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24(25)-dihydrocycloartenol + NAD(P)H + H+
?
-
30% activity compared to 24-methylidenecycloartanol
-
-
?
24-methylidenecycloartanol + 2 ferrocytochrome b5 + O2 + 2 H+
4alpha-(hydroxymethyl)-4beta,14alpha-dimethyl-9beta,19-cyclo-5alpha-ergost-24(241)-en-3beta-ol + 2 ferricytochrome B5 + H2O
-
-
-
-
?
24-methylidenecycloartanol + 6 ferrocytochrome b5 + 3 O2 + 6 H+
3beta-hydroxy-4beta,14alpha-dimethyl-9beta,19-cyclo-5alpha-ergost-24(241)-ene-4alpha-carboxylate + 6 ferricytochrome b5 + 4 H2O
24-methylidenecycloartanol + NAD(P)H + O2 + H+
4alpha-hydroxymethyl-4beta,14alpha-dimethyl-5alpha-ergosta-9beta,19-cyclo-24(241)-en-3beta-ol + NAD(P)+ + H2O
-
100% activity
-
-
?
24-methylidenecycloartanol + NADPH + O2 + H+
cycloeucalenol + NADP+ + H2O
-
overall reaction
-
-
?
24zeta-methylcycloartanol + NAD(P)H + H+
?
-
43% activity compared to 24-methylidenecycloartanol
-
-
?
3beta-hydroxy-4beta-methyl-5alpha-cholest-7-ene-4alpha-carbaldehyde + a ferricytochrome + H+ + O2
3beta-hydroxy-4beta-methyl-5alpha-cholest-7-ene-4alpha-carboxylate + a ferrocytochrome + H2O
1c
-
-
?
3beta-hydroxy-4beta-methyl-5alpha-cholest-7-ene-4alpha-carbaldehyde + a ferrocytochrome + O2
3beta-hydroxy-4beta-methyl-5alpha-cholest-7-ene-4alpha-carboxylate + a ferricytochrome + H2O
4,4-dimethyl-5alpha-cholest-7-en-3beta-ol + a ferrocytochrome + 3 H+ + 3 O2
3beta-hydroxy-4beta-methyl-5alpha-cholest-7-ene-4alpha-carboxylate + a ferricytochrome + 4 H2O
overall reaction
-
-
?
4,4-dimethyl-5alpha-cholest-7-en-3beta-ol + a ferrocytochrome + H+ + O2
4alpha-hydroxymethyl-4beta-methyl-5alpha-cholest-7-en-3beta-ol + a ferricytochrome + H2O
1a
-
-
?
4,4-dimethyl-5alpha-cholest-7-en-3beta-ol + a ferrocytochrome + O2
4beta-hydroxymethyl-4alpha-methyl-5alpha-cholest-7-en-3beta-ol + a ferricytochrome + H2O
4-methyl fecosterol + 6 ferricytochrome b5 + 3 O2 + 6 H+
4,4-dimethyl fecosterol + 6 ferrocytochrome b5 + 4 H2O
4alpha-(hydroxymethyl)-4beta,14alpha-dimethyl-9beta,19-cyclo-5alpha-ergost-24(241)-en-3beta-ol + 2 ferrocytochrome b5 + O2 + 2 H+
4alpha-formyl-4beta,14alpha-dimethyl-9beta,19-cyclo-5alpha-ergost-24(241)-en-3beta-ol + 2 ferricytochrome b5 + H2O
-
-
-
-
?
4alpha-hydroxymethyl-4beta-methyl-5alpha-cholest-7-en-3beta-ol + reduced acceptor + H+ + O2
3beta-hydroxy-4beta-methyl-5alpha-cholest-7-ene-4alpha-carbaldehyde + acceptor + 2 H2O
1b
-
-
?
4beta-hydroxymethyl-4alpha-methyl-5alpha-cholest-7-en-3beta-ol + a ferrocytochrome + O2
3beta-hydroxy-4beta-methyl-5alpha-cholest-7-ene-4alpha-carbaldehyde + a ferricytochrome + H2O
cycloeucalenone + NADPH + O2 + H+
cycloeucalenol + NADP+ + H2O
-
-
-
-
?
cyclolaudenol + NAD(P)H + H+
?
-
56% activity compared to 24-methylidenecycloartanol
-
-
?
parkeol + 6 ferricytochrome b5 + 3 O2 + 6 H+
9(11)-dehydroergosterol + 6 ferrocytochrome b5 + 4 H2O
additional information
?
