsible for the resistance to the drug
D335F
-
mutation in FAD II binding site, nonfunctional enzyme
D335F
-
random mutagenesis, mutation in the FADII site, inactive mutant
D335P
-
mutation in FAD II binding site, nonfunctional enzyme
D335P
-
random mutagenesis, mutation in the FADII site, inactive mutant
D335W
-
mutation in FAD II binding site, nonfunctional enzyme
D335W
-
random mutagenesis, mutation in the FADII site, inactive mutant
G210A
-
mutation in nucleotide binding site, nonfunctional enzyme
G210A
-
random mutagenesis, mutation in the NB site, inactive mutant
G25S
-
mutation in FAD I binding site, nonfunctional enzyme
G25S
-
random mutagenesis, mutation in the FADI site, inactive mutant
G30S
-
decrease in enzyme activity, sevenfold increase in enzyme mRNA level. Cells exhibit altered sterol composition and increased sensitivity to allylamines and other ergosterol biosynthesis inhibitors
G30S
-
random mutagenesis, the mutant shows highly reduced activity compared to the wild-type enzyme, but a 7fold increased erg1 mRNA level and altered ergosterol composotion, the mutation renders KLN1 more sensitive not only to allylamines but also to other ergosterol biosynthesis inhibitors
L37P
-
decrease in enzyme activity, sevenfold increase in enzyme mRNA level. Cells exhibit altered sterol composition and increased sensitivity to allylamines and other ergosterol biosynthesis inhibitors
L37P
-
random mutagenesis, the mutant shows highly reduced activity compared to the wild-type enzyme, but a 7fold increased erg1 mRNA level and altered ergosterol composotion, the mutation renders KLN1 more sensitive not only to allylamines but also to other ergosterol biosynthesis inhibitors
R269G
-
decrease in enzyme activity. Cells exhibit increased sensitivity to allylamines, but not to other ergosterol biosynthesis inhibitors
R269G
-
random mutagenesis, the mutant shows reduced activity compared to the wild-type enzyme and a 5-10fold increase in allylamine sensitivity but no cross-sensitivity to the other ergosterol biosynthesis inhibitors
additional information
construction of mutant transgenic plants with defective isozyme SQ1 using the Agrobacterium tumefaciens GV3101 transfection method, sqe1 mutants show severe developmental defects, including reduced root and hypocotyl elongation, adult sqe1-3 and sqe1-4 plants have diminished stature and produce inviable seeds, the sqe1-3 mutant accumulates squalene, consistent with a block in the triterpenoid biosynthetic pathway, phenotypes, overview
additional information
construction of mutant transgenic plants with defective isozyme SQ1 using the Agrobacterium tumefaciens GV3101 transfection method, sqe1 mutants show severe developmental defects, including reduced root and hypocotyl elongation, adult sqe1-3 and sqe1-4 plants have diminished stature and produce inviable seeds, the sqe1-3 mutant accumulates squalene, consistent with a block in the triterpenoid biosynthetic pathway, phenotypes, overview
additional information
construction of mutant transgenic plants with defective isozyme SQ1 using the Agrobacterium tumefaciens GV3101 transfection method, sqe1 mutants show severe developmental defects, including reduced root and hypocotyl elongation, adult sqe1-3 and sqe1-4 plants have diminished stature and produce inviable seeds, the sqe1-3 mutant accumulates squalene, consistent with a block in the triterpenoid biosynthetic pathway, phenotypes, overview
additional information
construction of mutant transgenic plants with defective isozyme SQ1 using the Agrobacterium tumefaciens GV3101 transfection method, sqe1 mutants show severe developmental defects, including reduced root and hypocotyl elongation, adult sqe1-3 and sqe1-4 plants have diminished stature and produce inviable seeds, the sqe1-3 mutant accumulates squalene, consistent with a block in the triterpenoid biosynthetic pathway, phenotypes, overview
additional information
-
construction of mutant transgenic plants with defective isozyme SQ1 using the Agrobacterium tumefaciens GV3101 transfection method, sqe1 mutants show severe developmental defects, including reduced root and hypocotyl elongation, adult sqe1-3 and sqe1-4 plants have diminished stature and produce inviable seeds, the sqe1-3 mutant accumulates squalene, consistent with a block in the triterpenoid biosynthetic pathway, phenotypes, overview
