|Superclasses:||Reactions Classified By Conversion Type → Simple Reactions → Chemical Reactions|
|Reactions Classified By Substrate → Small-Molecule Reactions|
EC Number: 184.108.40.206
Enzymes and Genes:
|Arabidopsis thaliana col:||enoyl-CoA hydratase: AT3G06860|
|Escherichia coli K-12 substr. MG1655:|
|Saccharomyces cerevisiae:||peroxisomal multifunctional enzyme type 2: FOX2|
The direction shown, i.e. which substrates are on the left and right sides, is in accordance with the direction in which it was curated.
Most BioCyc compounds have been protonated to a reference pH value of 7.3. Please see the PGDB Concepts Guide for more information.
Mass balance status: Balanced.
(S)-3-hydroxytetradecanoyl-CoA + NAD+ → 3-oxo-myristoyl-CoA + NADH + H+ (no EC#)
(S)-3-hydroxyhexanoyl-CoA + NAD+ ← 3-oxohexanoyl-CoA + NADH + H+ (220.127.116.11)
(S)-3-hydroxyhexadecanoyl-CoA + NAD+ → 3-oxo-palmitoyl-CoA + NADH + H+ (18.104.22.168)
(S)-3-hydroxyoctanoyl-CoA + NAD+ = 3-oxooctanoyl-CoA + NADH + H+ (22.214.171.124)
(11Z)-(S)-3-hydroxyhexadec-11-enoyl-CoA + NAD+ → (11Z)-3-oxo-hexadecenoyl-CoA + NADH + H+ (126.96.36.199)
(S)-3-hydroxybutanoyl-CoA + NAD+ ↔ acetoacetyl-CoA + NADH + H+ (188.8.131.52)
3-hydroxy-5-cis-tetradecenoyl-CoA + NAD+ = 3-keto-5-cis-tetradecenoyl-CoA + NADH + H+ (184.108.40.206)
3S-hydroxy-(6Z,9Z,12Z,15Z,18Z)-tetracosapentaenoyl-CoA + NAD+ → 3-oxo-(6Z,9Z,12Z,15Z,18Z)-tetracosapentaenoyl-CoA + NADH + H+ (1.1.1.-)
(3S)-hydroxy-(6Z,9Z,12Z,15Z,18Z,21Z)-tetracosahexaenoyl-CoA + NAD+ → 3-oxo-(6Z,9Z,12Z,15Z,18Z,21Z)-tetracosahexaenoyl-CoA + NADH + H+ (1.1.1.-)
(S)-3-hydroxydecanoyl-CoA + NAD+ → 3-oxodecanoyl-CoA + NADH + H+ (220.127.116.11)
a long-chain (3S)-3-hydroxyacyl-CoA + NAD+ = a long-chain 3-oxoacyl-CoA + NADH + H+ (18.104.22.168)
Enzyme Commission Primary Name: 3-hydroxyacyl-CoA dehydrogenase
Enzyme Commission Synonyms: β-hydroxyacyl dehydrogenase, β-keto-reductase, 3-keto reductase, 3-hydroxyacyl coenzyme A dehydrogenase, β-hydroxyacyl-coenzyme A synthetase, β-hydroxyacylcoenzyme A dehydrogenase, β-hydroxybutyrylcoenzyme A dehydrogenase, 3-hydroxyacetyl-coenzyme A dehydrogenase, L-3-hydroxyacyl coenzyme A dehydrogenase, L-3-hydroxyacyl CoA dehydrogenase, β-hydroxyacyl CoA dehydrogenase, 3β-hydroxyacyl coenzyme A dehydrogenase, 3-hydroxybutyryl-CoA dehydrogenase, β-ketoacyl-CoA reductase, β-hydroxy acid dehydrogenase, 3-L-hydroxyacyl-CoA dehydrogenase, 3-hydroxyisobutyryl-CoA dehydrogenase, 1-specific DPN-linked β-hydroxybutyric dehydrogenase
Standard Gibbs Free Energy (ΔrG'° in kcal/mol): 21.624023 [Latendresse13]
Enzyme Commission Summary:
Also oxidizes S-3-hydroxyacyl-N-acylthioethanolamine and S-3-hydroxyacyl-hydrolipoate. Some enzymes act, more slowly, with NADP+. Broad specificity to acyl chain-length (cf. EC 22.214.171.124 [long-chain-3-hydroxyacyl-CoA dehydrogenase]).
Unification Links: KEGG:R01778, PIR:A39592, PIR:A49613, PIR:A55045, PIR:DEPGC, PIR:DWRTEP, PIR:JC4210, PIR:JC4879, PIR:JX0199, PIR:S32607, PIR:S36678, PIR:S40743, PIR:S54786, PIR:S57651, PIR:S74114, PIR:T10464, PIR:T46866, Rhea:22432, UniProt:P00348, UniProt:P07896, UniProt:P21177, UniProt:P22414, UniProt:P28793, UniProt:P34439, UniProt:P55100, UniProt:Q7M0E0, UniProt:Q01373, UniProt:Q08426, UniProt:Q16836, UniProt:Q39659, UniProt:Q53924, UniProt:Q61425
Relationship Links: BRENDA:EC:126.96.36.199, ENZYME:EC:188.8.131.52, IUBMB-ExplorEnz:EC:184.108.40.206, UniProt:RELATED-TO:P00348, UniProt:RELATED-TO:P07896, UniProt:RELATED-TO:P21177, UniProt:RELATED-TO:P22414, UniProt:RELATED-TO:P28793, UniProt:RELATED-TO:P34439, UniProt:RELATED-TO:P55100, UniProt:RELATED-TO:Q7M0E0, UniProt:RELATED-TO:Q01373, UniProt:RELATED-TO:Q08426, UniProt:RELATED-TO:Q16836, UniProt:RELATED-TO:Q39659, UniProt:RELATED-TO:Q53924, UniProt:RELATED-TO:Q61425
Wakil54: Wakil SJ, Green DE, Mii S, Mahler HR (1954). "Studies on the fatty acid oxidizing system of animal tissues. VI. beta-Hydroxyacyl coenzyme A dehydrogenase." J Biol Chem 207(2);631-8. PMID: 13163047
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