KEGG   ENZYME: 1.14.99.37Help
Entry
EC 1.14.99.37               Enzyme                                 
Name
taxadiene 5alpha-hydroxylase
Class
Oxidoreductases;
Acting on paired donors, with O2 as oxidant and incorporation or reduction of oxygen. The oxygen incorporated need not be derived from O2;
Miscellaneous
BRITE hierarchy
Sysname
taxa-4,11-diene,hydrogen-donor:oxygen oxidoreductase (5alpha-hydroxylating)
Reaction(IUBMB)
taxa-4,11-diene + AH2 + O2 = taxa-4(20),11-dien-5alpha-ol + A + H2O [RN:R06306]
Reaction(KEGG)
Substrate
taxa-4,11-diene [CPD:C11894];
AH2 [CPD:C00030];
O2 [CPD:C00007]
Product
taxa-4(20),11-dien-5alpha-ol [CPD:C11895];
A [CPD:C00028];
H2O [CPD:C00001]
Comment
This microsomal cytochrome-P450-dependent enzyme is involved in the biosynthesis of the diterpenoid antineoplastic drug Taxol (paclitaxel). The reaction includes rearrangement of the 4(5)-double bond to a 4(20)-double bond, possibly through allylic oxidation.
Pathway
Diterpenoid biosynthesis
Metabolic pathways
Biosynthesis of secondary metabolites
Orthology
K14039  
taxadiene 5alpha-hydroxylase
Reference
1  [PMID:8807878]
  Authors
Hefner J, Rubenstein SM, Ketchum RE, Gibson DM, Williams RM, Croteau R.
  Title
Cytochrome P450-catalyzed hydroxylation of taxa-4(5),11(12)-diene to taxa-4(20),11(12)-dien-5alpha-ol: the first oxygenation step in taxol biosynthesis.
  Journal
Chem. Biol. 3 (1996) 479-89.
  Organism
Taxus sp.
Other DBs
ExplorEnz - The Enzyme Database: 
IUBMB Enzyme Nomenclature: 
ExPASy - ENZYME nomenclature database: 
BRENDA, the Enzyme Database: 
CAS: 
9035-51-2
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