-
24-methylidenecycloartanol + 6 ferrocytochrome b5 + 3 O2 + 6 H+
3beta-hydroxy-4beta,14alpha-dimethyl-9beta,19-cyclo-5alpha-ergost-24(241)-ene-4alpha-carboxylate + 6 ferricytochrome b5 + 4 H2O
overall reaction
-
-
ir
24-methylidenecycloartanol + 6 ferrocytochrome b5 + 3 O2 + 6 H+
3beta-hydroxy-4beta,14alpha-dimethyl-9beta,19-cyclo-5alpha-ergost-24(241)-ene-4alpha-carboxylate + 6 ferricytochrome b5 + 4 H2O
overall reaction
-
-
?
24-methylidenecycloartanol + 6 ferrocytochrome b5 + 3 O2 + 6 H+
3beta-hydroxy-4beta,14alpha-dimethyl-9beta,19-cyclo-5alpha-ergost-24(241)-ene-4alpha-carboxylate + 6 ferricytochrome b5 + 4 H2O
-
overall reaction
-
-
?
24-methylidenecycloartanol + 6 ferrocytochrome b5 + 3 O2 + 6 H+
3beta-hydroxy-4beta,14alpha-dimethyl-9beta,19-cyclo-5alpha-ergost-24(241)-ene-4alpha-carboxylate + 6 ferricytochrome b5 + 4 H2O
-
overall reaction
-
-
?
3beta-hydroxy-4beta-methyl-5alpha-cholest-7-ene-4alpha-carbaldehyde + a ferrocytochrome + O2
3beta-hydroxy-4beta-methyl-5alpha-cholest-7-ene-4alpha-carboxylate + a ferricytochrome + H2O
step 3 of 3 of the overall reaction
-
-
?
3beta-hydroxy-4beta-methyl-5alpha-cholest-7-ene-4alpha-carbaldehyde + a ferrocytochrome + O2
3beta-hydroxy-4beta-methyl-5alpha-cholest-7-ene-4alpha-carboxylate + a ferricytochrome + H2O
step 3 of 3 of the overall reaction
-
-
?
3beta-hydroxy-4beta-methyl-5alpha-cholest-7-ene-4alpha-carbaldehyde + a ferrocytochrome + O2
3beta-hydroxy-4beta-methyl-5alpha-cholest-7-ene-4alpha-carboxylate + a ferricytochrome + H2O
step 3 of 3 of the overall reaction
-
-
?
3beta-hydroxy-4beta-methyl-5alpha-cholest-7-ene-4alpha-carbaldehyde + a ferrocytochrome + O2
3beta-hydroxy-4beta-methyl-5alpha-cholest-7-ene-4alpha-carboxylate + a ferricytochrome + H2O
-
step 3 of 3 of the overall reaction
-
-
?
3beta-hydroxy-4beta-methyl-5alpha-cholest-7-ene-4alpha-carbaldehyde + a ferrocytochrome + O2
3beta-hydroxy-4beta-methyl-5alpha-cholest-7-ene-4alpha-carboxylate + a ferricytochrome + H2O
-
step 3 of 3 of the overall reaction
-
-
?
4,4-dimethyl-5alpha-cholest-7-en-3beta-ol + a ferrocytochrome + O2
4beta-hydroxymethyl-4alpha-methyl-5alpha-cholest-7-en-3beta-ol + a ferricytochrome + H2O
step 1 of 3 of the overall reaction
-
-
?
4,4-dimethyl-5alpha-cholest-7-en-3beta-ol + a ferrocytochrome + O2
4beta-hydroxymethyl-4alpha-methyl-5alpha-cholest-7-en-3beta-ol + a ferricytochrome + H2O
step 1 of 3 of the overall reaction
-
-
?
4,4-dimethyl-5alpha-cholest-7-en-3beta-ol + a ferrocytochrome + O2
4beta-hydroxymethyl-4alpha-methyl-5alpha-cholest-7-en-3beta-ol + a ferricytochrome + H2O
step 1 of 3 of the overall reaction
-
-
?
4,4-dimethyl-5alpha-cholest-7-en-3beta-ol + a ferrocytochrome + O2
4beta-hydroxymethyl-4alpha-methyl-5alpha-cholest-7-en-3beta-ol + a ferricytochrome + H2O
-
step 1 of 3 of the overall reaction
-
-
?
