KEGG ENZYME: 1.14.14.105

ENZYME: 1.14.14.105

Entry

EC 1.14.14.105              Enzyme

Name

taxane 10beta-hydroxylase;
CYP725A1 (gene name);
5-alpha-taxadienol-10-beta-hydroxylase

Class

Oxidoreductases;
Acting on paired donors, with incorporation or reduction of molecular oxygen;
With reduced flavin or flavoprotein as one donor, and incorporation of one atom of oxygen into the other donor

Sysname

taxa-4(20),11-dien-5alpha-yl acetate,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (10beta-hydroxylating)

Reaction(IUBMB)

taxa-4(20),11-dien-5alpha-yl acetate + [reduced NADPH---hemoprotein reductase] + O2 = 10beta-hydroxytaxa-4(20),11-dien-5alpha-yl acetate + [oxidized NADPH---hemoprotein reductase] + H2O [RN:R06309]

Reaction(KEGG)

R06309

Substrate

taxa-4(20),11-dien-5alpha-yl acetate;
[reduced NADPH---hemoprotein reductase] [CPD:C03024];
O2 [CPD:C00007]

Product

10beta-hydroxytaxa-4(20),11-dien-5alpha-yl acetate [CPD:C11898];
[oxidized NADPH---hemoprotein reductase] [CPD:C03161];
H2O [CPD:C00001]

Comment

This microsomal cytochrome-P-450 (heme-thiolate) enzyme from the plant Taxus cuspidata is involved in the biosynthesis of the diterpenoid antineoplastic drug taxol (paclitaxel).

History

EC 1.14.14.105 created 2002 as EC 1.14.13.76, transferred 2018 to EC 1.14.14.105

Pathway

ec00904

Diterpenoid biosynthesis

ec01110

Biosynthesis of secondary metabolites

Orthology

K12924

taxane 10beta-hydroxylase

Reference

1 [PMID:11396929]

Authors

Wheeler AL, Long RM, Ketchum RE, Rithner CD, Williams RM, Croteau R.

Title

Taxol biosynthesis: differential transformations of taxadien-5 alpha-ol and its acetate ester by cytochrome P450 hydroxylases from Taxus suspension cells.

Journal

Arch Biochem Biophys 390:265-78 (2001)
DOI:10.1006/abbi.2001.2377

Reference

2 [PMID:11707604]

Authors

Jennewein S1, Rithner CD, Williams RM, Croteau RB

Title

Taxol biosynthesis: taxane 13 alpha-hydroxylase is a cytochrome P450-dependent monooxygenase.

Journal

Proc Natl Acad Sci U S A 98:13595-600 (2001)
DOI:10.1073/pnas.251539398

Reference

3 [PMID:11171980]