Entry
Name
colneleate synthase;
9-divinyl ether synthase;
9-DES;
CYP74D;
CYP74D1;
CYP74 cytochrome P-450;
DES1;
(8E)-9-[(1E,3E)-nona-1,3-dien-1-yloxy]non-8-enoate synthase
Class
Lyases;
Carbon-oxygen lyases;
Hydro-lyases
BRITE hierarchy
Sysname
(9S,10E,12Z)-9-hydroperoxyoctadeca-10,12-dienoate hydro-lyase
Reaction(IUBMB)
(9S,10E,12Z)-9-hydroperoxyoctadeca-10,12-dienoate = (8E)-9-[(1E,3Z)-nona-1,3-dien-1-yloxy]non-8-enoate + H2O [RN:
R09699 ]
Reaction(KEGG)
Substrate
(9S,10E,12Z)-9-hydroperoxyoctadeca-10,12-dienoate
Product
(8E)-9-[(1E,3Z)-nona-1,3-dien-1-yloxy]non-8-enoate [CPD:
C19827 ];
H2O [CPD:
C00001 ]
Comment
A heme-thiolate protein (P-450) [2]. It catalyses the selective removal of pro-R hydrogen at C-8 in the biosynthesis of colneleic acid [4]. It forms also (8E)-9-[(1E,3Z,6Z)-nona-1,3,6-trien-1-yloxy]non-8-enoic acid (i.e. colnelenate) from (9S,10E,12Z,15Z)-9-hydroperoxy-10,12,15-octadecatrienoate. The corresponding 13-hydroperoxides are poor substrates [1,3]. The divinyl ethers colneleate and colnelenate have antimicrobial activity.
History
EC 4.2.1.121 created 2011, modified 2014
Orthology
K17874 9-divinyl ether synthase
Genes
NTA : 107799697(CYP74D3) 107808154
Taxonomy
Reference
Authors
Stumpe M, Kandzia R, Gobel C, Rosahl S, Feussner I
Title
A pathogen-inducible divinyl ether synthase (CYP74D) from elicitor-treated potato suspension cells.
Journal
Sequence
Reference
Authors
Itoh A, Howe GA
Title
Molecular cloning of a divinyl ether synthase. Identification as a CYP74 cytochrome P-450.
Journal
Sequence
Reference
Authors
Fammartino A, Cardinale F, Gobel C, Mene-Saffrane L, Fournier J, Feussner I, Esquerre-Tugaye MT
Title
Characterization of a divinyl ether biosynthetic pathway specifically associated with pathogenesis in tobacco.
Journal
Reference
Authors
Hamberg M.
Title
Hidden stereospecificity in the biosynthesis of divinyl ether fatty acids.
Journal
Sequence
Other DBs
ExPASy - ENZYME nomenclature database: 4.2.1.121