additional information
construction of mutant transgenic plants with defective isozyme SQ2 using the Agrobacterium tumefaciens GV3101 transfection method, sqe1 mutants show severe developmental defects, including reduced root and hypocotyl elongation, adult sqe1-3 and sqe1-4 plants have diminished stature and produce inviable seeds, the sqe1-3 mutant accumulates squalene, consistent with a block in the triterpenoid biosynthetic pathway, phenotype, overview
additional information
construction of mutant transgenic plants with defective isozyme SQ2 using the Agrobacterium tumefaciens GV3101 transfection method, sqe1 mutants show severe developmental defects, including reduced root and hypocotyl elongation, adult sqe1-3 and sqe1-4 plants have diminished stature and produce inviable seeds, the sqe1-3 mutant accumulates squalene, consistent with a block in the triterpenoid biosynthetic pathway, phenotype, overview
additional information
construction of mutant transgenic plants with defective isozyme SQ2 using the Agrobacterium tumefaciens GV3101 transfection method, sqe1 mutants show severe developmental defects, including reduced root and hypocotyl elongation, adult sqe1-3 and sqe1-4 plants have diminished stature and produce inviable seeds, the sqe1-3 mutant accumulates squalene, consistent with a block in the triterpenoid biosynthetic pathway, phenotype, overview
additional information
construction of mutant transgenic plants with defective isozyme SQ2 using the Agrobacterium tumefaciens GV3101 transfection method, sqe1 mutants show severe developmental defects, including reduced root and hypocotyl elongation, adult sqe1-3 and sqe1-4 plants have diminished stature and produce inviable seeds, the sqe1-3 mutant accumulates squalene, consistent with a block in the triterpenoid biosynthetic pathway, phenotype, overview
additional information
-
construction of mutant transgenic plants with defective isozyme SQ2 using the Agrobacterium tumefaciens GV3101 transfection method, sqe1 mutants show severe developmental defects, including reduced root and hypocotyl elongation, adult sqe1-3 and sqe1-4 plants have diminished stature and produce inviable seeds, the sqe1-3 mutant accumulates squalene, consistent with a block in the triterpenoid biosynthetic pathway, phenotype, overview
additional information
construction of mutant transgenic plants with defective isozyme SQ3 using the Agrobacterium tumefaciens GV3101 transfection method, sqe1 mutants show severe developmental defects, including reduced root and hypocotyl elongation, adult sqe1-3 and sqe1-4 plants have diminished stature and produce inviable seeds, the sqe1-3 mutant accumulates squalene, consistent with a block in the triterpenoid biosynthetic pathway. Homozygous sqe1-3 plants are completely infertile whether grown in soil or hydroponically. eed pods of sqe1-3 plants grown hydroponically elongated nearly normally, but sqe1-3 siliques are slightly thinner than wild type and contained shriveled, inviable seeds, phenotypes, overview
additional information
construction of mutant transgenic plants with defective isozyme SQ3 using the Agrobacterium tumefaciens GV3101 transfection method, sqe1 mutants show severe developmental defects, including reduced root and hypocotyl elongation, adult sqe1-3 and sqe1-4 plants have diminished stature and produce inviable seeds, the sqe1-3 mutant accumulates squalene, consistent with a block in the triterpenoid biosynthetic pathway. Homozygous sqe1-3 plants are completely infertile whether grown in soil or hydroponically. eed pods of sqe1-3 plants grown hydroponically elongated nearly normally, but sqe1-3 siliques are slightly thinner than wild type and contained shriveled, inviable seeds, phenotypes, overview
additional information
