KEGG   ENZYME: 1.14.14.170
Entry
EC 1.14.14.170              Enzyme                                 
Name
8-epi-inunolide synthase;
CYP71BL1
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
germacra-1(10),4,11(13)-trien-12-oate,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (8alpha-hydroxylating)
Reaction(IUBMB)
germacra-1(10),4,11(13)-trien-12-oate + [reduced NADPH---hemoprotein reductase] + O2 = 8-epi-inunolide + [oxidized NADPH---hemoprotein reductase] + 2 H2O (overall reaction) [RN:R12275];
(1a) germacra-1(10),4,11(13)-trien-12-oate + [reduced NADPH---hemoprotein reductase] + O2 = 8alpha-hydroxygermacra-1(10),4,11(13)-trien-12-oate + [oxidized NADPH---hemoprotein reductase] + H2O [RN:R12273];
(1b) 8alpha-hydroxygermacra-1(10),4,11(13)-trien-12-oate = 8-epi-inunolide + H2O (spontaneous) [RN:R12274]
Reaction(KEGG)
Substrate
germacra-1(10),4,11(13)-trien-12-oate [CPD:C19678];
[reduced NADPH---hemoprotein reductase] [CPD:C03024];
O2 [CPD:C00007];
8alpha-hydroxygermacra-1(10),4,11(13)-trien-12-oate [CPD:C22051]
Product
8-epi-inunolide [CPD:C22054];
[oxidized NADPH---hemoprotein reductase] [CPD:C03161];
H2O [CPD:C00001];
8alpha-hydroxygermacra-1(10),4,11(13)-trien-12-oate [CPD:C22051]
Comment
A cytochrome P-450 (heme-thiolate) protein from the plant Inula hupehensis. The enzyme also produces 8beta-hydroxygermacra-1(10),4,11(13)-triene-12-oate (EC 1.14.14.168, germacrene A acid 8beta-hydroxylase).
History
EC 1.14.14.170 created 2018
Orthology
K23177  germacrene A acid 8beta-hydroxylase / 8-epi-inunolide synthase
Reference
1  [PMID:29086444]
  Authors
Gou J, Hao F, Huang C, Kwon M, Chen F, Li C, Liu C, Ro DK, Tang H, Zhang Y
  Title
Discovery of a non-stereoselective cytochrome P450 catalyzing either 8alpha- or 8beta-hydroxylation of germacrene A acid from the Chinese medicinal plant, Inula  hupehensis.
  Journal
Plant J 93:92-106 (2018)
DOI:10.1111/tpj.13760
  Sequence
Other DBs
ExplorEnz - The Enzyme Database: 1.14.14.170
IUBMB Enzyme Nomenclature: 1.14.14.170
ExPASy - ENZYME nomenclature database: 1.14.14.170
BRENDA, the Enzyme Database: 1.14.14.170
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