4.2.1.121: colneleate synthase
This is an abbreviated version!
For detailed information about colneleate synthase, go to the full flat file.
Word Map on EC 4.2.1.121
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4.2.1.121
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hydroperoxide
-
linoleic
-
oxylipins
-
allene
-
13-hydroperoxide
-
colneleic
-
9-hydroperoxides
-
epoxyalcohols
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flax
-
phytophthora
-
9-lipoxygenase
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infestans
-
13-hpot
-
ranunculus
-
cyp74c
-
selaginella
-
9-hydroperoxy
-
spikemoss
- 4.2.1.121
- hydroperoxide
-
linoleic
- oxylipins
-
allene
-
13-hydroperoxide
-
colneleic
-
9-hydroperoxides
- epoxyalcohols
- flax
-
phytophthora
- 9-lipoxygenase
- infestans
-
13-hpot
- ranunculus
- cyp74c
-
selaginella
-
9-hydroperoxy
-
spikemoss
Reaction
Synonyms
9-DES, 9-divinyl ether synthase, CYP74 cytochrome P-450, CYP74D, CYP74D1, DES, DES1, divinyl ether synthase, DVE synthase, LeDES, NtDES1
ECTree
4.2.1.121 colneleate synthaseAdvanced search results
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results (Substrates Products
Substrates Products on EC 4.2.1.121 - colneleate synthase
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SUBSTRATE 
PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
(9S)-hydroperoxylinoleic acid + H2O
?
-
potato divinyl ether synthase stereospecifically utilizes (9S)-hydroperoxylinoleic acid
-
-
?
(9S,10E,12Z)-9-hydroperoxy-10,12-octadecadienoate
(8E)-9-[(1E,3Z)-nona-1,3-dien-1-yloxy]non-8-enoic acid + H2O
(9S,10E,12Z)-9-hydroperoxy-10,12-octadecadienoic acid + H2O
colneleic acid
-
-
i.e. 9-[1'E,3'Z-nonadienyloxy]-8E-nonenoic acid
-
?
(9S,10E,12Z)-9-hydroperoxyoctadeca-10,12-dienoate + H2O
9-[1'(E),3'(Z)-nonadienyloxy]-8(E)-nonenoic acid
(9S,10E,12Z,15Z)-9-hydroperoxy-10,12,15-octadecatrienoate
(8E)-9-[(1E,3Z,6Z)-nona-1,3,6-trien-1-yloxy]non-8-enoic acid + H2O
(9S,10E,12Z,15Z)-9-hydroperoxy-10,12,15-octadecatrienoic acid + H2O
9-[1'(E),3'(Z),6'(Z)-nonatrienyloxy]-8(E)-nonenoic acid
(9S,10E,12Z,15Z)-9-hydroperoxy-10,12,15-octadecatrienoic acid + H2O
colnelenic acid
-
-
i.e 9-[1'E,3'Z,6'Z-nonatrienyloxy]-8E-nonenoic acid
-
?
(9S,10E,12Z)-9-hydroperoxy-10,12-octadecadienoate
(8E)-9-[(1E,3Z)-nona-1,3-dien-1-yloxy]non-8-enoic acid + H2O
the corresponding 13-hydroperoxide is a poor substrate
i.e. colneleate, characterization of the product
-
?
(9S,10E,12Z)-9-hydroperoxy-10,12-octadecadienoate
(8E)-9-[(1E,3Z)-nona-1,3-dien-1-yloxy]non-8-enoic acid + H2O
poorly active against the the corresponding 13-hydroperoxide
i.e. colneleate, characterization of the product
-
?
(9S,10E,12Z)-9-hydroperoxy-10,12-octadecadienoate
(8E)-9-[(1E,3Z)-nona-1,3-dien-1-yloxy]non-8-enoic acid + H2O
-
-
i.e. colneleate
-
?
(9S,10E,12Z)-9-hydroperoxy-10,12-octadecadienoate
(8E)-9-[(1E,3Z)-nona-1,3-dien-1-yloxy]non-8-enoic acid + H2O
-
i.e. colneleate, the fatty acid derivative colneleate functions as a plant antimicrobial compound
-
?
(9S,10E,12Z)-9-hydroperoxy-10,12-octadecadienoate
(8E)-9-[(1E,3Z)-nona-1,3-dien-1-yloxy]non-8-enoic acid + H2O
-
intervention of an epoxycarbonium ion intermediate. A mechanism is proposed
i.e. colneleate
-
?
