KEGG   ENZYME: 1.14.14.106
Entry
EC 1.14.14.106              Enzyme                                 

Name
taxane 13alpha-hydroxylase;
CYP725A2 (gene name)
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-ol,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (13alpha-hydroxylating)
Reaction(IUBMB)
taxa-4(20),11-dien-5alpha-ol + [reduced NADPH---hemoprotein reductase] + O2 = taxa-4(20),11-dien-5alpha,13alpha-diol + [oxidized NADPH---hemoprotein reductase] + H2O [RN:R06308]
Reaction(KEGG)
R06308
Substrate
taxa-4(20),11-dien-5alpha-ol [CPD:C11895];
[reduced NADPH---hemoprotein reductase] [CPD:C03024];
O2 [CPD:C00007]
Product
taxa-4(20),11-dien-5alpha,13alpha-diol;
[oxidized NADPH---hemoprotein reductase] [CPD:C03161];
H2O [CPD:C00001]
Comment
This 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 1.14.14.106 created 2002 as EC 1.14.13.77, transferred 2018 to EC 1.14.14.106
Pathway
ec00904  Diterpenoid biosynthesis
ec01100  Metabolic pathways
ec01110  Biosynthesis of secondary metabolites
Orthology
K12922  taxane 13alpha-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
  Sequence
Other DBs
ExplorEnz - The Enzyme Database: 1.14.14.106
IUBMB Enzyme Nomenclature: 1.14.14.106
ExPASy - ENZYME nomenclature database: 1.14.14.106
BRENDA, the Enzyme Database: 1.14.14.106
CAS: 399030-58-1

DBGET integrated database retrieval system