construction of mutant transgenic plants with defective isozyme SQ3 using the Agrobacterium tumefaciens GV3101 transfection method, sqe1 mutants show severe developmental defects, including reduced root and hypocotyl elongation, adult sqe1-3 and sqe1-4 plants have diminished stature and produce inviable seeds, the sqe1-3 mutant accumulates squalene, consistent with a block in the triterpenoid biosynthetic pathway. Homozygous sqe1-3 plants are completely infertile whether grown in soil or hydroponically. eed pods of sqe1-3 plants grown hydroponically elongated nearly normally, but sqe1-3 siliques are slightly thinner than wild type and contained shriveled, inviable seeds, phenotypes, overview
additional information
construction of mutant transgenic plants with defective isozyme SQ3 using the Agrobacterium tumefaciens GV3101 transfection method, sqe1 mutants show severe developmental defects, including reduced root and hypocotyl elongation, adult sqe1-3 and sqe1-4 plants have diminished stature and produce inviable seeds, the sqe1-3 mutant accumulates squalene, consistent with a block in the triterpenoid biosynthetic pathway. Homozygous sqe1-3 plants are completely infertile whether grown in soil or hydroponically. eed pods of sqe1-3 plants grown hydroponically elongated nearly normally, but sqe1-3 siliques are slightly thinner than wild type and contained shriveled, inviable seeds, phenotypes, overview
additional information
-
construction of mutant transgenic plants with defective isozyme SQ3 using the Agrobacterium tumefaciens GV3101 transfection method, sqe1 mutants show severe developmental defects, including reduced root and hypocotyl elongation, adult sqe1-3 and sqe1-4 plants have diminished stature and produce inviable seeds, the sqe1-3 mutant accumulates squalene, consistent with a block in the triterpenoid biosynthetic pathway. Homozygous sqe1-3 plants are completely infertile whether grown in soil or hydroponically. eed pods of sqe1-3 plants grown hydroponically elongated nearly normally, but sqe1-3 siliques are slightly thinner than wild type and contained shriveled, inviable seeds, phenotypes, overview
additional information
construction of mutant transgenic plants with defective isozyme SQ4 using the Agrobacterium tumefaciens GV3101 transfection method, sqe1 mutants show severe developmental defects, including reduced root and hypocotyl elongation, adult sqe1-3 and sqe1-4 plants have diminished stature and produce inviable seeds, the sqe1-3 mutant accumulates squalene, consistent with a block in the triterpenoid biosynthetic pathway, phenotypes, overview
additional information
construction of mutant transgenic plants with defective isozyme SQ4 using the Agrobacterium tumefaciens GV3101 transfection method, sqe1 mutants show severe developmental defects, including reduced root and hypocotyl elongation, adult sqe1-3 and sqe1-4 plants have diminished stature and produce inviable seeds, the sqe1-3 mutant accumulates squalene, consistent with a block in the triterpenoid biosynthetic pathway, phenotypes, overview
additional information
construction of mutant transgenic plants with defective isozyme SQ4 using the Agrobacterium tumefaciens GV3101 transfection method, sqe1 mutants show severe developmental defects, including reduced root and hypocotyl elongation, adult sqe1-3 and sqe1-4 plants have diminished stature and produce inviable seeds, the sqe1-3 mutant accumulates squalene, consistent with a block in the triterpenoid biosynthetic pathway, phenotypes, overview
additional information
construction of mutant transgenic plants with defective isozyme SQ4 using the Agrobacterium tumefaciens GV3101 transfection method, sqe1 mutants show severe developmental defects, including reduced root and hypocotyl elongation, adult sqe1-3 and sqe1-4 plants have diminished stature and produce inviable seeds, the sqe1-3 mutant accumulates squalene, consistent with a block in the triterpenoid biosynthetic pathway, phenotypes, overview
additional information
-
construction of mutant transgenic plants with defective isozyme SQ4 using the Agrobacterium tumefaciens GV3101 transfection method, sqe1 mutants show severe developmental defects, including reduced root and hypocotyl elongation, adult sqe1-3 and sqe1-4 plants have diminished stature and produce inviable seeds, the sqe1-3 mutant accumulates squalene, consistent with a block in the triterpenoid biosynthetic pathway, phenotypes, overview
additional information
-
