Information on EC 4.2.1.B9 - colneleic acid/etheroleic acid synthase

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The expected taxonomic range for this enzyme is: Allium sativum

EC NUMBER
COMMENTARY hide
4.2.1.B9
preliminary BRENDA-supplied EC number
RECOMMENDED NAME
GeneOntology No.
colneleic acid/etheroleic acid synthase
-
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
(9S,10E,12Z)-9-hydroperoxy-10,12-octadecadienoate = (8E)-9-[(1E,3Z)-nona-1,3-dien-1-yloxy]non-8-enoate + H2O
show the reaction diagram
-
-
-
-
(9Z,11E,13S)-13-hydroperoxy-9,11-octadecadienoate = (9Z,11E)-12-[(1E)-hex-1-en-1-yloxy]dodeca-9,11-dienoate + H2O
show the reaction diagram
-
-
-
-
SYSTEMATIC NAME
IUBMB Comments
(8E)-9-[(1E,3Z)-nona-1,3-dien-1-yloxy]non-8-enoic acid synthase
-
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
-
UniProt
Manually annotated by BRENDA team
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
(9S,10E,12Z)-9-hydroperoxy-10,12-octadecadienoate
(8E)-9-[(1E,3Z)-nona-1,3-dien-1-yloxy]non-8-enoate + H2O
show the reaction diagram
-
i.e. colneleate
-
?
(9S,10E,12Z,15Z)-9-hydroperoxy-10,12,15-octadecatrienoate
(8Z)-9-[(1E,3Z)-nona-1,3-dien-1-yloxy]non-8-enoate + H2O
show the reaction diagram
-
i.e. colnelenate
-
?
(9Z,11E,13S)-13-hydroperoxy-9,11-octadecadienoate
(9Z,11E)-12-[(1E)-hex-1-en-1-yloxy]dodeca-9,11-dienoate + H2O
show the reaction diagram
-
i.e. etheroleate
-
?
(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
the prominent divinyl ether in garlic is the 13-lipoxygenase-derived etheroleic acid. Expression in Arabidopsis shows that 9-lipoxygenase-derived colnelenic acid dominates 24 h after wounding
i.e. etheroleic acid
-
?
(9Z,11E,13S,15Z)-13-hydroperoxy-9,11,15-octadecatrienoate
(9Z,11E)-12-[(1E,3Z)-hexa-1,3-dien-1-yloxy]dodeca-9,11-dienoate + H2O
show the reaction diagram
-
i.e. etherolenate
-
?
NATURAL SUBSTRATES
NATURAL PRODUCTS
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
Q2WE96
the prominent divinyl ether in garlic is the 13-lipoxygenase-derived etheroleic acid. Expression in Arabidopsis shows that 9-lipoxygenase-derived colnelenic acid dominates 24 h after wounding
i.e. etheroleic acid
-
?
COFACTOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
heme
cytochrome P450
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.03
(9S,10E,12Z)-9-hydroperoxy-10,12-octadecadienoate
pH 7.0
0.02
(9S,10E,12Z,15Z)-9-hydroperoxy-10,12,15-octadecatrienoate
pH 7.0
0.01
13-hydroperoxy-octadecatrienoate
pH 7.0
additional information
additional information
-
TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
70
(9S,10E,12Z)-9-hydroperoxy-10,12-octadecadienoate
Allium sativum
Q2WE96
pH 7.0
10
(9S,10E,12Z,15Z)-9-hydroperoxy-10,12,15-octadecatrienoate
Allium sativum
Q2WE96
pH 7.0
550
(9Z,11E,13S)-13-hydroperoxy-9,11-octadecadienoate
Allium sativum
Q2WE96
pH 7.0
40
13-hydroperoxy-octadecatrienoate
Allium sativum
Q2WE96
pH 7.0
kcat/KM VALUE [1/mMs-1]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
2333
(9S,10E,12Z)-9-hydroperoxy-10,12-octadecadienoate
Allium sativum
Q2WE96
pH 7.0
4439
500
(9S,10E,12Z,15Z)-9-hydroperoxy-10,12,15-octadecatrienoate
Allium sativum
Q2WE96
pH 7.0
7899
4400
(9Z,11E,13S)-13-hydroperoxy-9,11-octadecadienoate
Allium sativum
Q2WE96
pH 7.0
5438
4000
13-hydroperoxy-octadecatrienoate
Allium sativum
Q2WE96
pH 7.0
27238
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE
transcripts predominant in below-ground organs of garlic. By exogenous application of salicylic acid and sorbitol, but not by methyljasmonate, the transcript is also induced in leaves
Manually annotated by BRENDA team
hardly detectable in leaves, transcripts are predominant in below-ground organs of garlic. By exogenous application of salicylic acid and sorbitol, but not by methyljasmonate, the transcript is also induced in leaves
Manually annotated by BRENDA team
transcripts predominant in below-ground organs of garlic. By exogenous application of salicylic acid and sorbitol, but not by methyljasmonate, the transcript is also induced in leaves
Manually annotated by BRENDA team
LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY hide
GeneOntology No.
LITERATURE
SOURCE
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
52800
x * 52800, calculated from sequence
52840
deduced from amino acid sequence
SUBUNITS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
?
x * 52800, calculated from sequence
Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
expression in Escherichia coli. Expression in Arabidopsis shows that 9-lipoxygenase-derived colnelenic acid dominates 24 h after wounding
EXPRESSION
ORGANISM
UNIPROT
LITERATURE
by exogenous application of salicylic acid and sorbitol, but not by methyljasmonate, the transcript is induced in leaves