Enzyme

4.2.1.17 - Enoyl-CoA hydratase

Alternative Name(s)
  • Unsaturated acyl-CoA hydratase.
  • Enoyl hydrase.

Catalytic Activity

(3S)-hydroxyacyl-CoA = a (2E)-enoyl-CoA + H2O

Cofactors

There are no Cofactors for this Enzyme

Reaction Mechanism

    Enoyl-CoA hydratase catalyses the hydration of trans-2-enoyl-CoA thiolesters to the corresponding 3(S)-hydroxyacyl-CoA compounds, the second step in the fatty acid beta-oxidation pathway. The enzymes degrade fatty acids of variable tail length from C4 up to at least C16, but the rate of the reaction decreases with increasing tail length. Enoyl-CoA hydratase is a member of the corotonase superfamily of enzymes.

    Despite the thermodynamic preference for the aromatic conjugated unsaturated substrate, the enzyme has been shown to catalyse the dehydration of 3-hydroxy-3-phenylpropanoyl-CoA to cinnamoyl-CoA.


    Glu164 deprotonates the catalytic water, which adds to the C3 of the substrate. The intermediate collapses and the C2 of the substrate deprotonates Glu164.
    Catalytic Residues
    AA Uniprot Uniprot Resid PDB PDB Resid
    Gly P14604 141 1ey3 109
    Ala P14604 98 1ey3 66
    Glu P14604 144 1ey3 112
    Glu P14604 164 1ey3 132
    Step Components

    intermediate formation, intermediate terminated, bimolecular nucleophilic addition, proton transfer, native state of enzyme regenerated, overall reactant used, overall product formed

    Step 1.

    Glu164 deprotonates the catalytic water, which adds to the C3 of the substrate.

    Step 2.

    The intermediate collapses and the C2 of the substrate deprotonates Glu164.

    Products.

    The products of the reaction.

Reaction Parameters

  • Kinetic Parameters
    Organism KM Value [mM] Substrate Comment
    Metallosphaera sedula 260 crotonoyl-CoA at pH 7.0 and 70°C
  • Temperature

    There are no reaction parameters information for this Enzyme.

  • pH
    Organism pH Range Comment
    Cupriavidus necator 6 - 7

Associated Proteins

Protein name Organism
Probable enoyl-CoA hydratase echA6 Mycobacterium bovis (strain ATCC BAA-935 / AF2122/97)
2,3-dehydroadipyl-CoA hydratase Escherichia coli (strain K12)
Enoyl-CoA-hydratase Amycolatopsis orientalis
Probable enoyl-CoA hydratase echA17 Mycobacterium avium (strain 104)
Enoyl-CoA isomerase/hydratase fer4 Corn smut fungus

Citations