construction of a disruption mutant of both gene ERG1 alleles, which is lethal, and of a heterozygous ERG1 disruptant mutant by disruption of one ERG1 allele, while the second is controlled by the regulable promotor MET3p repressable by methionine and cysteine, the heterozyygous mutant strain does not produce ergosterol, conditional mutant shows reduced passive diffusion of drug into the cells, hyphal morphogenesis is affected in the mutant, overview
additional information
Q9UNR6
a 12-residue region (residues Gln-62Leu-73), is required for cholesterol-mediated turnover
additional information
-
a 12-residue region (residues Gln-62Leu-73), is required for cholesterol-mediated turnover
additional information
-
erg1 silencing in Hypholoma sublateritium, by expression of constructions using the gdh promoter of Agaricus bisporus, results in an ergosterol-dependnet phenotype for full growth, overexpression of erg1 results in 32%-97% increment of clavaric acid production, overview
additional information
-
knockout of cytochrome P450 17alpha hydroxylase/17,20 lyase CYP17 shows dramatically reduced de novo synthesis of steroids, e.g. progesterone, which can partially be rescued by transfection of CYP17, the latter cells can synthesize progesterone if supplemented with precusors squalene epoxide, lanosterol, zymosterol, and desmosterol, but not squalene
additional information
-
in hepatocytes deficent for NADPH-cytochrome P450 reductase, the second microsomal reductase retains about 40% of the full activity for conversion of squalene to 2,3(s)-oxidosqualene with squalene monooxygenase, overview
additional information
-
RNA interference of PgSQE1 in transgenic Panax ginseng plants completely suppresses PgSQE1 transcription. Concomitantly, the interference of PgSQE1 results in reduction of ginsenoside production
additional information
RNA interference of PgSQE1 in transgenic Panax ginseng plants completely suppresses PgSQE1 transcription. Concomitantly, the interference of PgSQE1 results in reduction of ginsenoside production
additional information
Q75W20
RNA interference of PgSQE1 in transgenic Panax ginseng plants completely suppresses PgSQE1 transcription. Concomitantly, the interference of PgSQE1 results in reduction of ginsenoside production
additional information
-
construction of a truncated enzyme mutant
additional information
-
amino acid substitutions in both highly conserved motifs 1 and 2 regions reduce enzyme activity and/or alter allylamine sensitivity, overview
additional information
-
isolation of erg1 allele mutants that confer increased terbinafine sensitivity or that show a lethal phenotype when they are expressed in erg1-knockout strain KLN1, overview
additional information
-
mutations of amino acids belonging to the FAD I fingerprint motif, e.g. Gly27Ser and Gly30Ser, reduce the enzyme in vitro activity
additional information
identification of single nucleotide polymorphism c.2565 G>T in Berkshire pigs. Homozygous GG pigs express more squalene epoxidase mRNA than GT heterozygous and TT homozygous pigs in longissimus dorsi tissue. The single nucleotide polymorphism is associated with several meat quality traits including backfat thickness, carcass weight, meat colour (yellowness), fat composition, and water-holding capacity
additional information
-
identification of single nucleotide polymorphism c.2565 G>T in Berkshire pigs. Homozygous GG pigs express more squalene epoxidase mRNA than GT heterozygous and TT homozygous pigs in longissimus dorsi tissue. The single nucleotide polymorphism is associated with several meat quality traits including backfat thickness, carcass weight, meat colour (yellowness), fat composition, and water-holding capacity
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Rattus norvegicus, Sus scrofa
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66
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Rattus norvegicus
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Homo sapiens
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16
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Homo sapiens
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Inhibition of squalene synthase and squalene epoxidase in tobacco cells triggers an up-regulation of 3-hydroxy-3-methylglutaryl coenzyme A reductase
