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4.2.1.B8: etheroleic acid synthase

This is an abbreviated version!
For detailed information about etheroleic acid synthase, go to the full flat file.

Reaction

(9Z,11E,13S)-13-hydroperoxy-9,11-octadecadienoate
=
(9Z,11E)-12-[(1E)-hex-1-en-1-yloxy]dodeca-9,11-dienoic acid
+
H2O

Synonyms

CYP74M3, CYP74Q1, DES, divinyl ether synthase, SmDES2

ECTree

     4 Lyases
         4.2 Carbon-oxygen lyases
             4.2.1 Hydro-lyases
                4.2.1.B8 etheroleic acid synthase

Natural Substrates Products

Natural Substrates Products on EC 4.2.1.B8 - etheroleic acid synthase

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NATURAL SUBSTRATE
NATURAL PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
(9Z,11E,13S)-13-hydroperoxy-9,11-octadecadienoate
(9Z,11E)-12-[(1E)-hex-1-en-1-yloxy]dodeca-9,11-dienoic acid + H2O
show the reaction diagram
-
-
i.e. etheroleic acid
-
?
(9Z,11E,13S)-13-hydroperoxy-9,11-octadecadienoic acid
(9Z,11E)-12-[(1'Z)-hexenyloxy]-9,11-dodecadienoic acid
show the reaction diagram
-
-
i.e. (omega5Z)-etherolenic acid
-
?
(9Z,11E,13S)-13-hydroperoxy-9,11-octadecadienoic acid
(9Z,11E)-12[(1E)-hex-1-en-1-yloxy]dodeca-9,11-dienoic acid + H2O
show the reaction diagram
i.e. 13-HPOD
-
-
?
(9Z,11E,13S,15Z)-13-hydroperoxy-9,11,15-octadecatrienoate
(9Z,11E)-12-[(1'Z,3'Z)-hexadienyloxy]-9,11-dodecadienoate + H2O
show the reaction diagram
-
highly preferred substrate
i.e. etherolenic acid
-
?
(9Z,11E,13S,15Z)-13-hydroperoxy-9,11,15-octadecatrienoic acid
(9Z,11E)-12[(1Z,3Z)-hexa-1,3-dien-1-yloxy]dodeca-9,11-dienoic acid + H2O
show the reaction diagram
i.e. 13-HPOT
-
-
?
additional information
?
-
-
preferred substrates of the enzyme are the 13-hydroperoxides of alpha-linolenic and linoleic acids, which are converted to the divinyl ether oxylipins (omega5Z)-etherolenic acid, (9Z,11E)-12-[(1?Z,3?Z)-hexadienyloxy]-9,11-dodecadienoic acid, and (omega5Z)-etheroleic acid, (9Z,11E)-12-[(1?Z)-hexenyloxy]-9,11-dodecadienoic acid, respectively, as revealed by the data of mass spectrometry, NMR and UV spectroscopy
-
-
?