4,4-dimethyl-5alpha-cholest-7-en-3beta-ol + a ferrocytochrome + O2
4beta-hydroxymethyl-4alpha-methyl-5alpha-cholest-7-en-3beta-ol + a ferricytochrome + H2O
-
step 1 of 3 of the overall reaction
-
-
?
4-methyl fecosterol + 6 ferricytochrome b5 + 3 O2 + 6 H+
4,4-dimethyl fecosterol + 6 ferrocytochrome b5 + 4 H2O
-
i.e. 4,24-dimethyl-cholesta-8,24(28)-dien-3beta-ol
-
-
?
4-methyl fecosterol + 6 ferricytochrome b5 + 3 O2 + 6 H+
4,4-dimethyl fecosterol + 6 ferrocytochrome b5 + 4 H2O
-
i.e. 4,24-dimethyl-cholesta-8,24(28)-dien-3beta-ol
-
-
?
4beta-hydroxymethyl-4alpha-methyl-5alpha-cholest-7-en-3beta-ol + a ferrocytochrome + O2
3beta-hydroxy-4beta-methyl-5alpha-cholest-7-ene-4alpha-carbaldehyde + a ferricytochrome + H2O
step 2 of 3 of the overall reaction
-
-
?
4beta-hydroxymethyl-4alpha-methyl-5alpha-cholest-7-en-3beta-ol + a ferrocytochrome + O2
3beta-hydroxy-4beta-methyl-5alpha-cholest-7-ene-4alpha-carbaldehyde + a ferricytochrome + H2O
step 2 of 3 of the overall reaction
-
-
?
4beta-hydroxymethyl-4alpha-methyl-5alpha-cholest-7-en-3beta-ol + a ferrocytochrome + O2
3beta-hydroxy-4beta-methyl-5alpha-cholest-7-ene-4alpha-carbaldehyde + a ferricytochrome + H2O
step 2 of 3 of the overall reaction
-
-
?
4beta-hydroxymethyl-4alpha-methyl-5alpha-cholest-7-en-3beta-ol + a ferrocytochrome + O2
3beta-hydroxy-4beta-methyl-5alpha-cholest-7-ene-4alpha-carbaldehyde + a ferricytochrome + H2O
-
step 2 of 3 of the overall reaction
-
-
?
4beta-hydroxymethyl-4alpha-methyl-5alpha-cholest-7-en-3beta-ol + a ferrocytochrome + O2
3beta-hydroxy-4beta-methyl-5alpha-cholest-7-ene-4alpha-carbaldehyde + a ferricytochrome + H2O
-
step 2 of 3 of the overall reaction
-
-
?
parkeol + 6 ferricytochrome b5 + 3 O2 + 6 H+
9(11)-dehydroergosterol + 6 ferrocytochrome b5 + 4 H2O
-
i.e. 4,4,14-trimethyl-cholesta-9(11),24-dien-3beta-ol
-
-
?
parkeol + 6 ferricytochrome b5 + 3 O2 + 6 H+
9(11)-dehydroergosterol + 6 ferrocytochrome b5 + 4 H2O
-
i.e. 4,4,14-trimethyl-cholesta-9(11),24-dien-3beta-ol
-
-
?
additional information
?
-
-
conversion of cycloartenol into functional phytosterol requires the removal of 2 methyl groups at C4 by the enzymic complex including the sterol 4alpha-methyl oxidase SMO
-
-
?
additional information
?
-
conversion of cycloartenol into functional phytosterol requires the removal of 2 methyl groups at C4 by the enzymic complex including the sterol 4alpha-methyl oxidase SMO
-
-
?
additional information
?
-
conversion of cycloartenol into functional phytosterol requires the removal of 2 methyl groups at C4 by the enzymic complex including the sterol 4alpha-methyl oxidase SMO
-
-
?
additional information
?
-
conversion of cycloartenol into functional phytosterol requires the removal of 2 methyl groups at C4 by the enzymic complex including the sterol 4alpha-methyl oxidase SMO
-
-
?
additional information
?
-
-
the enzyme is unable to oxidize 4,4-dimethylzymosterol
-
-
?
additional information
?
-
conversion of cycloartenol into functional phytosterol requires the removal of 2 methyl groups at C4 by the enzymic complex including the sterol 4alpha-methyl oxidase SMO, sterol spectrum in wild-type and transgenic gene-silenced plants, accumulation of 4alpha-methyl-DELTA7-sterols, overview
-
-
?
additional information
?
