Information on EC 1.14.19.44 - acyl-CoA (8-3)-desaturase

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The enzyme appears in viruses and cellular organisms

EC NUMBER
COMMENTARY hide
1.14.19.44
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RECOMMENDED NAME
GeneOntology No.
acyl-CoA (8-3)-desaturase
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REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
(8Z,11Z,14Z)-icosa-8,11,14-trienoyl-CoA + 2 ferrocytochrome b5 + O2 + 2 H+ = arachidonoyl-CoA + 2 ferricytochrome b5 + 2 H2O
show the reaction diagram
(1)
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(8Z,11Z,14Z,17Z)-icosa-8,11,14,17-tetraenoyl-CoA + 2 ferrocytochrome b5 + O2 + 2 H+ = (5Z,8Z,11Z,14Z,17Z)-icosa-5,8,11,14,17-pentaenoyl-CoA + 2 ferricytochrome b5 + 2 H2O
show the reaction diagram
(2)
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PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
arachidonate biosynthesis III (6-desaturase, mammals)
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arachidonate biosynthesis V (8-detaturase, mammals)
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Biosynthesis of unsaturated fatty acids
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icosapentaenoate biosynthesis II (6-desaturase, mammals)
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icosapentaenoate biosynthesis III (8-desaturase, mammals)
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SYSTEMATIC NAME
IUBMB Comments
DELTA8-acyl-CoA,ferrocytochrome b5:oxygen oxidoreductase (5,6-cis-dehydrogenating)
The enzyme introduces a cis double bond at carbon 5 of acyl-CoAs that contain a double bond at position 8. The enzymes from algae, mosses, mammals and the protozoan Leishmania major catalyse the desaturation of dihomo-gamma-linoleate [(8Z,11Z,14Z)-icosa-8,11,14-trienoate] and (8Z,11Z,14Z,17Z)-icosa-8,11,14,17-tetraenoate to generate arachidonate and (5Z,8Z,11Z,14Z,17Z)-icosa-5,8,11,14,17-pentaenoate, respectively. The enzyme contains a cytochrome b5 domain that acts as the direct electron donor to the desaturase active site and does not require an external cytochrome. cf. EC 1.14.19.37, acyl-CoA 5-desaturase.
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
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UniProt
Manually annotated by BRENDA team
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Manually annotated by BRENDA team
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Manually annotated by BRENDA team
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Manually annotated by BRENDA team
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
metabolism
physiological function
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FADS1 is associated with circulating polyunsaturated fatty acid and lipid levels
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
(8Z,11Z,14Z)-icosa-8,11,14-trienoyl-CoA + ferrocytochrome b5 + O2 + H+
arachidonoyl-CoA + ferricytochrome b5 + H2O
show the reaction diagram
(8Z,11Z,14Z,17Z)-icosa-8,11,14,17-tetraenoyl-CoA + ferrocytochrome b5 + O2 + H+
(5Z,8Z,11Z,14Z,17Z)-icosa-5,8,11,14,17-pentaenoyl-CoA + ferricytochrome b5 + H2O
show the reaction diagram
alpha-linolenoyl-CoA + ferrocytochrome b5 + O2 + H+
eicosapentaenoyl-CoA + ferricytochrome b5 + H2O
show the reaction diagram
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?
dihomo-gamma linolenoyl-CoA + ferrocytochrome b5 + O2 + H+
arachidonoyl-CoA + ferricytochrome b5 + H2O
show the reaction diagram
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dihomo-gamma-linolenic acid + ferrocytochrome b5 + O2 + H+
arachidonic acid + ferricytochrome b5 + H2O
show the reaction diagram
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dihomo-gamma-linolenoyl-CoA + ferrocytochrome b5 + O2 + H+
arachidonoyl-CoA + ferricytochrome b5 + H2O
show the reaction diagram
dihomo-gamma-linolenoyl-phospholipid + ferrocytochrome b5 + O2 + H+
arachidonic acid-phospholipid + ferricytochrome b5 + H2O
show the reaction diagram
docosapentaenoyl-CoA + ferrocytochrome b5 + O2 + H+
docosahexanoyl-CoA + ferricytochrome b5 + H2O
show the reaction diagram
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eicosatetraenoic acid + ferrocytochrome b5 + O2 + H+
eicosapentaenoic acid + ferricytochrome b5 + H2O
show the reaction diagram
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?
eicosatetraenoyl-CoA + ferrocytochrome b5 + O2 + H+
eicosapentaenoyl-CoA + ferricytochrome b5 + H2O
show the reaction diagram
eicosatetraenoyl-phospholipid + ferrocytochrome b5 + O2 + H+
eicosapentaenoyl-phospholipid + ferricytochrome b5 + H2O
show the reaction diagram
additional information
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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
(8Z,11Z,14Z)-icosa-8,11,14-trienoyl-CoA + ferrocytochrome b5 + O2 + H+
arachidonoyl-CoA + ferricytochrome b5 + H2O
show the reaction diagram
(8Z,11Z,14Z,17Z)-icosa-8,11,14,17-tetraenoyl-CoA + ferrocytochrome b5 + O2 + H+
(5Z,8Z,11Z,14Z,17Z)-icosa-5,8,11,14,17-pentaenoyl-CoA + ferricytochrome b5 + H2O
show the reaction diagram
COFACTOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
cytochrome b5
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SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE
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most abundant in the heart
Manually annotated by BRENDA team
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Manually annotated by BRENDA team
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SUBUNITS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
expressed in Chinese hamster ovary cells
expressed in Saccharomyces cerevisiae strain CEN.PK 113-5D
expressed in Saccharomyces cerevisiae strain HH3
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EXPRESSION
ORGANISM
UNIPROT
LITERATURE
when rats are fed a diet containing 10% safflower oil or menhaden fish oil, the level of hepatic mRNA for DELTA-5 desaturase is 25% of that found in the liver of rats fed a fat-free diet or a diet containing triolein
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