| EC |
4.2.1.27 |
| Accepted name: |
acetylenecarboxylate hydratase |
| Reaction: |
3-oxopropanoate = propynoate + H2O |
| Other name(s): |
acetylenemonocarboxylate hydratase; alkynoate hydratase; acetylenemonocarboxylate hydrase; acetylenemonocarboxylic acid hydrase; malonate-semialdehyde dehydratase; 3-oxopropanoate hydro-lyase |
| Systematic name: |
3-oxopropanoate hydro-lyase (propynoate-forming) |
| Comments: |
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. |
| Links to other databases: |
BRENDA, EXPASY, KEGG, MetaCyc, CAS registry number: 9024-26-4 |
| References: |
| 1. |
Van den Tweel, W.J.J. and De Bont, J.A.M. Metabolism of 3-butyn-1-ol by Pseudomonas BB1. J. Gen. Microbiol. 131 (1985) 3155–3162. |
| 2. |
Yamada, E.W. and Jakoby, W.B. Enzymatic utilization of acetylenic compounds. II. Acetylenemonocarboxylic acid hydrase. J. Biol. Chem. 234 (1959) 941–945. [PMID: 13654296] |
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| [EC 4.2.1.27 created 1965, (EC 4.2.1.71 created 1978, modified 1989, modified 2000, incorporated 2004) modified 2004] |
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