KEGG ENZYME: 1.14.14.174

ENZYME: 1.14.14.174

Entry

EC 1.14.14.174              Enzyme

Name

geranylhydroquinone 3''-hydroxylase;
GHQ 3''-hydroxylase;
CYP76B74 (gene name);
geranylhydroquinone,NADPH:oxygen oxidoreductase (3''-hydroxylating)

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

geranylhydroquinone,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (3''-hydroxylating)

Reaction(IUBMB)

geranylhydroquinone + [reduced NADPH---hemoprotein reductase] + O2 = 3''-hydroxygeranylhydroquinone + [oxidized NADPH---hemoprotein reductase] + H2O [RN:R09042]

Reaction(KEGG)

R09042

Substrate

geranylhydroquinone [CPD:C10793];
[reduced NADPH---hemoprotein reductase] [CPD:C03024];
O2 [CPD:C00007]

Product

3''-hydroxygeranylhydroquinone [CPD:C18132];
[oxidized NADPH---hemoprotein reductase] [CPD:C03161];
H2O [CPD:C00001]

Comment

A cytochrome P-450 (heme-thiolate) protein found in plants, where it is part of the biosynthesis pathway of the red naphthoquinone pigment shikonin.

History

EC 1.14.14.174 created 2010 as EC 1.14.13.116, transferred 2020 to EC 1.14.14.174

Pathway

ec00130

Ubiquinone and other terpenoid-quinone biosynthesis

ec01110

Biosynthesis of secondary metabolites

Orthology

K24441

geranylhydroquinone 3''-hydroxylase

Reference

1 [PMID:10664138]

Authors

Yamamoto H, Inoue K, Li SM, Heide L.

Title

Geranylhydroquinone 3"-hydroxylase, a cytochrome P-450 monooxygenase from Lithospermum erythrorhizon cell suspension cultures.

Journal

Planta 210:312-7 (2000)
DOI:10.1007/PL00008139

Reference

2 [PMID:30498024]

Authors

Wang S, Wang R, Liu T, Lv C, Liang J, Kang C, Zhou L, Guo J, Cui G, Zhang Y, Werck-Reichhart D, Guo L, Huang L

Title

CYP76B74 Catalyzes the 3''-Hydroxylation of Geranylhydroquinone in Shikonin Biosynthesis.

Journal

Plant Physiol 179:402-414 (2019)
DOI:10.1104/pp.18.01056

Sequence

[ag:AZU97066]

Other DBs

ExplorEnz - The Enzyme Database:

1.14.14.174

IUBMB Enzyme Nomenclature:

1.14.14.174

ExPASy - ENZYME nomenclature database:

1.14.14.174

BRENDA, the Enzyme Database:

1.14.14.174

DBGET integrated database retrieval system