| Entry |
|
|---|
| Name |
acetylenecarboxylate hydratase;
acetylenemonocarboxylate hydratase;
alkynoate hydratase;
acetylenemonocarboxylate hydrase;
acetylenemonocarboxylic acid hydrase;
malonate-semialdehyde dehydratase;
3-oxopropanoate hydro-lyase |
|---|
| Class |
Lyases;
Carbon-oxygen lyases;
Hydro-lyases
 |
|---|
| Sysname |
3-oxopropanoate hydro-lyase (propynoate-forming) |
|---|
| Reaction(IUBMB) |
3-oxopropanoate = propynoate + H2O [RN:R01611] |
|---|
| Reaction(KEGG) |
R01611;
(other) R01367
 |
|---|
| Substrate |
3-oxopropanoate [CPD:C00222] |
|---|
| Product |
propynoate [CPD:C00804];
H2O [CPD:C00001] |
|---|
| Comment |
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. |
|---|
| Pathway |
PATH: ec00410 beta-Alanine metabolism
PATH: ec00640 Propanoate metabolism
PATH: ec00650 Butanoate metabolism |
|---|
Reference
Authors
Title
Journal
|
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. |
|---|
Reference
Authors
Title
Journal
Organism
|
2 [PMID:13654296]
YAMADA EW, JAKOBY WB.
Enzymatic utilization of acetylenic compounds. II.
Acetylenemonocarboxylic acid hydrase.
J. Biol. Chem. 234 (1959) 941-5.
Pseudomonas sp. |
|---|
| Other DBs |
ExplorEnz - The Enzyme Database: 4.2.1.27
IUBMB Enzyme Nomenclature: 4.2.1.27
ExPASy - ENZYME nomenclature database: 4.2.1.27
BRENDA, the Enzyme Database: 4.2.1.27
CAS: 9024-26-4 |
|---|
