KEGG   ENZYME: 1.14.14.169
Entry
EC 1.14.14.169              Enzyme                                 

Name
eupatolide synthase;
CYP71DD6;
HaES
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
8beta-hydroxygermacra-1(10),4,11(13)-trien-12-oate,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (6alpha-hydroxylating)
Reaction(IUBMB)
8beta-hydroxygermacra-1(10),4,11(13)-trien-12-oate + [reduced NADPH---hemoprotein reductase] + O2 = eupatolide + [oxidized NADPH---hemoprotein reductase] + 2 H2O (overall reaction) [RN:R12270];
(1a) 8beta-hydroxygermacra-1(10),4,11(13)-trien-12-oate + [reduced NADPH---hemoprotein reductase] + O2 = 6alpha,8beta-dihydroxygermacra-1(10),4,11(13)-trien-12-oate + [oxidized NADPH---hemoprotein reductase] + H2O [RN:R12267];
(1b) 6alpha,8beta-dihydroxygermacra-1(10),4,11(13)-trien-12-oate = eupatolide + H2O (spontaneous) [RN:R12268]
Reaction(KEGG)
Substrate
8beta-hydroxygermacra-1(10),4,11(13)-trien-12-oate [CPD:C22049];
[reduced NADPH---hemoprotein reductase] [CPD:C03024];
O2 [CPD:C00007];
6alpha,8beta-dihydroxygermacra-1(10),4,11(13)-trien-12-oate [CPD:C22050]
Product
eupatolide [CPD:C09440];
[oxidized NADPH---hemoprotein reductase] [CPD:C03161];
H2O [CPD:C00001];
6alpha,8beta-dihydroxygermacra-1(10),4,11(13)-trien-12-oate [CPD:C22050]
Comment
A cytochrome P-450 (heme-thiolate) protein from the plant Helianthus annuus (common sunflower).
History
EC 1.14.14.169 created 2018
Orthology
K23178  eupatolide synthase
Genes
HAN: 110929409
Reference
1  [PMID:29758164]
  Authors
Frey M, Schmauder K, Pateraki I, Spring O
  Title
Biosynthesis of Eupatolide-A Metabolic Route for Sesquiterpene Lactone Formation  Involving the P450 Enzyme CYP71DD6.
  Journal
ACS Chem Biol 13:1536-1543 (2018)
DOI:10.1021/acschembio.8b00126
  Sequence
[han:110929409]
Other DBs
ExplorEnz - The Enzyme Database: 1.14.14.169
IUBMB Enzyme Nomenclature: 1.14.14.169
ExPASy - ENZYME nomenclature database: 1.14.14.169
BRENDA, the Enzyme Database: 1.14.14.169

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