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Nicotiana tabacum
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49
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Candida albicans, Trichophyton rubrum
brenda
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Photoaffinity labeling identifies the substrate-binding site of mammalian squalene epoxidase
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315
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Rattus norvegicus
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Squalene epoxidase encoded by ERG1 affects morphogenesis and drug susceptibilities of Candida albicans
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55
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2005
Candida albicans
brenda
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1918-1931
2005
Mus musculus
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Novel 3-phenylprop-2-ynylamines as inhibitors of mammalian squalene epoxidase
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1
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2003
Rattus norvegicus
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Characterization of squalene epoxidase of Saccharomyces cerevisiae by applying terbinafine-sensitive variants
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Saccharomyces cerevisiae
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Sterol biosynthesis by a prokaryote: first in vitro identification of the genes encoding squalene epoxidase and lanosterol synthase from Methylococcus capsulatus
Biosci. Biotechnol. Biochem.
71
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Methylococcus capsulatus (Q603D5), Methylococcus capsulatus
brenda
Ruckenstuhl, C.; Poschenel, A.; Possert, R.; Baral, P.K.; Gruber, K.; Turnowsky, F.
Structure-function correlations of two highly conserved motifs in Saccharomyces cerevisiae squalene epoxidase
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52
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2008
Saccharomyces cerevisiae
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Hepatic cytochrome P450 reductase-null mice reveal a second microsomal reductase for squalene monooxygenase
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461
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2007
Mus musculus
brenda
Abe, I.; Abe, T.; Lou, W.; Masuoka, T.; Noguchi, H.
Site-directed mutagenesis of conserved aromatic residues in rat squalene epoxidase
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352
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2007
Rattus norvegicus
brenda
Godio, R.P.; Fouces, R.; Martin, J.F.
A squalene epoxidase is involved in biosynthesis of both the antitumor compound clavaric acid and sterols in the basidiomycete H. sublateritium
Chem. Biol.
14
1334-1346
2007
Hypholoma sublateritium
brenda
He, F.; Zhu, Y.; He, M.; Zhang, Y.
Molecular cloning and characterization of the gene encoding squalene epoxidase in Panax notoginseng
DNA Seq.
19
270-273
2008
Panax notoginseng (Q1PID4), Panax notoginseng
brenda
Motavaze, K.; Namvar, Z.; Emami, M.; Noorbakhsh, F.; Rezaie, S.
Molecular characterization of a Squalene epoxidase gene in dermatophyte pathogen Trichophyton tonsurans
Iran. Biomed. J.
12
55-58
2008
Trichophyton tonsurans
brenda
Rasbery, J.M.; Shan, H.; LeClair, R.J.; Norman, M.; Matsuda, S.P.; Bartel, B.
Arabidopsis thaliana squalene epoxidase 1 is essential for root and seed development
J. Biol. Chem.
282
17002-17013
2007
Arabidopsis thaliana (O65403), Arabidopsis thaliana (O81000), Arabidopsis thaliana (Q8VYH2), Arabidopsis thaliana (Q9SM02), Arabidopsis thaliana
brenda
Uchida, H.; Sugiyama, R.; Nakayachi, O.; Takemura, M.; Ohyama, K.
Expression of the gene for sterol-biosynthesis enzyme squalene epoxidase in parenchyma cells of the oil plant, Euphorbia tirucalli
Planta
226
1109-1115
2007
Euphorbia tirucalli (A7VJN1), Euphorbia tirucalli
brenda
Hu, F.; Zhong, J.
Jasmonic acid mediates gene transcription of ginsenoside biosynthesis in cell cultures of Panax notoginseng treated with chemically synthesized 2-hydroxyethyl jasmonate
Process Biochem.
