|Superclasses:||Reactions Classified By Conversion Type → Simple Reactions → Chemical Reactions|
|Reactions Classified By Substrate → Small-Molecule Reactions|
EC Number: 22.214.171.124
Enzymes and Genes:
|Arabidopsis thaliana col:||acyl-lipid ω-3 desaturase (endoplasmic reticulum): FAD3|
In Pathway: phospholipid desaturation
Note that this reaction equation differs from the official Enzyme Commission reaction equation for this EC number, which can be found here .
The direction shown, i.e. which substrates are on the left and right sides, is in accordance with the direction in which it was curated.
Most BioCyc compounds have been protonated to a reference pH value of 7.3. Please see the PGDB Concepts Guide for more information.
Mass balance status: Balanced.
Enzyme Commission Primary Name: acyl-lipid ω-3 desaturase (cytochrome b5)
Standard Gibbs Free Energy (ΔrG'° in kcal/mol): -73.37756 [Latendresse13]
Enzyme Commission Summary:
This microsomal enzyme introduces a cis double bond three carbons from the methyl end of a fatty acid incorporated into a glycerlipid. The distance from the carboxylic acid end of the molecule does not have an effect. The plant enzyme acts on carbon 15 of linoleoyl groups incorporated into both the sn-1 and sn-2 positions of the glycerol backbone of phosphatidylcholine and other phospholipids, converting them into α-linolenoyl groups. The enzyme from the fungus Mortierella alpina acts on γ-linolenoyl and arachidonoyl groups, converting them into stearidonoyl and icosapentaenoyl groups, respectively [Sakuradani05]. cf. EC 126.96.36.199, sn-2 acyl-lipid ω-3 desaturase (ferredoxin).
Browse93: Browse J, McConn M, James D, Miquel M (1993). "Mutants of Arabidopsis deficient in the synthesis of alpha-linolenate. Biochemical and genetic characterization of the endoplasmic reticulum linoleoyl desaturase." J Biol Chem 1993;268(22);16345-51. PMID: 8102138
Sakuradani05: Sakuradani E, Abe T, Iguchi K, Shimizu S (2005). "A novel fungal omega3-desaturase with wide substrate specificity from arachidonic acid-producing Mortierella alpina 1S-4." Appl Microbiol Biotechnol 66(6);648-54. PMID: 15538555
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