| Entry |
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| Name |
Delta3-Delta2-enoyl-CoA isomerase;
ECI (gene name);
dodecenoyl-CoA isomerase;
dodecenoyl-CoA Delta-isomerase;
Delta3-cis-Delta2-trans-enoyl-CoA isomerase;
acetylene-allene isomerase;
dodecenoyl-CoA Delta3-cis-Delta2-trans-isomerase;
dodecenoyl-CoA (3Z)-(2E)-isomerase
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| Class |
Isomerases;
Intramolecular oxidoreductases;
Transposing C=C bonds
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| Sysname |
(3Z/3E)-alk-3-enoyl-CoA (2E)-isomerase
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| Reaction(IUBMB) |
(1) a (3Z)-alk-3-enoyl-CoA = a (2E)-alk-2-enoyl-CoA;
(2) a (3E)-alk-3-enoyl-CoA = a (2E)-alk-2-enoyl-CoA
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| Reaction(KEGG) |
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| Substrate |
(3Z)-alk-3-enoyl-CoA;
(3E)-alk-3-enoyl-CoA
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| Product |
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| Comment |
The enzyme participates in the beta-oxidation of fatty acids with double bonds at an odd position. Processing of these substrates via the beta-oxidation system results in intermediates with a cis- or trans-double bond at position C3, which cannot be processed further by the regular enzymes of the beta-oxidation system. This enzyme isomerizes the bond to a trans bond at position C2, which can be processed further. The reaction rate is ten times higher for the (3Z) isomers than for (3E) isomers. The enzyme can also catalyse the isomerization of 3-acetylenic fatty acyl thioesters to 2,3-dienoyl fatty acyl thioesters.
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| History |
EC 5.3.3.8 created 1978, modified 1980, modified 2018
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| Pathway |
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| Orthology |
| K01825 | 3-hydroxyacyl-CoA dehydrogenase / enoyl-CoA hydratase / 3-hydroxybutyryl-CoA epimerase / enoyl-CoA isomerase |
| K07514 | enoyl-CoA hydratase / 3-hydroxyacyl-CoA dehydrogenase / 3,2-trans-enoyl-CoA isomerase |
| K07517 | Delta3-Delta2-enoyl-CoA isomerase |
| K13238 | Delta3-Delta2-enoyl-CoA isomerase |
| K13239 | Delta3-Delta2-enoyl-CoA isomerase |
| K18880 | Delta3-Delta2-enoyl-CoA isomerase |
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| Genes |
» show all
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| Reference |
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| Authors |
Stoffel W, Ditzer R, Caesar H. |
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| Title |
[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] |
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| Journal |
Hoppe Seylers Z Physiol Chem 339:167-81 (1964) |
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| Reference |
2 |
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| Authors |
Stoffel, W. and Ecker, W. |
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| Title |
Delta3-cis,-Delta2-trans-Enoyl-CoA isomerase from rat liver mitochondria. |
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| Journal |
Methods Enzymol 14:99-105 (1969) |
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| Reference |
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| Authors |
Stoffel W, Grol M. |
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| Title |
Purification and properties of 3-cis-2-trans-enoyl-CoA isomerase (dodecenoyl-CoA delta-isomerase) from rat liver mitochondria. |
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| Journal |
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| Reference |
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| Authors |
Miesowicz FM, Bloch K. |
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| Title |
Purification of hog liver isomerase. Mechanism of isomerization of 3-alkenyl and 3-alkynyl thioesters. |
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| Journal |
J Biol Chem 254:5868-77 (1979) |
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| Reference |
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| Authors |
Engeland K, Kindl H |
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| Title |
Purification and characterization of a plant peroxisomal delta 2, delta 3-enoyl-CoA isomerase acting on 3-cis-enoyl-CoA and 3-trans-enoyl-CoA. |
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| Journal |
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| Reference |
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| Authors |
Geisbrecht BV, Zhang D, Schulz H, Gould SJ |
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| Title |
Characterization of PECI, a novel monofunctional Delta(3), Delta(2)-enoyl-CoA isomerase of mammalian peroxisomes. |
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| Journal |
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| Sequence |
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| Reference |
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| Authors |
Zhang D, Yu W, Geisbrecht BV, Gould SJ, Sprecher H, Schulz H |
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| Title |
Functional characterization of Delta3,Delta2-enoyl-CoA isomerases from rat liver. |
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| Journal |
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| Reference |
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| Authors |
Goepfert S, Vidoudez C, Tellgren-Roth C, Delessert S, Hiltunen JK, Poirier Y |
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| Title |
Peroxisomal Delta(3),Delta(2)-enoyl CoA isomerases and evolution of cytosolic paralogues in embryophytes. |
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| Journal |
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| Sequence |
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| Other DBs |
| ExplorEnz - The Enzyme Database: | 5.3.3.8 |
| ExPASy - ENZYME nomenclature database: | 5.3.3.8 |
| BRENDA, the Enzyme Database: | 5.3.3.8 |
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