43
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2008
Panax notoginseng
-
brenda
Gerpe, A.; Alvarez, G.; Benitez, D.; Boiani, L.; Quiroga, M.; Hernandez, P.; Sortino, M.; Zacchino, S.; Gonzalez, M.; Cerecetto, H.
5-Nitrofuranes and 5-nitrothiophenes with anti-Trypanosoma cruzi activity and ability to accumulate squalene
Bioorg. Med. Chem.
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2009
Trypanosoma cruzi
brenda
Helms, M.W.; Kemming, D.; Pospisil, H.; Vogt, U.; Buerger, H.; Korsching, E.; Liedtke, C.; Schlotter, C.M.; Wang, A.; Chan, S.Y.; Brandt, B.H.
Squalene epoxidase, located on chromosome 8q24.1, is upregulated in 8q+ breast cancer and indicates poor clinical outcome in stage I and II disease
Br. J. Cancer
99
774-780
2008
Homo sapiens
brenda
Seiki, S.; Frishman, W.H.
Pharmacologic inhibition of squalene synthase and other downstream enzymes of the cholesterol synthesis pathway: a new therapeutic approach to treatment of hypercholesterolemia
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17
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2009
Canis lupus familiaris, Homo sapiens, Nicotiana sp.
brenda
Han, J.Y.; In, J.G.; Kwon, Y.S.; Choi, Y.E.
Regulation of ginsenoside and phytosterol biosynthesis by RNA interferences of squalene epoxidase gene in Panax ginseng
Phytochemistry
71
36-46
2009
Panax ginseng, Panax ginseng (B7TWW5), Panax ginseng (Q75W20)
brenda
Pose, D.; Castanedo, I.; Borsani, O.; Nieto, B.; Rosado, A.; Taconnat, L.; Ferrer, A.; Dolan, L.; Valpuesta, V.; Botella, M.A.
Identification of the Arabidopsis dry2/sqe1-5 mutant reveals a central role for sterols in drought tolerance and regulation of reactive oxygen species
Plant J.
59
63-76
2009
Arabidopsis thaliana
brenda
Nowosielski, M.; Hoffmann, M.; Wyrwicz, L.S.; Stepniak, P.; Plewczynski, D.M.; Lazniewski, M.; Ginalski, K.; Rychlewski, L.
Detailed mechanism of squalene epoxidase inhibition by terbinafine
J. Chem. Inf. Model.
51
455-462
2011
Saccharomyces cerevisiae
brenda
Kim, Y.S.; Cho, J.H.; Park, S.; Han, J.Y.; Back, K.; Choi, Y.E.
Gene regulation patterns in triterpene biosynthetic pathway driven by overexpression of squalene synthase and methyl jasmonate elicitation in Bupleurum falcatum
Planta
233
343-355
2011
Bupleurum falcatum
brenda
Garaiova, M.; Zambojova, V.; Simova, Z.; Griac, P.; Hapala, I.
Squalene epoxidase as a target for manipulation of squalene levels in the yeast Saccharomyces cerevisiae
FEMS Yeast Res.
14
310-323
2014
Saccharomyces cerevisiae, Saccharomyces cerevisiae BY4741
brenda
Stevenson, J.; Luu, W.; Kristiana, I.; Brown, A.J.
Squalene mono-oxygenase, a key enzyme in cholesterol synthesis, is stabilized by unsaturated fatty acids
Biochem. J.
461
435-442
2014
Homo sapiens
brenda
Howe, V.; Chua, N.K.; Stevenson, J.; Brown, A.J.
The regulatory domain of squalene monooxygenase contains a re-entrant loop and senses cholesterol via a conformational change
J. Biol. Chem.
290
27533-27544
2015
Homo sapiens
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Drozdikova, E.; Garaiova, M.; Csaky, Z.; Obernauerova, M.; Hapala, I.
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