KEGG   ORTHOLOGY: K27503
Entry
K27503            Tight     KO                                     
Symbol
CYP725A22
Name
taxane 9alpha-hydroxylase [EC:1.14.14.185]
Pathway
map00904  Diterpenoid biosynthesis
map01100  Metabolic pathways
map01110  Biosynthesis of secondary metabolites
Reaction
R13550  5,20-epoxytaxa-11-en-4alpha-yl acetate,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (9alpha-hydroxylating)
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09109 Metabolism of terpenoids and polyketides
   00904 Diterpenoid biosynthesis
    K27503  CYP725A22; taxane 9alpha-hydroxylase
 09180 Brite Hierarchies
  09181 Protein families: metabolism
   00199 Cytochrome P450
    K27503  CYP725A22; taxane 9alpha-hydroxylase
Enzymes [BR:ko01000]
 1. Oxidoreductases
  1.14  Acting on paired donors, with incorporation or reduction of molecular oxygen
   1.14.14  With reduced flavin or flavoprotein as one donor, and incorporation of one atom of oxygen into the other donor
    1.14.14.185  taxane 9alpha-hydroxylase
     K27503  CYP725A22; taxane 9alpha-hydroxylase
Cytochrome P450 [BR:ko00199]
 Cytochrome P450, plant type
  CYP725 family
   K27503  CYP725A22; taxane 9alpha-hydroxylase
Genes
AG: ATG29967(CYP725A22)
Reference
PMID:28878800
  Authors
Liao W, Zhao S, Zhang M, Dong K, Chen Y, Fu C, Yu L
  Title
Transcriptome Assembly and Systematic Identification of Novel Cytochrome P450s in Taxus chinensis.
  Journal
Front Plant Sci 8:1468 (2017)
DOI:10.3389/fpls.2017.01468
  Sequence
[ag:ATG29967]
Reference
PMID:37897038
  Authors
Zhang Y, Wiese L, Fang H, Alseekh S, Perez de Souza L, Scossa F, Molloy J, Christmann M, Fernie AR.
  Title
Synthetic biology identifies the minimal gene set required for paclitaxel biosynthesis in a plant chassis.
  Journal
Mol Plant 16:1951-1961 (2023)
DOI:10.1016/j.molp.2023.10.016
LinkDB

KEGG   ENZYME: 1.14.14.185
Entry
EC 1.14.14.185              Enzyme                                 
Name
taxane 9alpha-hydroxylase;
taxoid 9alpha hydroxylase;
CYP725A22;
T9alphaOH
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
5,20-epoxytax-11-en-4alpha-ol,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (9alpha-hydroxylating)
Reaction(IUBMB)
5,20-epoxytax-11-en-4alpha-ol + [reduced NADPH---hemoprotein reductase] + O2 = 5,20-epoxytax-11-ene-4alpha,9alpha-diol + [oxidized NADPH---hemoprotein reductase] + H2O [RN:R13290]
Reaction(KEGG)
R13290;
(other) R13550
Substrate
5,20-epoxytax-11-en-4alpha-ol [CPD:C22889];
[reduced NADPH---hemoprotein reductase] [CPD:C03024];
O2 [CPD:C00007]
Product
5,20-epoxytax-11-ene-4alpha,9alpha-diol [CPD:C22891];
[oxidized NADPH---hemoprotein reductase] [CPD:C03161];
H2O [CPD:C00001]
Comment
The enzyme is active in the biosynthetic pathway of paclitaxel (Taxol) in Taxus species (yew).
History
EC 1.14.14.185 created 2024
Pathway
ec00904  Diterpenoid biosynthesis
ec01100  Metabolic pathways
ec01110  Biosynthesis of secondary metabolites
Orthology
K27503  taxane 9alpha-hydroxylase
Reference
1  [PMID:37897038]
  Authors
Zhang Y, Wiese L, Fang H, Alseekh S, Perez de Souza L, Scossa F, Molloy J, Christmann M, Fernie AR.
  Title
Synthetic biology identifies the minimal gene set required for paclitaxel biosynthesis in a plant chassis.
  Journal
Mol Plant 16:1951-1961 (2023)
DOI:10.1016/j.molp.2023.10.016
Other DBs
ExplorEnz - The Enzyme Database: 1.14.14.185
IUBMB Enzyme Nomenclature: 1.14.14.185
ExPASy - ENZYME nomenclature database: 1.14.14.185
BRENDA, the Enzyme Database: 1.14.14.185
LinkDB

KEGG   REACTION: R13550
Entry
R13550                      Reaction                               
Name
5,20-epoxytaxa-11-en-4alpha-yl acetate,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (9alpha-hydroxylating)
Definition
5,20-Epoxytaxa-11-en-4alpha-yl acetate + [Reduced NADPH---hemoprotein reductase] + Oxygen <=> 5,20-Epoxy-9alpha-hydroxytaxa-11-en-4alpha-yl acetate + [Oxidized NADPH---hemoprotein reductase] + H2O
Equation
C23033 + C03024 + C00007 <=> C23070 + C03161 + C00001
Reaction class
RC01218  C23033_C23070
Enzyme
1.14.14.185
Pathway
rn00904  Diterpenoid biosynthesis
rn01100  Metabolic pathways
rn01110  Biosynthesis of secondary metabolites
Brite
Enzymatic reactions [BR:br08201]
 1. Oxidoreductase reactions
  1.14  Acting on paired donors, with incorporation or reduction of molecular oxygen
   1.14.14  With reduced flavin or flavoprotein as one donor, and incorporation of one atom of oxygen into the other donor
    1.14.14.185
     R13550  5,20-Epoxytaxa-11-en-4alpha-yl acetate + [Reduced NADPH---hemoprotein reductase] + Oxygen <=> 5,20-Epoxy-9alpha-hydroxytaxa-11-en-4alpha-yl acetate + [Oxidized NADPH---hemoprotein reductase] + H2O
Orthology
K27503  taxane 9alpha-hydroxylase [EC:1.14.14.185]
LinkDB

DBGET integrated database retrieval system