-
-
conversion of cycloartenol into functional phytosterol requires the removal of 2 methyl groups at C4 by the enzymic complex including the sterol 4alpha-methyl oxidase SMO, sterol spectrum in wild-type and transgenic gene-silenced plants, accumulation of 4alpha-methyl-DELTA7-sterols, overview
-
-
?
additional information
?
-
conversion of cycloartenol into functional phytosterol requires the removal of 2 methyl groups at C4 by the enzymic complex including the sterol 4alpha-methyl oxidase SMO
-
-
?
additional information
?
-
-
not catalyzed by P-450 but cytochrome b5 is suggested to be electron donor, NADPH and 24-methylenecycloartanol or 24-ethylidenelophenol
-
-
?
additional information
?
-
-
conversion of cycloartenol into functional phytosterol requires the removal of 2 methyl groups at C4 by the enzymic complex including the sterol 4alpha-methyl oxidase SMO
-
-
?
additional information
?
-
-
no activity with cyclobranol, cycloartenol, 24-methylenelanosterol, lanosterol, 24(25)-dihydrolanosterol, parkeol, 4,4-dimethyl-7,22-ergostadienol, beta-amyrine, 4alpha,14alpha,dimethyl-5alpha-cholesta-7-en-3beta-ol, obtusifoliol, 24zeta(241)-dihydroobtusifoliol, 29-norlanosterol, 24(25)-dihydro-29-norlanosterol, 4alpha-dimethyl-5alpha-cholestanol, 4alpha,14alpha,24zeta-trimethyl-5alpha-cholesta-9(11)-en-3beta-ol, and 4beta-24zeta(241)-dihydrocycloeucalenol
-
-
?
additional information
?
-
-
conversion of cycloartenol into functional phytosterol requires the removal of 2 methyl groups at C4 by the enzymic complex including the sterol 4alpha-methyl oxidase SMO
-
-
?
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
24-methylidenecycloartanol + 6 ferrocytochrome b5 + 3 O2 + 6 H+
3beta-hydroxy-4beta,14alpha-dimethyl-9beta,19-cyclo-5alpha-ergost-24(241)-ene-4alpha-carboxylate + 6 ferricytochrome b5 + 4 H2O
24-methylidenecycloartanol + NADPH + O2 + H+
cycloeucalenol + NADP+ + H2O
-
overall reaction
-
-
?
additional information
?
-
24-methylidenecycloartanol + 6 ferrocytochrome b5 + 3 O2 + 6 H+
3beta-hydroxy-4beta,14alpha-dimethyl-9beta,19-cyclo-5alpha-ergost-24(241)-ene-4alpha-carboxylate + 6 ferricytochrome b5 + 4 H2O
overall reaction
-
-
ir
24-methylidenecycloartanol + 6 ferrocytochrome b5 + 3 O2 + 6 H+
3beta-hydroxy-4beta,14alpha-dimethyl-9beta,19-cyclo-5alpha-ergost-24(241)-ene-4alpha-carboxylate + 6 ferricytochrome b5 + 4 H2O
overall reaction
-
-
?
24-methylidenecycloartanol + 6 ferrocytochrome b5 + 3 O2 + 6 H+
3beta-hydroxy-4beta,14alpha-dimethyl-9beta,19-cyclo-5alpha-ergost-24(241)-ene-4alpha-carboxylate + 6 ferricytochrome b5 + 4 H2O
-
overall reaction
-
-
?
24-methylidenecycloartanol + 6 ferrocytochrome b5 + 3 O2 + 6 H+
3beta-hydroxy-4beta,14alpha-dimethyl-9beta,19-cyclo-5alpha-ergost-24(241)-ene-4alpha-carboxylate + 6 ferricytochrome b5 + 4 H2O
-
overall reaction
-
-
?
additional information
?
-
-
conversion of cycloartenol into functional phytosterol requires the removal of 2 methyl groups at C4 by the enzymic complex including the sterol 4alpha-methyl oxidase SMO
-
-
?
additional information
?
-
conversion of cycloartenol into functional phytosterol requires the removal of 2 methyl groups at C4 by the enzymic complex including the sterol 4alpha-methyl oxidase SMO
-
-
?
additional information
?
-
conversion of cycloartenol into functional phytosterol requires the removal of 2 methyl groups at C4 by the enzymic complex including the sterol 4alpha-methyl oxidase SMO
-
-
?
additional information
?
-
conversion of cycloartenol into functional phytosterol requires the removal of 2 methyl groups at C4 by the enzymic complex including the sterol 4alpha-methyl oxidase SMO
-
-
?
additional information
?
