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1.14.14.176: taxadiene 5alpha-hydroxylase

This is an abbreviated version!
For detailed information about taxadiene 5alpha-hydroxylase, go to the full flat file.

Word Map on EC 1.14.14.176

Reaction

taxa-4,11-diene
+
[reduced NADPH-hemoprotein reductase]
+
O2
=
taxa-4(20),11-dien-5alpha-ol
+
[oxidized NADPH-hemoprotein reductase]
+
H2O

Synonyms

5alphaCYP, CYP725A4, EC 1.14.99.37, oxygenase, taxadiene 5-mono-, taxa-4(5),11(12)-diene 5-hydroxylase, taxa-4(5),11(12)-diene 5alpha-hydroxylase, taxadien-5alpha-hydroxylase, taxadiene 5-hydroxylase, taxadiene 5-monooxygenase, taxadiene synthase, taxadiene-5alpha-hydroxylase

ECTree

     1 Oxidoreductases
         1.14 Acting on paired donors, with incorporation or reduction of molecular oxygen
             1.14.14 With reduced flavin or flavoprotein as one donor, and incorporation of one atom of oxygen into the other donor
                1.14.14.176 taxadiene 5alpha-hydroxylase

Natural Substrates Products

Natural Substrates Products on EC 1.14.14.176 - taxadiene 5alpha-hydroxylase

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NATURAL SUBSTRATE
NATURAL PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
taxa-4(20)-11(12)-diene + AH2 + O2
?
show the reaction diagram
Taxus sp.
-
-
-
-
?
taxa-4(5),11(12)-diene + [reduced NADPH-hemoprotein reductase] + O2
5(12)-oxa-3(11)-cyclotaxane + [oxidized NADPH-hemoprotein reductase] + H2O
show the reaction diagram
hydroxylation of the C-5alpha is the first of the oxidations resulting in taxol
OCT is a cyclic ether
-
?
taxa-4,11-diene + [reduced NADPH-hemoprotein reductase] + O2
taxa-4(20),11(12)-dien-5alpha-ol + [oxidized NADPH-hemoprotein reductase] + H2O
show the reaction diagram
Taxus sp.
-
-
-
-
?
taxa-4,11-diene + [reduced NADPH-hemoprotein reductase] + O2
taxa-4(20),11-dien-5alpha-ol + [oxidized NADPH-hemoprotein reductase] + H2O
show the reaction diagram
taxadiene + [reduced NADPH-hemoprotein reductase] + O2
taxadiene-5alpha-ol + [oxidized NADPH-hemoprotein reductase] + H2O
show the reaction diagram
-
-
-
?
additional information
?
-
cDNAs encoding taxa-4(5),11(12)-diene synthase and CYP725A4 are introduced in Nicotiana sylvestris for specific expression in trichome cells. The co-expression does not lead to the production of the expected 5-hydroxytaxa-4(20),11(12)-diene. Instead, taxa-4(5),11(12)-diene is quantitatively converted to a novel taxane
-
-
?