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Information on EC 1.14.19.30 - acyl-lipid (8-3)-desaturase and Organism(s) Homo sapiens and UniProt Accession Q9Y5Q0
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1.14.19.30 acyl-lipid (8-3)-desaturaseIUBMB Comments
The enzyme, which has been characterized from multiple organisms including the moss Physcomitrella patens, the marine microalga Rebecca salina, and the filamentous fungus Mortierella alpina, introduces a cis double bond at the 5-position in 20-carbon polyunsaturated fatty acids incorporated in a glycerolipid that contain a Delta8 double bond. The enzyme contains a cytochrome b5 domain that acts as the direct electron donor to the active site of the desaturase, and does not require an external cytochrome.
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Word Map
- 1.14.19.30
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arachidonic
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polyunsaturated
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linoleic
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desaturation
- phospholipid
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desaturases
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pufas
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delta-6
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docosahexaenoic
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eicosapentaenoic
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dihomo-gamma-linolenic
- delta6-desaturase
- elongase
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monounsaturated
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alpha-linolenic
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gamma-linolenic
- stearoyl-coa
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mortierella
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omega-6
- alpina
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8-hydroxyoctanoic
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lc-pufas
- sesamin
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eicosatrienoic
- medicine
- agriculture
- diagnostics
The taxonomic range for the selected organisms is: Homo sapiens
The expected taxonomic range for this enzyme is: Eukaryota, Bacteria
The expected taxonomic range for this enzyme is: Eukaryota, Bacteria
Reaction Schemes
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Synonyms
delta 5 desaturase, delta5-desaturase, delta-5 desaturase, delta-5-desaturase, fads2b, delta5 fatty acid desaturase, delta5-des, delta5-fatty acid desaturase, fat-4, desat7, 
more
topSYNONYM 
ORGANISM
UNIPROT
COMMENTARY 
LITERATURE
D5D
DELTA5 desaturase
SYSTEMATIC NAME
IUBMB Comments
DELTA8 acyl-lipid,ferrocytochrome b5:oxygen oxidoreductase (5,6 cis-dehydrogenating)
The enzyme, which has been characterized from multiple organisms including the moss Physcomitrella patens, the marine microalga Rebecca salina, and the filamentous fungus Mortierella alpina, introduces a cis double bond at the 5-position in 20-carbon polyunsaturated fatty acids incorporated in a glycerolipid that contain a Delta8 double bond. The enzyme contains a cytochrome b5 domain that acts as the direct electron donor to the active site of the desaturase, and does not require an external cytochrome.
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
(8Z,11Z,14Z)-icosa-8,11,14-trienoyl-[glycerolipid] + ferrocytochrome b5 + O2 + H+
(5Z,8Z,11Z,14Z)-icosatetra-5,8,11,14-tetraenoyl-[glycerolipid] + ferricytochrome b5 + H2O
-
-
-
?
(8Z,11Z,14Z,17Z)-icosa-8,11,14,17-tetraenoyl-[glycerolipid] + ferrocytochrome b5 + O2 + H+
(5Z,8Z,11Z,14Z,17Z)-icosa-5,8,11,14,17-pentaenoyl-[glycerolipid] + ferricytochrome b5 + H2O
-
-
-
?
(8Z,11Z,14Z)-icosa-8,11,14-trienoyl-[glycerolipid] + ferrocytochrome b5 + O2 + H+
(5Z,8Z,11Z,14Z)-icosatetra-5,8,11,14-tetraenoyl-[glycerolipid] + ferricytochrome b5 + H2O
-
-
-
-
?
dihomo-gamma-linolenic acid + ferrocytochrome b5 + O2 + H+
arachidonic acid + ferricytochrome b5 + H2O
dihomo-gamma-linolenic acid + ferrocytochrome b5 + O2 + H+
arachidonic acid + ferricytochrome b5 + H2O
-
-
-
-
?
dihomo-gamma-linolenic acid + ferrocytochrome b5 + O2 + H+
arachidonic acid + ferricytochrome b5 + H2O
-
-
-
?
