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Escherichia coli K-12 substr. MG1655 Reaction:

Superclasses: Reactions Classified By Conversion TypeSimple ReactionsChemical Reactions
Reactions Classified By SubstrateSmall-Molecule Reactions

EC Number:

Enzymes and Genes:
fatty acid oxidation complex, α componentInferred from experiment: fadB
FadJ component of anaerobic fatty acid oxidation complexInferred by computational analysisInferred from experiment: fadJ

In Pathway: fatty acid β-oxidation I

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 Enzyme Commission system.

Mass balance status: Balanced.

Instance reaction:
3-cis-dodecenoyl-CoA = trans-dodec-2-enoyl-CoA (

Enzyme Commission Primary Name: dodecenoyl-CoA isomerase

Enzyme Commission Synonyms: δ3-cis2-trans-enoyl-CoA isomerase, acetylene-allene isomerase, dodecenoyl-CoA δ-isomerase, dodecenoyl-CoA δ3-cis2-trans-isomerase

A reaction in β-oxidation of fatty acids, required to feed unsaturated fatty acids into the main pathway.

Enzyme Commission Summary:
Also catalyses the interconversion of 3-acetylenic fatty acyl thioesters and (+)-2,3-dienoyl fatty acyl thioesters, with fatty acid chain lengths C6 to C12.

Citations: [Stoffel78, Stoffel64, Miesowicz79]

Gene-Reaction Schematic

Gene-Reaction Schematic

Instance reaction of [a cis-3-enoyl-CoA ↔ a trans-2-enoyl-CoA] (
i1: 3-cis-dodecenoyl-CoA = trans-dodec-2-enoyl-CoA (

Instance reaction of [a (3S)-3-hydroxyacyl-CoA + NAD+ → a 3-oxoacyl-CoA + NADH + H+] (
i2: 3-hydroxy-5-cis-tetradecenoyl-CoA + NAD+ = 3-keto-5-cis-tetradecenoyl-CoA + NADH + H+ (

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


Miesowicz79: Miesowicz FM, Bloch K (1979). "Purification of hog liver isomerase. Mechanism of isomerization of 3-alkenyl and 3-alkynyl thioesters." J Biol Chem 254(13);5868-77. PMID: 376522

Stoffel64: Stoffel W, Ditzer R, Caesar H (1964). "[The metabolism of unsaturated fatty acid. 3. On the beta-oxidation of mono- and polyene-fatty acids. The mechanism of the enzymatic reaction on delta-3-cis-enoyl-CoA compounds]." Hoppe Seylers Z Physiol Chem 339(1);167-81. PMID: 5830064

Stoffel78: Stoffel W, Grol M (1978). "Purification and properties of 3-cis-2-trans-enoyl-CoA isomerase (dodecenoyl-CoA delta-isomerase) from rat liver mitochondria." Hoppe Seylers Z Physiol Chem 359(12);1777-82. PMID: 738702

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Please cite the following article in publications resulting from the use of EcoCyc: Nucleic Acids Research 41:D605-12 2013
Page generated by Pathway Tools version 19.5 (software by SRI International) on Tue May 3, 2016, biocyc14.