KEGG   ORTHOLOGY: K12924Help
Entry
K12924                      KO                                     

Name
CYP725A1
Definition
taxane 10-beta-hydroxylase [EC:1.14.13.76]
Pathway
Diterpenoid biosynthesis
Brite
KEGG Orthology (KO) [BR:ko00001]
 Metabolism
  Metabolism of terpenoids and polyketides
   00904 Diterpenoid biosynthesis
    K12924  CYP725A1; taxane 10-beta-hydroxylase
Enzymes [BR:ko01000]
 1. Oxidoreductases
  1.14  Acting on paired donors, with incorporation or reduction of molecular oxygen
   1.14.13  With NADH or NADPH as one donor, and incorporation of one atom of oxygen into the other donor
    1.14.13.76  taxane 10beta-hydroxylase
     K12924  CYP725A1; taxane 10-beta-hydroxylase
Cytochrome P450 [BR:ko00199]
 Cytochrome P450, plant type
  CYP725 family
   K12924  CYP725A1; taxane 10-beta-hydroxylase
BRITE hierarchy
Other DBs
RN: 
GO: 
Genes
AG: 
AAK00946(CYP725A1)
TaxonomyKoalaUniProt
Reference
  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

KEGG   ENZYME: 1.14.13.76Help
Entry
EC 1.14.13.76               Enzyme                                 

Name
taxane 10beta-hydroxylase
Class
Oxidoreductases;
Acting on paired donors, with incorporation or reduction of molecular oxygen;
With NADH or NADPH as one donor, and incorporation of one atom of oxygen into the other donor
BRITE hierarchy
Sysname
taxa-4(20),11-dien-5alpha-yl acetate,NADPH:oxygen oxidoreductase (10beta-hydroxylating)
Reaction(IUBMB)
taxa-4(20),11-dien-5alpha-yl acetate + NADPH + H+ + O2 = 10beta-hydroxytaxa-4(20),11-dien-5alpha-yl acetate + NADP+ + H2O [RN:R06309]
Reaction(KEGG)
Substrate
taxa-4(20),11-dien-5alpha-yl acetate;
NADPH [CPD:C00005];
H+ [CPD:C00080];
O2 [CPD:C00007]
Product
10beta-hydroxytaxa-4(20),11-dien-5alpha-yl acetate [CPD:C11898];
NADP+ [CPD:C00006];
H2O [CPD:C00001]
Comment
This microsomal cytochrome-P-450-dependent enzyme is involved in the biosynthesis of the diterpenoid antineoplastic drug taxol (paclitaxel).
History
EC 1.14.13.76 created 2002
Pathway
Diterpenoid biosynthesis
Biosynthesis of secondary metabolites
Orthology
K12924  
taxane 10-beta-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 (2001) 265-78.
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 (2001) 13595-600.
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 (2001) 1501-6.
  Sequence
Other DBs
ExplorEnz - The Enzyme Database: 
IUBMB Enzyme Nomenclature: 
ExPASy - ENZYME nomenclature database: 
BRENDA, the Enzyme Database: 
CAS: 
337514-75-7

KEGG   REACTION: R06309Help
Entry
R06309                      Reaction                               

Name
Taxa-4(20),11-dien-5alpha-yl acetate,NADPH:oxygen oxidoreductase (10beta-hydroxylating)
Definition
Taxa-4(20),11(12)-dien-5alpha-yl acetate + Oxygen + H+ + NADPH <=> Taxa-4(20),11(12)-dien-5alpha-acetoxy-10beta-ol + H2O + NADP+
Equation
Reaction class
C00005_C00006
C11896_C11898
Enzyme
Pathway
Diterpenoid biosynthesis
Biosynthesis of secondary metabolites
Orthology
K12924  
taxane 10-beta-hydroxylase [EC:1.14.13.76]

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