NATURAL SUBSTRATE
NATURAL 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
(8Z,11Z,14Z)-icosa-8,11,14-trienoyl-[glycerolipid] + ferrocytochrome b5 + O2 + H+
(5Z,8Z,11Z,14Z)-icosatetra-5,8,11,14-tetraenoyl-[glycerolipid] + ferricytochrome b5 + H2O
-
-
-
?
(8Z,11Z,14Z,17Z)-icosa-8,11,14,17-tetraenoyl-[glycerolipid] + ferrocytochrome b5 + O2 + H+
(5Z,8Z,11Z,14Z,17Z)-icosa-5,8,11,14,17-pentaenoyl-[glycerolipid] + ferricytochrome b5 + H2O
-
-
-
?
(8Z,11Z,14Z)-icosa-8,11,14-trienoyl-[glycerolipid] + ferrocytochrome b5 + O2 + H+
(5Z,8Z,11Z,14Z)-icosatetra-5,8,11,14-tetraenoyl-[glycerolipid] + ferricytochrome b5 + H2O
-
-
-
-
?
COFACTOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
3-[(4S,5S)-5-(4-fluorophenyl)-4-methyl-2-oxo-1,3-oxazolidin-3-yl]benzonitrile
derivative with improved metabolic stability
5-[(4S,5S)-5-(4-fluorophenyl)-4-methyl-2-oxo-1,3-oxazolidin-3-yl]benzene-1,3-dicarbonitrile
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ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
ORGANISM
COMMENTARY
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
SOURCE
LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY
GeneOntology No.
LITERATURE
SOURCE
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
metabolism
physiological function
Fads1 is an effector of LXR agonist-driven transcriptional control of fatty acid and cholesterol metabolic programs in the liver. Fads1 reciprocally regulates hepatic inflammation and lipogenesis. Fads1 knockdown promotes Dyslipidemia and Atherosclerosis in a diet-specific manner
metabolism
-
the DELTA5-desaturase is involved in the last step of arachidonic acid (20:4n-6) biosynthesis from dihomo-gamma-linolenic acid (20:3n-6), contributing to the balance between the prostanoids of the 1- and 2-series
metabolism
the C-peptide (a protein cleaved from pro-insulin) may function in regulating DELTA-5 desaturase enzyme activity. Relationship between body mass index, C-peptide, and DELTA-5-desaturase enzyme activity estimates in adult males
UNIPROT
ENTRY NAME
ORGANISM
NO. OF AA
NO. OF TRANSM. HELICES
MOLECULAR WEIGHT[Da]
SOURCE
SEQUENCE
LOCALIZATION PREDICTION
The reliability class of the localization prediction ranges from 1 (very reliable) to 5 (not reliable).
The reliability class of the localization prediction ranges from 1 (very reliable) to 5 (not reliable). CLONED (Commentary)
ORGANISM
UNIPROT
LITERATURE
EXPRESSION
ORGANISM
UNIPROT
LITERATURE
the estimated enzyme activity is lower in subjects with type 2 diabetes compared with those with normal glucose tolerance
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APPLICATION
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
diagnostics
medicine
diagnostics
a higher serum concentration of the n-6 polyunsaturated fatty acid dihomo-gamma-linoleic acid and lower DELTA5-desaturase activity are associated with an increased risk of type 2 diabetes, independent of BMI, in Japanese adults
diagnostics
higher serum total n-6 polyunsaturated fatty acids, linoleic acid and arachidonic acid concentrations and delta-5-desaturase activity are associated with a lower risk of developing metabolic syndrome
medicine
a higher serum concentration of the n-6 polyunsaturated fatty acid dihomo-gamma-linoleic acid and lower DELTA5-desaturase activity are associated with an increased risk of type 2 diabetes, independent of BMI, in Japanese adults
medicine
Delta5 desaturase inhibitors are expected to drive anti-inflammatory properties through reduction of arachidonic acid biosynthesis and simultaneous accumulation of dihomo-gamma-linolenic acid
REF.
AUTHORS
TITLE
JOURNAL
VOL.
PAGES
YEAR
ORGANISM (UNIPROT)
PUBMED ID
SOURCE
Cho, H.; Nakamura, M.; Clarke, S.
