5.3.3.13: polyenoic fatty acid isomerase
This is an abbreviated version!
For detailed information about polyenoic fatty acid isomerase, go to the full flat file.
Word Map on EC 5.3.3.13
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5.3.3.13
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acnes
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propionibacterium
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linoleic
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filicina
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isomerization
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arachidonic
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triene
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chromophore
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olefin
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lipase
- 5.3.3.13
- acnes
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propionibacterium
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linoleic
- filicina
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isomerization
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arachidonic
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triene
- chromophore
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olefin
- lipase
Reaction
Synonyms
eicosapentaenoate cis-DELTA5,8,11,14,17-eicosapentaenoate cis-DELTA5-trans-DELTA7,9-cis-D14,17 isomerase, PAI, PFI, polyunsaturated fatty acid double bond isomerase, polyunsaturated fatty acid isomerase, PUFA double bond isomerases
ECTree
5.3.3.13 polyenoic fatty acid isomeraseAdvanced search results
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results (Substrates Products
Substrates Products on EC 5.3.3.13 - polyenoic fatty acid isomerase
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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
(4Z,7Z,10Z,13Z,16Z,19Z)-docosahexenoate
(4Z,7Z,9E,11E,16Z,19Z)-docosahexenoate
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excellent substrate
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-
?
(5Z,8Z,11Z,14Z)-eicosatetraenoate
?
arachidonic acid, conversion to the conjugated triene
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-
?
(5Z,8Z,11Z,14Z)-eicosatetraenoyl methyl ester
(5Z,7E,9E,14Z,17Z)-eicosapentaenoyl methyl ester
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methyl ester of arachidonate
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-
?
(5Z,8Z,11Z,14Z)-eicosatetraenoyl-N-ethanolamide
(5Z,7E,9E,14Z)-eicosatetraenoyl-N-ethanolamide
(5Z,8Z,11Z,14Z,17Z)-eicosa-5,8,11,14,17-pentaenoic acid
(5Z,7Z,9Z,14Z,17Z)-eicosa-5,7,9,14,17-pentaenoic acid
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-
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-
?
(8Z,11Z,14Z)-eicosatrienoate
?
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dihomo-gamma-linolenic acid, formation of two products: a conjugated triene and a conjugated diene
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-
?
linoleic acid methyl ester
(10E,12Z)-octadeca-10,12-dienoic acid methyl ester
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-
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?
polyunstaurated fatty acid
?
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PFI catalyzes the formation of conjugated trienes from a variety of polyunsaturated fatty acid precursors, regio- and stereochemistry, enzyme may recognize the protonated from of the substrate
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-
?
(5Z,8Z,11Z,14Z)-eicosatetraenoate
(5Z,7E,9E,14Z)-eicosatetraenoate
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arachidonate, next best substrate after (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate, the C11 olefinic position becomes protonated by a solvent-derived proton, mechanism
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-
?
(5Z,8Z,11Z,14Z)-eicosatetraenoate
(5Z,7E,9E,14Z)-eicosatetraenoate
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arachidonic acid
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-
?
(5Z,8Z,11Z,14Z)-eicosatetraenoyl-N-ethanolamide
(5Z,7E,9E,14Z)-eicosatetraenoyl-N-ethanolamide
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anandamide
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-
?
(5Z,8Z,11Z,14Z)-eicosatetraenoyl-N-ethanolamide
(5Z,7E,9E,14Z)-eicosatetraenoyl-N-ethanolamide
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anandamide
conjugated triene anandamide, cannabimimetic substance
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?
(5Z,8Z,11Z,14Z)-eicosatetraenoyl-N-ethanolamide
(5Z,7E,9E,14Z)-eicosatetraenoyl-N-ethanolamide
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anandamide
termed CTA, i.e. conjugated triene anandamide, cannabimimetic substance
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?
(5Z,8Z,11Z,14Z)-eicosatetraenoyl-N-ethanolamide
(5Z,7E,9E,14Z)-eicosatetraenoyl-N-ethanolamide
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arachidonoylethanolamide
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-
?
(5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate
(5Z,7E,9E,14Z,17Z)-eicosapentaenoate
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-
-
-
?
(5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate
(5Z,7E,9E,14Z,17Z)-eicosapentaenoate
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likely the native substrate, biosynthesis of conjugated triene-containing fatty acids
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-
?
(5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate
(5Z,7E,9E,14Z,17Z)-eicosapentaenoate
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best substrate, likely the native substrate, mechanism
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-
?
(5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate
(5Z,7E,9E,14Z,17Z)-eicosapentaenoate
the preferred substrates are highly unsaturated free fatty acids such as eicosapentaenoic acid
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-
?
(6Z,9Z,12Z)-octadecatrienoate
(6Z,8E,10E)-octadecatrienoate
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gamma-linolenate, PFI intramolecularly transfers the bis-allylic pro-S hydrogen from the C11 position to the C13 position, the bis-allylic pro-R hydrogen at C8 in gamma-linolenate is lost to the solvent
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-
?
(6Z,9Z,12Z)-octadecatrienoate
(6Z,8E,10E)-octadecatrienoate
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gamma-linolenic acid
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-
?
(9Z,12Z,15Z)-octadecatrienoate
?
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alpha-linolenate, one-fifth as fast as gamma-linolenate
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-
?
polyenoic fatty acid
?
PFI catalyzes the isomerization of a wide range of substrates containing three or more methylene interrupted olefins into a Z,E,E conjugated triene functionality
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-
?
polyenoic fatty acid
?
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PFI is capable of isomerizing the methylene interrupted olefins of a wide range of polyenoic fatty acids into a conjugated triene functionality
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-
?
additional information
?
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PFI may be part of a stress tolerance mechanism
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?
additional information
?
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PFI may be part of a stress tolerance mechanism
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?
additional information
?
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substrate binding site, PFI preferentially orients the substrate in the catalytic site with respect to the methyl terminus and likely reacts, preferentially, with the protonated form of the substrate, not: linoleic acid
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?
