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MetaCyc Reaction: 1.2.1.84

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

EC Number: 1.2.1.84

Enzymes and Genes:

Arabidopsis thaliana col : alcohol-forming fatty acyl-CoA reductase Inferred by computational analysis : FAR2
Bombyx mori : pheromone gland-specific fatty-acyl reductase Inferred from experiment : FAR
Simmondsia chinensis : alcohol-forming fatty acyl-CoA reductase Inferred from experiment : FAR

In Pathway: wax esters biosynthesis I

The reaction direction shown, that is, A + B ↔ C + D versus C + D ↔ A + B, is in accordance with the Enzyme Commission system.

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.

Instance reactions:
18-hydroxystearoyl-CoA + 2 NADPH + 2 H+ → 1,18-octadecane-diol + coenzyme A + 2 NADP+ (1.2.1.84)

16-hydroxypalmitoyl-CoA + 2 NADPH + 2 H+ → 1,16-hexadecane-diol + coenzyme A + 2 NADP+ (1.2.1.84)

myristoyl-CoA + 2 NADPH + 2 H+ → 1-tetradecanol + coenzyme A + 2 NADP+ (1.2.1.84)

18-hydroxyoleoyl-CoA + 2 NADPH + 2 H+ → (9Z)-octadec-9-ene-1,18-diol + coenzyme A + 2 NADP+ (1.2.1.84)

Enzyme Commission Primary Name: alcohol-forming fatty acyl-CoA reductase

Enzyme Commission Synonyms: FAR (gene name)

Standard Gibbs Free Energy (ΔrG in kcal/mol): 294.2744 Inferred by computational analysis [Latendresse13]

Enzyme Commission Summary:
The enzyme has been characterized from the plant Simmondsia chinensis (jojoba). The alcohol is formed by a four-electron reduction of fatty acyl-CoA. Although the reaction proceeds through an aldehyde intermediate, a free aldehyde is not released. The recombinant enzyme was shown to accept saturated and mono-unsaturated fatty acyl-CoAs of 16 to 22 carbons.

Citations: [Metz00]

Gene-Reaction Schematic: ?

Gene-Reaction Schematic

Instance reactions of [a long-chain acyl-CoA + 2 NADPH + 2 H+ → a long-chain alcohol + coenzyme A + 2 NADP+] (1.2.1.84):
i1: 18-hydroxystearoyl-CoA + 2 NADPH + 2 H+ → 1,18-octadecane-diol + coenzyme A + 2 NADP+ (1.2.1.84)

i2: 16-hydroxypalmitoyl-CoA + 2 NADPH + 2 H+ → 1,16-hexadecane-diol + coenzyme A + 2 NADP+ (1.2.1.84)

i3: myristoyl-CoA + 2 NADPH + 2 H+ → 1-tetradecanol + coenzyme A + 2 NADP+ (1.2.1.84)

i4: 18-hydroxyoleoyl-CoA + 2 NADPH + 2 H+ → (9Z)-octadec-9-ene-1,18-diol + coenzyme A + 2 NADP+ (1.2.1.84)

Relationship Links: BRENDA:EC:1.2.1.84 , ENZYME:EC:1.2.1.84 , IUBMB-ExplorEnz:EC:1.2.1.84


References

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

Metz00: Metz JG, Pollard MR, Anderson L, Hayes TR, Lassner MW (2000). "Purification of a jojoba embryo fatty acyl-coenzyme A reductase and expression of its cDNA in high erucic acid rapeseed." Plant Physiol 2000;122(3);635-44. PMID: 10712526


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 Thu Sep 3, 2015, biocyc13.