EC Number   |
Reaction |
Reference |
|---|
    2.3.1.16 | acyl-CoA + acetyl-CoA = CoA + 3-oxoacyl-CoA |
Claisen condensation |
486417 |
| 2.3.1.16 | acyl-CoA + acetyl-CoA = CoA + 3-oxoacyl-CoA |
mechanism of the reverse, degradative thiolase reaction, overview. The mode of binding of the acyl moiety favours its transfer to CoA compared with water. Both the thiolytic cleavage and the condensation reaction are catalysed via covalent modification of the nucleophilic cysteine (Cys92) and by stabilization of the negatively charged reaction intermediates by oxyanion holes. The nucleophilic cysteine attacks the beta-carbon of the 3-ketoacyl-CoA and becomes covalently modified. Another cysteine, Cys382, acts first as an acid providing a proton for the leaving acetyl-CoA and next as a base abstracting a proton from the incoming CoA. The activated CoA molecule then attacks the carbonyl C atom of the acylated cysteine and the fatty acyl-CoA is released. The cysteine acting as the nucleophile is activated by a conserved histidine residue (His352). This protonated histidine subsequently forms OAH1 together with a water molecule which is hydrogen-bonded to Asn320. The rate-limiting steps are different in the degradative and biosynthetic thiolases |
735368 |
| 2.3.1.16 | acyl-CoA + acetyl-CoA = CoA + 3-oxoacyl-CoA |
multienzyme complex contains enoyl-CoA hydratase, L-3-hydroxyacyl-CoA dehydrogenase, 3-ketoacyl-CoA thiolase, 3-hydroxyacyl-CoA epimerase : EC 5.1.2.3 and DELTA3-cis-DELTA-trans-enoyl-CoA isomerase: EC 5.3.3.3 |
-, 2962 |
| 2.3.1.16 | acyl-CoA + acetyl-CoA = CoA + 3-oxoacyl-CoA |
multienzyme complex: 3-hydroxyacyl-coenzyme A epimerase, cis-DELTA3-trans-DELTA2-enoyl-CoA isomerase, enoyl-CoA hydratase, L-3-hydroxyacyl-CoA thiolase |
2206 |
| 2.3.1.16 | acyl-CoA + acetyl-CoA = CoA + 3-oxoacyl-CoA |
multienzyme complex: EC 4.2.1.17, EC 1.1.1.35, EC 5.3.3.3, EC 5.1.2.3, EC 2.3.1.16 |
-, 2207, 2213 |
| 2.3.1.16 | acyl-CoA + acetyl-CoA = CoA + 3-oxoacyl-CoA |
multifunctional enzyme: 2-enoyl-CoA hydratase, 3-ketoacyl-CoA thiolase and long-chain specific 3-hydroxyacyl-CoA dehydrogenase |
486411 |
| 2.3.1.16 | acyl-CoA + acetyl-CoA = CoA + 3-oxoacyl-CoA |
multifunctional enzyme: 2-enoyl-CoA hydratase, 3-ketoacyl-CoA thiolase, 3-hydroxyacyl-CoA dehydrogenase |
-, 288681, 486413 |
| 2.3.1.16 | acyl-CoA + acetyl-CoA = CoA + 3-oxoacyl-CoA |
overall reaction |
- |
| 2.3.1.16 | acyl-CoA + acetyl-CoA = CoA + 3-oxoacyl-CoA |
ping-pong mechanism |
288674, 288678 |
| 2.3.1.16 | acyl-CoA + acetyl-CoA = CoA + 3-oxoacyl-CoA |
ping-pong mechanism, a cysteine residue in involved in the active site |
-, 675941 |
