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
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