(9S,10E,12Z)-9-hydroperoxy-10,12-octadecadienoate
(8E)-9-[(1E,3Z)-nona-1,3-dien-1-yloxy]non-8-enoic acid + H2O
-
selective removal of the pro-R hydrogen at C-8 in the biosynthesis of colneleic acid
i.e. colneleate
-
?
(9S,10E,12Z)-9-hydroperoxy-10,12-octadecadienoate
(8E)-9-[(1E,3Z)-nona-1,3-dien-1-yloxy]non-8-enoic acid + H2O
-
selective removal of the pro-R hydrogen at C-8 in the biosynthesis of colneleic acid. Generation of colneleic acid from the (8R)-deuterated (9S)-hydroperoxide is accompanied by loss of most of the deuterium label (retention, 8%)
i.e. colneleate
-
?
(9S,10E,12Z)-9-hydroperoxy-10,12-octadecadienoate
(8E)-9-[(1E,3Z)-nona-1,3-dien-1-yloxy]non-8-enoic acid + H2O
the corresponding 13-hydroperoxide is not accepted as substrate
i.e. colneleate, characterization of the product
-
?
(9S,10E,12Z)-9-hydroperoxy-10,12-octadecadienoate
(8E)-9-[(1E,3Z)-nona-1,3-dien-1-yloxy]non-8-enoic acid + H2O
-
-
i.e. colneleate
-
?
(9S,10E,12Z)-9-hydroperoxy-10,12-octadecadienoate
(8E)-9-[(1E,3Z)-nona-1,3-dien-1-yloxy]non-8-enoic acid + H2O
-
selective removal of the pro-R hydrogen at C-8 in the biosynthesis of colneleic acid
i.e. colneleate
-
?
(9S,10E,12Z)-9-hydroperoxyoctadeca-10,12-dienoate + H2O
9-[1'(E),3'(Z)-nonadienyloxy]-8(E)-nonenoic acid
-
-
i.e. colneleic acid
-
?
(9S,10E,12Z)-9-hydroperoxyoctadeca-10,12-dienoate + H2O
9-[1'(E),3'(Z)-nonadienyloxy]-8(E)-nonenoic acid
-
-
i.e. colneleic acid
-
?
(9S,10E,12Z,15Z)-9-hydroperoxy-10,12,15-octadecatrienoate
(8E)-9-[(1E,3Z,6Z)-nona-1,3,6-trien-1-yloxy]non-8-enoic acid + H2O
the corresponding 13-hydroperoxide is a poor substrate
i.e. colnelenate
-
?
(9S,10E,12Z,15Z)-9-hydroperoxy-10,12,15-octadecatrienoate
(8E)-9-[(1E,3Z,6Z)-nona-1,3,6-trien-1-yloxy]non-8-enoic acid + H2O
poorly active against the the corresponding 13-hydroperoxide
i.e. colnelenate
-
?
(9S,10E,12Z,15Z)-9-hydroperoxy-10,12,15-octadecatrienoate
(8E)-9-[(1E,3Z,6Z)-nona-1,3,6-trien-1-yloxy]non-8-enoic acid + H2O
the corresponding 13-hydroperoxide is not accepted as substrate
i.e. colnelenic acid
-
?
(9S,10E,12Z,15Z)-9-hydroperoxy-10,12,15-octadecatrienoic acid + H2O
9-[1'(E),3'(Z),6'(Z)-nonatrienyloxy]-8(E)-nonenoic acid
-
-
i.e. colnelenic acid
-
?
(9S,10E,12Z,15Z)-9-hydroperoxy-10,12,15-octadecatrienoic acid + H2O
9-[1'(E),3'(Z),6'(Z)-nonatrienyloxy]-8(E)-nonenoic acid
-
-
i.e. colnelenic acid
-
?
additional information
?
-
-
the enzyme utilizes linoleic and alpha-linolenic acid 9-hydroperoxides as substrates, but is inactive towards 13-hydroperoxides
-
-
?
additional information
?
-
-
irrespective of which hydroperoxide regioisomer serves as the substrate, divinyl ether synthases abstracting the pro-R hydrogen generate divinyl ethers having an (E)-vinyl ether double bond, whereas enzymes abstracting the pro-S hydrogen produce divinyl ethers having a (Z)-vinyl ether double bond
-
-
?
additional information
?
-
13-hydroperoxides are only poor substrates
-
-
?
additional information
?
-
-
the enzyme utilizes linoleic and alpha-linolenic acid 9-hydroperoxides as substrates, but is inactive towards 13-hydroperoxides
-
-
?
