Entry
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
BRITE hierarchy
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
Genes
Taxonomy
Reference
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
Sequence
Other DBs
LinkDB
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