Cloning, expression, and fatty acid regulation of the human DELTA-5 desaturase
J. Biol. Chem.
274
37335-37339
1999
Rattus norvegicus, Homo sapiens (Q9Y5Q0), Homo sapiens
Rodriguez, A.; Sarda, P.; Nessmann, C.; Boulot, P.; Leger, C.; Descomps, B.
DELTA6- and DELTA5-desaturase activities in the human fetal liver: Kinetic aspects
J. Lipid Res.
39
1825-1832
1998
Homo sapiens
El Boustani, S.; Causse, J.; Descomps, B.; Monnier, L.; Mendy, F.; de Paulet, A.
Direct in vivo characterization of delta 5 desaturase activity in humans by deuterium labeling: Effect of insulin
Metab. Clin. Exp.
38
315-321
1989
Homo sapiens
Imamura, S.; Morioka, T.; Yamazaki, Y.; Numaguchi, R.; Urata, H.; Motoyama, K.; Mori, K.; Fukumoto, S.; Shoji, T.; Emoto, M.; Inaba, M.
Response to comment on Imamura et al. Plasma polyunsaturated fatty acid profile and delta-5 desaturase activity are altered in patients with type 2 diabetes
Metab. Clin. Exp.
63
1432-1438
2014
Homo sapiens
Gromovsky, A.D.; Schugar, R.C.; Brown, A.L.; Helsley, R.N.; Burrows, A.C.; Ferguson, D.; Zhang, R.; Sansbury, B.E.; Lee, R.G.; Morton, R.E.; Allende, D.S.; Parks, J.S.; Spite, M.; Brown, J.M.
DELTA-5 fatty acid desaturase FADS1 impacts metabolic disease by balancing proinflammatory and proresolving lipid mediators
Arterioscler. Thromb. Vasc. Biol.
38
218-231
2017
Homo sapiens (O60427)
Lopez-Vicario, C.; Gonzalez-Periz, A.; Rius, B.; Moran-Salvador, E.; Garcia-Alonso, V.; Lozano, J.; Bataller, R.; Cofan, M.; Kang, J.; Arroyo, V.; Claria, J.; Titos, E.
Molecular interplay between DELTA5/DELTA6 desaturases and long-chain fatty acids in the pathogenesis of non-alcoholic steatohepatitis
Gut
63
344-355
2014
Homo sapiens (O60427), Mus musculus (Q920L1)
Yary, T.; Voutilainen, S.; Tuomainen, T.P.; Ruusunen, A.; Nurmi, T.; Virtanen, J.K.
Omega-6 polyunsaturated fatty acids, serum zinc, delta-5- and delta-6-desaturase activities and incident metabolic syndrome
J. Hum. Nutr. Diet.
30
506-514
2017
Homo sapiens (O60427), Homo sapiens
Fujimoto, J.; Okamoto, R.; Noguchi, N.; Hara, R.; Masada, S.; Kawamoto, T.; Nagase, H.; Tamura, Y.O.; Imanishi, M.; Takagahara, S.; Kubo, K.; Tohyama, K.; Iida, K.; Andou, T.; Miyahisa, I.; Matsui, J.; Hayashi, R.; Maekawa, T.; Matsunaga, N.
Discovery of 3,5-diphenyl-4-methyl-1,3-oxazolidin-2-ones as novel, potent, and orally available DELTA-5 desaturase (D5D) inhibitors
J. Med. Chem.
60
8963-8981
2017
Rattus norvegicus, Homo sapiens (O60427), Mus musculus (Q920L1)
Akter, S.; Kurotani, K.; Sato, M.; Hayashi, T.; Kuwahara, K.; Matsushita, Y.; Nakagawa, T.; Konishi, M.; Honda, T.; Yamamoto, S.; Hayashi, T.; Noda, M.; Mizoue, T.
High serum phospholipid dihomo-gamma-linoleic acid concentration and low DELTA5-desaturase activity are associated with increased risk of type 2 diabetes among Japanese adults in the Hitachi Health Study
J. Nutr.
147
1558-1566
2017
Homo sapiens (O60427)
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