KEGG   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 S, 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]
  Authors
Schoendorf A, Rithner CD, Williams RM, Croteau RB.
  Title
Molecular cloning of a cytochrome P450 taxane 10 beta-hydroxylase cDNA from Taxus and functional expression in yeast.
  Journal
Proc Natl Acad Sci U S A 98:1501-6 (2001)
DOI:10.1073/pnas.98.4.1501
  Sequence
Other DBs
ExplorEnz - The Enzyme Database: 1.14.14.105
IUBMB Enzyme Nomenclature: 1.14.14.105
ExPASy - ENZYME nomenclature database: 1.14.14.105
BRENDA, the Enzyme Database: 1.14.14.105
CAS: 337514-75-7

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