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4.2.1.27: acetylenecarboxylate hydratase

This is an abbreviated version!
For detailed information about acetylenecarboxylate hydratase, go to the full flat file.

Reaction

3-oxopropanoate
=
propynoate
+
H2O

Synonyms

acetylenemonocarboxylic acid hydrase, dehydratase, malonate semialdehyde, EC 4.2.1.71, malonate semialdehyde dehydratase, malonate semialdehyde dehydratase, malonate semialdehyde, malonate-semialdehyde dehydratase

ECTree

     4 Lyases
         4.2 Carbon-oxygen lyases
             4.2.1 Hydro-lyases
                4.2.1.27 acetylenecarboxylate hydratase

Systematic Name

Systematic Name on EC 4.2.1.27 - acetylenecarboxylate hydratase

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SYSTEMATIC NAME
IUBMB Comments
3-oxopropanoate hydro-lyase (propynoate-forming)
The reaction is effectively irreversible, favouring oxopropanoate (malonic semialdehyde) and its tautomers. Also acts on but-3-ynoate forming acetoacetate. The mechanism appears to involve hydration of the acetylene to 3-hydroxypropenoate, which will spontaneously tautomerize to 3-oxopropanoate. It is thus analogous to EC 4.1.1.78, acetylenedicarboxylate decarboxylase, in its mechanism.