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MetaCyc Reaction: 1.3.1.8

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

EC Number: 1.3.1.8

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: Marked as unbalanced.

Instance reactions:
butanoyl-CoA + NADP+ ← crotonyl-CoA + NADPH + H+ (1.3.1.86)

stearoyl-CoA + NADP+trans-octadec-2-enoyl-CoA + NADPH + H+ (1.3.1.-)

icosanoyl-CoA + NADP+trans-arachido-2-enoyl-CoA + NADPH + H+ (1.3.1.93)

docosanoyl-CoA + NADP+trans-docos-2-enoyl-CoA + NADPH + H+ (1.3.1.93)

cerotoyl-CoA + NADP+trans-cerot-2-enoyl-CoA + NADPH + H+ (1.3.1.93)

adrenoyl-CoA + NADP+ = trans-adre-2-enoyl-CoA + NADPH + H+ (1.3.1.93)

(9Z,12Z,15Z,18Z,21Z)-tetracosapentaenoyl-CoA + NADP+ ← (2Z,9Z,12Z,15Z,18Z,21Z)-tetracosahexaenoyl-CoA + NADPH + H+ (1.3.1.93)

lignoceroyl-CoA + NADP+trans-lignocer-2-enoyl-CoA + NADPH + H+ (1.3.1.93)

a 2,3,4-saturated fatty acyl CoA + NADP+ = a trans-2-enoyl-CoA + NADPH + H+ (1.3.1.38)

a very-long-chain 2,3,4-saturated fatty acyl CoA + NADP+ ← a very-long-chain trans-2,3-dehydroacyl-CoA + NADPH + H+ (1.3.1.93)

Enzyme Commission Primary Name: acyl-CoA dehydrogenase (NADP+)

Enzyme Commission Synonyms: 2-enoyl-CoA reductase, dehydrogenase, acyl coenzyme A (nicotinamide adenine dinucleotide phosphate), enoyl coenzyme A reductase, crotonyl coenzyme A reductase, crotonyl-CoA reductase, acyl-CoA dehydrogenase (NADP+)

Standard Gibbs Free Energy (ΔrG in kcal/mol): 38.025757 Inferred by computational analysis [Latendresse13]

Enzyme Commission Summary:
The liver enzyme acts on enoyl-CoA derivatives of carbon chain length 4 to 16, with optimum activity on 2-hexenoyl-CoA.

In E.coli, cis-specific and trans-specific enzymes exist [EC 1.3.1.37, cis-2-enoyl-CoA reductase (NADPH) and EC 1.3.1.38, trans-2-enoyl-CoA reductase (NADPH)].

Citations: [Seubert68, Dommes82]

Unification Links: KEGG:R00385

Relationship Links: BRENDA:EC:1.3.1.8 , ENZYME:EC:1.3.1.8 , IUBMB-ExplorEnz:EC:1.3.1.8 , UniProt:RELATED-TO:P71539


References

Dommes82: Dommes V, Luster W, Cvetanovic M, Kunau WH (1982). "Purification by affinity chromatography of 2,4-dienoyl-CoA reductases from bovine liver and Escherichia coli." Eur J Biochem 125(2);335-41. PMID: 6749495

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

Seubert68: Seubert W, Lamberts I, Kramer R, Ohly B (1968). "On the mechanism of malonyl-CoA-independent fatty acid synthesis. I. The mechanism of elongation of long-chain fatty acids by acetyl-CoA." Biochim Biophys Acta 164(3);498-517. PMID: 4387390


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Please cite the following article in publications resulting from the use of MetaCyc: Caspi et al, Nucleic Acids Research 42:D459-D471 2014
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