1.14.19.39: acyl-lipid DELTA12-acetylenase
This is an abbreviated version!
For detailed information about acyl-lipid DELTA12-acetylenase, go to the full flat file.
Word Map on EC 1.14.19.39
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1.14.19.39
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linoleic
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oleic
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desaturation
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polyunsaturated
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high-oleic
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alpina
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mortierella
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crepis
- 1.14.19.39
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linoleic
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oleic
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desaturation
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polyunsaturated
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high-oleic
- alpina
- mortierella
- crepis
Reaction
Synonyms
ACET, acetylenase, bifunctional D12/D15 fatty acid desaturase, CREP-1, CREP1, crepenylate synthase linoleate DELTA12-fatty acid acetylenase (desaturase), Crepenynate synthase, Delta-12 fatty acid acetylenase, delta-12 fatty acid desaturase 2, DELTA12 acetylenase, DELTA12 fatty acid desaturase, DELTA12 linoleate acetylenase, DELTA12-desaturase, DELTA12-fatty acid dehydrogenase, DELTA12-fatty acid desaturase, DELTA12-fatty acid desaturases, DELTA12DS, EC 1.14.99.33, FAD2, FAD2-1, FAD2-2, FAT-2, fatty acid DELTA12-desaturase, H6Cf0807, linoleoyl 12-desaturase, microsomal DELTA12-fatty acid desaturase, microsomal omega-6 fatty acid desaturase, oleate desaturase, seed-specific delta-12 fatty acid desaturase 2
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1.14.19.39 acyl-lipid DELTA12-acetylenaseAdvanced search results
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results (Substrates Products
Substrates Products on EC 1.14.19.39 - acyl-lipid DELTA12-acetylenase
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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
linoleate + NAD(P)H + O2
crepenynate + NAD(P)+ + H2O
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enzyme is involved in biosynthesis of crepenynic acid
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?
oleate + AH2 + O2
linoleate + A + 2 H2O
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oxygenation at the sn-2 position
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?
oleate + AH2 + O2
linoleic acid + linolenic acid + A + 2 H2O
recombinant enzyme
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-
?
oleate + reduced acceptor + O2
crepenynate + acceptor + H2O
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enzyme is equally efficient with linoleate and oleate, via intermediates 9(Z),12(E)-octadecadienoate and 9,12(Z)-octadecadienoate, only the latter of which is further catalysed to give crepenynate, i.e. 9(Z)-octadecen-12-ynoate
product enantiomers in a ration of 3:1
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?
palmitoleic acid + O2
hexadecadienoic acid + hexadecatrienoic acid + A + 2 H2O
recombinant enzyme
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?
palmitoleoate + AH2 + O2
9,12,15-hexadecatrienoate + A + H2O
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via intermediate DELTA9,12 hexadecadienoate
the product is n-1 polyunsaturated
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?
phosphatidylcholine + reduced cytochrome b5 + O2
? + cytochrome b5 + 2 H2O
with NADH
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-
?
linoleate + reduced acceptor + O2
crepenynate + acceptor + H2O
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first committed step in the biosynthesis of fatty acid-derived acetylenic secondary natural products, e.g. matricaria esters
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?
linoleate + reduced acceptor + O2
crepenynate + acceptor + H2O
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enzyme is equally efficient with linoleate and oleate
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?
additional information
?
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key enzyme in adaptation to low temperature, sequential changes in fatty acid composition on lowering environmental temperature, overview
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?
additional information
?
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substrate specificity, the recombinant enzyme catalyzes also the DELTA15-desaturation of fatty acids, and is capable of producing very unusual n-1 polyunsaturated products, overview
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?
additional information
?
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the enzyme is able to desaturate C16 and C18 fatty acids. When recombinantly expressed in yeast cells, the enzyme can also catalyze DELTA15 desaturation. The recombinant enzyme can also produce C14:2DELTA9,12, C15:2DELTA9,12, C17:2DELTA9,12, and C18:4DELTA6,9,12,15 when C14:1DELTA9, C15:1DELTA9, C17:1DELTA9, and C18:3DELTA6,9,12 substrates are available in yeast cells, product mass spectrometry analysis
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?
additional information
?
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the enzyme is able to desaturate C16 and C18 fatty acids. When recombinantly expressed in yeast cells, the enzyme can also catalyze DELTA15 desaturation. The recombinant enzyme can also produce C14:2DELTA9,12, C15:2DELTA9,12, C17:2DELTA9,12, and C18:4DELTA6,9,12,15 when C14:1DELTA9, C15:1DELTA9, C17:1DELTA9, and C18:3DELTA6,9,12 substrates are available in yeast cells, product mass spectrometry analysis
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?
additional information
?
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H6Cf0807 is an acetylenase, that produces a trans DELTA12 double bond, while H6Cf0745 is a classical FAD2 desaturase. The Cantharellus formosus FAD2 homologue H6Cf0745 expression results in the production of only 16:2 DELTA9,12 and 18:2 DELTA9,12 in recombinant yeast cells supplemented with 18:2 DELTA9c,12c. Expression ofH6Cf0807 results in the production of crepenynic acid, 18:1 DELTA9c,12a. No C16 acetylenic fatty acid is detected. Supplementation with 18:2 DELTA9c,12t, alpha-linolenic acid, 18:3 DELTA9,12,15, or gamma-linolenic acid, 18:3 DELTA6,9,12, does not result in the production of other fatty acids, overview
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?
additional information
?
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H6Cf0807 is an acetylenase, that produces a trans DELTA12 double bond, while H6Cf0745 is a classical FAD2 desaturase. The Cantharellus formosus FAD2 homologue H6Cf0745 expression results in the production of only 16:2 DELTA9,12 and 18:2 DELTA9,12 in recombinant yeast cells supplemented with 18:2 DELTA9c,12c. Expression ofH6Cf0807 results in the production of crepenynic acid, 18:1 DELTA9c,12a. No C16 acetylenic fatty acid is detected. Supplementation with 18:2 DELTA9c,12t, alpha-linolenic acid, 18:3 DELTA9,12,15, or gamma-linolenic acid, 18:3 DELTA6,9,12, does not result in the production of other fatty acids, overview
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?
