KEGG   ORTHOLOGY: K15099
Entry
K15099            Tight     KO                                     

Name
CYP76B6, G10H
Definition
geraniol 8-hydroxylase [EC:1.14.14.83]
Pathway
ko00902  Monoterpenoid biosynthesis
ko01100  Metabolic pathways
ko01110  Biosynthesis of secondary metabolites
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09109 Metabolism of terpenoids and polyketides
   00902 Monoterpenoid biosynthesis
    K15099  CYP76B6, G10H; geraniol 8-hydroxylase
 09180 Brite Hierarchies
  09181 Protein families: metabolism
   00199 Cytochrome P450
    K15099  CYP76B6, G10H; geraniol 8-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
    1.14.14.83  geraniol 8-hydroxylase
     K15099  CYP76B6, G10H; geraniol 8-hydroxylase
Cytochrome P450 [BR:ko00199]
 Cytochrome P450, plant type
  CYP76 family
   K15099  CYP76B6, G10H; geraniol 8-hydroxylase
Other DBs
RN: R08785
Genes
AG: ACZ48680(CYP76B6) CAC80883(CYP76B6)
Reference
PMID:11718718 (CYP76B6)
  Authors
Collu G, Unver N, Peltenburg-Looman AM, van der Heijden R, Verpoorte R, Memelink J
  Title
Geraniol 10-hydroxylase, a cytochrome P450 enzyme involved in terpenoid indole alkaloid biosynthesis.
  Journal
FEBS Lett 508:215-20 (2001)
DOI:10.1016/S0014-5793(01)03045-9
  Sequence
Reference
PMID:20699579 (CYP76B10)
  Authors
Wang J, Liu Y, Cai Y, Zhang F, Xia G, Xiang F
  Title
Cloning and functional analysis of geraniol 10-hydroxylase, a cytochrome P450 from Swertia mussotii Franch.
  Journal
Biosci Biotechnol Biochem 74:1583-90 (2010)
DOI:10.1271/bbb.100175
  Sequence

KEGG   ENZYME: 1.14.14.83
Entry
EC 1.14.14.83               Enzyme                                 

Name
geraniol 8-hydroxylase;
CYP76B6 (gene name);
G10H (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
geraniol,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (8-hydroxylating)
Reaction(IUBMB)
geraniol + [reduced NADPH---hemoprotein reductase] + O2 = (6E)-8-hydroxygeraniol + [oxidized NADPH---hemoprotein reductase] + H2O [RN:R08785]
Reaction(KEGG)
R08785
Substrate
geraniol [CPD:C01500];
[reduced NADPH---hemoprotein reductase] [CPD:C03024];
O2 [CPD:C00007]
Product
(6E)-8-hydroxygeraniol [CPD:C17621];
[oxidized NADPH---hemoprotein reductase] [CPD:C03161];
H2O [CPD:C00001]
Comment
A cytochrome P-450 (heme thiolate) protein found in plants. Also hydroxylates nerol and citronellol, cf. EC 1.14.14.84, linalool 8-monooxygenase. The recommended numbering of geraniol gives 8-hydroxygeraniol as the product rather than 10-hydroxygeraniol as used by references 1-3. See prenol nomenclature {iupac/misc/prenol#p1::Pr-1}. The cloned enzyme also catalysed, but less efficiently, the 3'-hydroxylation of naringenin (cf. EC 1.14.14.82, flavonoid 3'-monooxygenase) [3].
History
EC 1.14.14.83 created 2012 as EC 1.14.13.152, transferred 2018 to EC 1.14.14.83
Pathway
ec00902  Monoterpenoid biosynthesis
ec01100  Metabolic pathways
ec01110  Biosynthesis of secondary metabolites
Orthology
K15099  geraniol 8-hydroxylase
Reference
1  [PMID:11718718]
  Authors
Collu G, Unver N, Peltenburg-Looman AM, van der Heijden R, Verpoorte R, Memelink J
  Title
Geraniol 10-hydroxylase, a cytochrome P450 enzyme involved in terpenoid indole alkaloid biosynthesis.
  Journal
FEBS Lett 508:215-20 (2001)
DOI:10.1016/S0014-5793(01)03045-9
  Sequence
Reference
2  [PMID:20699579]
  Authors
Wang J, Liu Y, Cai Y, Zhang F, Xia G, Xiang F
  Title
Cloning and functional analysis of geraniol 10-hydroxylase, a cytochrome P450 from Swertia mussotii Franch.
  Journal
Biosci Biotechnol Biochem 74:1583-90 (2010)
DOI:10.1271/bbb.100175
  Sequence
Reference
3  [PMID:21504162]
  Authors
Sung PH, Huang FC, Do YY, Huang PL
  Title
Functional expression of geraniol 10-hydroxylase reveals its dual function in the biosynthesis of terpenoid and phenylpropanoid.
  Journal
J Agric Food Chem 59:4637-43 (2011)
DOI:10.1021/jf200259n
  Sequence
Other DBs
ExplorEnz - The Enzyme Database: 1.14.14.83
IUBMB Enzyme Nomenclature: 1.14.14.83
ExPASy - ENZYME nomenclature database: 1.14.14.83
BRENDA, the Enzyme Database: 1.14.14.83

KEGG   REACTION: R08785
Entry
R08785                      Reaction                               

Name
geraniol,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (8-hydroxylating)
Definition
Geraniol + [Reduced NADPH---hemoprotein reductase] + Oxygen <=> (6E)-8-Hydroxygeraniol + [Oxidized NADPH---hemoprotein reductase] + H2O
Equation
Comment
geraniol 10-hydroxylase
Reaction class
RC01137  C01500_C17621
Enzyme
Pathway
rn00902  Monoterpenoid biosynthesis
rn01100  Metabolic pathways
rn01110  Biosynthesis of secondary metabolites
Orthology
K15099  geraniol 8-hydroxylase [EC:1.14.14.83]
Other DBs
RHEA: 32498

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