KEGG   ENZYME: 1.14.19.75
Entry
EC 1.14.19.75               Enzyme                                 

Name
very-long-chain acyl-lipid omega-9 desaturase;
ADS2 (gene name)
Class
Oxidoreductases;
Acting on paired donors, with incorporation or reduction of molecular oxygen;
With oxidation of a pair of donors resulting in the reduction of O2 to two molecules of water
Sysname
very-long-chain acyl-[glycerolipid],ferrocytochrome b5:oxygen oxidoreductase (omega9,omega8-cis-dehydrogenating)
Reaction(IUBMB)
(1) 1-hexacosanoyl-2-acyl-[phosphoglycerolipid] + 2 ferrocytochrome b5 + O2 + 2 H+ = 1-[(17Z)-hexacos-17-enoyl]-2-acyl-[phosphoglycerolipid] + 2 ferricytochrome b5 + 2 H2O [RN:R12233];
(2) 1-tetracosanoyl-2-acyl-[phosphoglycerolipid] + 2 ferrocytochrome b5 + O2 + 2 H+ = 1-[(15Z)-tetracos-15-enoyl]-2-acyl-[phosphoglycerolipid] + 2 ferricytochrome b5 + 2 H2O [RN:R12234]
Reaction(KEGG)
R12233 R12234
Substrate
1-hexacosanoyl-2-acyl-[phosphoglycerolipid] [CPD:C22017];
ferrocytochrome b5 [CPD:C00999];
O2 [CPD:C00007];
H+ [CPD:C00080];
1-tetracosanoyl-2-acyl-[phosphoglycerolipid] [CPD:C22019]
Product
1-[(17Z)-hexacos-17-enoyl]-2-acyl-[phosphoglycerolipid] [CPD:C22018];
ferricytochrome b5 [CPD:C00996];
H2O [CPD:C00001];
1-[(15Z)-tetracos-15-enoyl]-2-acyl-[phosphoglycerolipid] [CPD:C22020]
Comment
The enzyme, characterized from the plant Arabidopsis thaliana, acts on both 24:0 and 26:0 fatty acids, introducing a cis double bond at a position 9 carbons from the methyl end. These very-long-chain fatty acids are found as a minor component of seed lipids, but also in the membrane phosphatidylethanolamine and phosphatidylserine, in sphingolipids, as precursors and components of cuticular and epicuticular waxes, and in suberin.
History
EC 1.14.19.75 created 2018
Orthology
K23119  very-long-chain acyl-lipid omega-9 desaturase
Genes
HAZT: 108668113
ATH: AT2G31360(ADS2)
ALY: 9315390
CRB: 17888621
CSAT: 104700329 104749717 104786483
EUS: EUTSA_v10016982mg
BRP: 103857368 103865145 103867882
BNA: 106379785 106380483 106411450 106437748 106445703 106445705 106447009 106451387
BOE: 106331344 106336918 106339557
RSZ: 108809657 108829060 108844104
Reference
1  [PMID:9559566]
  Authors
Fukuchi-Mizutani M, Tasaka Y, Tanaka Y, Ashikari T, Kusumi T, Murata N
  Title
Characterization of delta 9 acyl-lipid desaturase homologues from Arabidopsis thaliana.
  Journal
Plant Cell Physiol 39:247-53 (1998)
DOI:10.1093/oxfordjournals.pcp.a029364
  Sequence
[ath:AT2G31360]
Reference
2  [PMID:23175755]
  Authors
Smith MA, Dauk M, Ramadan H, Yang H, Seamons LE, Haslam RP, Beaudoin F, Ramirez-Erosa I, Forseille L
  Title
Involvement of Arabidopsis ACYL-COENZYME A DESATURASE-LIKE2 (At2g31360) in the biosynthesis of the very-long-chain monounsaturated fatty acid components of membrane lipids.
  Journal
Plant Physiol 161:81-96 (2013)
DOI:10.1104/pp.112.202325
  Sequence
[ath:AT2G31360]
Other DBs
ExplorEnz - The Enzyme Database: 1.14.19.75
IUBMB Enzyme Nomenclature: 1.14.19.75
ExPASy - ENZYME nomenclature database: 1.14.19.75
BRENDA, the Enzyme Database: 1.14.19.75

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