ExplorEnz: EC 5.3.3.8

Your query returned 1 entry. Printable version

5.3.3.8

Accepted name:

Δ³-Δ²-enoyl-CoA isomerase

Reaction:

(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

For diagram of Benzoyl-CoA catabolism, click here

Other name(s):

ECI (gene name); dodecenoyl-CoA isomerase; dodecenoyl-CoA Δ-isomerase; Δ³-cis-Δ²-trans-enoyl-CoA isomerase; acetylene-allene isomerase; dodecenoyl-CoA Δ³-cis-Δ²-trans-isomerase; dodecenoyl-CoA (3Z)-(2E)-isomerase

Systematic name:

(3Z/3E)-alk-3-enoyl-CoA (2E)-isomerase

Comments:

The enzyme participates in the β-oxidation of fatty acids with double bonds at an odd position. Processing of these substrates via the β-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 β-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.

Links to other databases:

BRENDA, EXPASY, KEGG, MetaCyc, PDB, CAS registry number: 62213-29-0

References:

1.	Stoffel, W., Ditzer, R. and Caesar, H. Der Stoffwechsel der ungesättigten Fettsäuren. III. Zur β-Oxydation der Mono- und Polyenfettsäuren. Der Mechanismus der enzymatischen Reaktionen an Δ³cis-Enoyl-CoA-Verbindungen. Hoppe-Seyler's Z. Physiol. Chem. 339 (1964) 167–181. [PMID: 5830064]
2.	Stoffel, W. and Ecker, W. Δ³-cis,-Δ²-trans-Enoyl-CoA isomerase from rat liver mitochondria. Methods Enzymol. 14 (1969) 99–105.
3.	Stoffel, W. and Grol, M. Purification and properties of 3-cis-2-trans-enoyl-CoA isomerase (dodecenoyl-CoA Δ-isomerase) from rat liver mitochondria. Hoppe-Seyler's Z. Physiol. Chem. 359 (1978) 1777–1782. [PMID: 738702]
4.	Miesowicz, F.M. and Bloch, K. Purification of hog liver isomerase. Mechanism of isomerization of 3-alkenyl and 3-alkynyl thioesters. J. Biol. Chem. 254 (1979) 5868–5877. [PMID: 376522]
5.	Engeland, K. and Kindl, H. Purification and characterization of a plant peroxisomal Δ²,Δ³-enoyl-CoA isomerase acting on 3-cis-enoyl-CoA and 3-trans-enoyl-CoA. Eur. J. Biochem. 196 (1991) 699–705. [DOI] [PMID: 2013292]
6.	Geisbrecht, B.V., Zhang, D., Schulz, H. and Gould, S.J. Characterization of PECI, a novel monofunctional Δ³, Δ²-enoyl-CoA isomerase of mammalian peroxisomes. J. Biol. Chem. 274 (1999) 21797–21803. [DOI] [PMID: 10419495]
7.	Zhang, D., Yu, W., Geisbrecht, B.V., Gould, S.J., Sprecher, H. and Schulz, H. Functional characterization of Δ³,Δ²-enoyl-CoA isomerases from rat liver. J. Biol. Chem. 277 (2002) 9127–9132. [DOI] [PMID: 11781327]
8.	Goepfert, S., Vidoudez, C., Tellgren-Roth, C., Delessert, S., Hiltunen, J.K. and Poirier, Y. Peroxisomal Δ³,Δ²-enoyl CoA isomerases and evolution of cytosolic paralogues in embryophytes. Plant J. 56 (2008) 728–742. [DOI] [PMID: 18657232]

[EC 5.3.3.8 created 1978, modified 1980, modified 2018]