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Literature summary for 4.2.1.74 extracted from

  • Wu, L.; Liu, X.; Li, D.
    Oct-2-yn-4-enoyl-CoA as a multifunctional enzyme inhibitor in fatty acid oxidation (2008), Org. Lett., 10, 2235-2238.
    View publication on PubMed

Cloned(Commentary)

Cloned (Comment) Organism
expression in Escherichia coli Rattus norvegicus

Inhibitors

Inhibitors Comment Organism Structure
oct-2-yn-4-enoyl-CoA irreversible inhibitor of 2-enoyl-CoA hydratase 2 (ECH2), covalent modification shown by peptide mass spectrometry, hydratase reaction of 2-enoyl-CoA hydratase 2 requires two protic residues, suggesting that the reaction follows a process of acid-base catalysis, only a weak reversible inhibitor of 2-enoyl-CoA hydratase 1 (ECH1), inhibitor concentrations up to 25 microM, inactivates also the beta-subunit of the mitochondrial trifunctional enzyme (MTP) and medium-chain acyl-CoA dehydrogenase (MCAD) Rattus norvegicus

Localization

Localization Comment Organism GeneOntology No. Textmining
mitochondrion
-
Rattus norvegicus 5739
-
peroxisome
-
Rattus norvegicus 5777
-

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
enoyl-CoA + H2O Rattus norvegicus
-
?
-
?

Organism

Organism UniProt Comment Textmining
Rattus norvegicus
-
-
-

Purification (Commentary)

Purification (Comment) Organism
gel filtration Rattus norvegicus

Specific Activity [micromol/min/mg]

Specific Activity Minimum [µmol/min/mg] Specific Activity Maximum [µmol/min/mg] Comment Organism
additional information
-
cloning and purification of truncated rat 2-enoyl-CoA hydratase 2 (ECH2), effect of oct-2-yn-4-enoyl-CoA on the catalytic activity of 2-enoyl-CoA hydratase 2, characterization of oct-2-yn-4-enoyl-CoA as a multifunctional enzyme inhibitor in fatty acid oxidation, inactivates long-chain fatty acid metabolism in both mitochondria and peroxisomes, corresponding oct-2-yn-4-enoic acid or its esters useful for in vivo studies for lead compound discovery Rattus norvegicus

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
enoyl-CoA + H2O
-
Rattus norvegicus ?
-
?
enoyl-CoA + H2O inhibitory effects of acetylenic acids on fatty acid oxidation Rattus norvegicus ?
-
?

Synonyms

Synonyms Comment Organism
2-enoyl-CoA hydratase 2
-
Rattus norvegicus
ECH2
-
Rattus norvegicus

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
25
-
inhibition assay at Rattus norvegicus

Ki Value [mM]

Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
0.025
-
2-enoyl-CoA hydratase 2 irreversible inhibition, covalent modification shown by peptide mass spectrometry, catalytic residue Glu47 covalently labelled by the inhibitor Rattus norvegicus