MetaCyc Reaction: 1.14.19.m

Superclasses: Reactions Classified By Conversion Type Simple Reactions Chemical Reactions
Reactions Classified By Substrate Small-Molecule Reactions

EC Number: 1.14.19.m

Enzymes and Genes:

Arabidopsis thaliana col : acyl-lipid ω-3 desaturase (endoplasmic reticulum) Inferred from experiment : FAD3

In Pathway: phospholipid desaturation

The reaction direction shown, that is, A + B ↔ C + D versus C + D ↔ A + B, 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, and some reactions have been computationally balanced for hydrogen by adding free protons. 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): -73.37747 Inferred by computational analysis [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,/i>-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 1.14.19.j, sn-2 acyl-lipid ω-3 desaturase (ferredoxin).

Citations: [Browse93, Amikam77]

Gene-Reaction Schematic: ?

Gene-Reaction Schematic


Amikam77: Amikam S, Peleg H, Lemer J, Riss E (1977). "Myopotential inhibition of a bipolar pacemaker caused by electrode insulation defect." Br Heart J 39(11);1279-81. PMID: 145229

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

Latendresse13: Latendresse M. (2013). "Computing Gibbs Free Energy of Compounds and Reactions in MetaCyc."

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

Report Errors or Provide Feedback
Please cite the following article in publications resulting from the use of MetaCyc: Caspi et al, Nucleic Acids Research 42:D459-D471 2014
Page generated by SRI International Pathway Tools version 19.0 on Sun Oct 4, 2015, BIOCYC14A.