KEGG   ENZYME: 4.2.1.121Help
Entry
EC 4.2.1.121                Enzyme                                 

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)
R09699;
(other) R07867
Show
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
SLY: 543675(DES)
SPEN: 107029251
SOT: 102588225(CYP74D2)
CANN: 107840369(CYP74D4)
NTA: 107799697(CYP74D3)
NTO: 104121371
Taxonomy
Reference
1  [PMID:11696374]
  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
FEBS Lett 507:371-6 (2001)
DOI:10.1016/S0014-5793(01)03019-8
  Sequence
Reference
2  [PMID:11060314]
  Authors
Itoh A, Howe GA
  Title
Molecular cloning of a divinyl ether synthase. Identification as a CYP74 cytochrome P-450.
  Journal
J Biol Chem 276:3620-7 (2001)
DOI:10.1074/jbc.M008964200
  Sequence
[sly:543675]
Reference
3  [PMID:17085514]
  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
Plant Physiol 143:378-88 (2007)
DOI:10.1104/pp.106.087304
Reference
4  [PMID:15670154]
  Authors
Hamberg M
  Title
Hidden stereospecificity in the biosynthesis of divinyl ether fatty acids.
  Journal
FEBS J 272:736-43 (2005)
DOI:10.1111/j.1742-4658.2004.04510.x
  Sequence
Other DBs
ExplorEnz - The Enzyme Database: 4.2.1.121
IUBMB Enzyme Nomenclature: 4.2.1.121
ExPASy - ENZYME nomenclature database: 4.2.1.121
BRENDA, the Enzyme Database: 4.2.1.121

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