-
conversion of cycloartenol into functional phytosterol requires the removal of 2 methyl groups at C4 by the enzymic complex including the sterol 4alpha-methyl oxidase SMO, sterol spectrum in wild-type and transgenic gene-silenced plants, accumulation of 4alpha-methyl-DELTA7-sterols, overview
-
-
?
additional information
?
-
-
conversion of cycloartenol into functional phytosterol requires the removal of 2 methyl groups at C4 by the enzymic complex including the sterol 4alpha-methyl oxidase SMO, sterol spectrum in wild-type and transgenic gene-silenced plants, accumulation of 4alpha-methyl-DELTA7-sterols, overview
-
-
?
additional information
?
-
conversion of cycloartenol into functional phytosterol requires the removal of 2 methyl groups at C4 by the enzymic complex including the sterol 4alpha-methyl oxidase SMO
-
-
?
additional information
?
-
-
conversion of cycloartenol into functional phytosterol requires the removal of 2 methyl groups at C4 by the enzymic complex including the sterol 4alpha-methyl oxidase SMO
-
-
?
additional information
?
-
-
conversion of cycloartenol into functional phytosterol requires the removal of 2 methyl groups at C4 by the enzymic complex including the sterol 4alpha-methyl oxidase SMO
-
-
?
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
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Rahier, A.; Smith, M.; Taton, M.
The role of cytochrome b5 in 4alpha-methyl-oxidation and C5(6) desaturation of plant sterol precursors
Biochem. Biophys. Res. Commun.
236
434-437
1997
Zea mays
brenda
Darnet, S.; Rahier, A.
Plant sterol biosynthesis: identification of two distinct families of sterol 4alpha-methyl oxidases
Biochem. J.
378
889-898
2004
Arabidopsis thaliana, Arabidopsis thaliana (F4JLZ6), Arabidopsis thaliana (Q1EC69), Arabidopsis thaliana (Q8L7W5), Zea mays, Nicotiana benthamiana (Q5J955), Nicotiana benthamiana, Nicotiana tabacum (Q6YAU5), Zea mays SMO1
brenda
Rahier, A.
Dissecting the sterol C-4 demethylation process in higher plants. from structures and genes to catalytic mechanism
Steroids
76
340-352
2011
Arabidopsis thaliana
brenda
Pascal, S.; Taton, M.; Rahier, A.
Oxidative C4-demethylation of 24-methylene cycloartanol by a cyanide-sensitive enzymatic system from higher plant microsomes
Biochem. Biophys. Res. Commun.
172
98-106
1990
Zea mays
brenda
Darnet, S.; Bard, M.; Rahier, A.
Functional identification of sterol-4alpha-methyl oxidase cDNAs from Arabidopsis thaliana by complementation of a yeast erg25 mutant lacking sterol-4alpha-methyl oxidation
FEBS Lett.
508
39-43
2001
Arabidopsis thaliana (Q8VWZ8), Arabidopsis thaliana (Q9ZW22), Arabidopsis thaliana
brenda
Zhang, J.; Li, X.; Lu, F.; Wang, S.; An, Y.; Su, X.; Li, X.; Ma, L.; Han, G.
De novo sequencing and transcriptome analysis reveal key genes regulating steroid metabolism in leaves, roots, adventitious roots and calli of Periploca sepium Bunge
Front. Plant Sci.
8
594
2017
Periploca sepium
brenda
Pascal, S.; Taton, M.; Rahier, A.
Plant sterol biosynthesis. Identification and characterization of two distinct microsomal oxidative enzymatic systems involved in sterol C4-demethylation
J. Biol. Chem.
268
11639-11654
1993
Zea mays
brenda
Blosser, S.; Merriman, B.; Grahl, N.; Chung, D.; Cramer, R.
Two C4-sterol methyl oxidases (Erg25) catalyse ergosterol intermediate demethylation and impact environmental stress adaptation in Aspergillus fumigatus
Microbiology
160
2492-2506
2014
Aspergillus fumigatus, Aspergillus fumigatus CEA17
brenda
Singh, A.; Jindal, S.; Longchar, B.; Khan, F.; Gupta, V.
Overexpression of Artemisia annua sterol C-4 methyl oxidase gene, AaSMO1, enhances total sterols and improves tolerance to dehydration stress in tobacco
Plant Cell Tissue Organ Cult.
121
167-181
2015
Artemisia annua (A0A0A6YZ36)
-
brenda