3-Ketohexanoyl Coenzyme A, Free acid
CAS No.:19774-86-8
Synonym(s): 3-Ketohexanoyl Coenzyme A, 3-Oxohexanoyl coenzyme A, 3-Ketohexanoyl-CoA, β-Ketohexanoyl coenzyme AAvailability: 6-8 weeks
3-ketohexanoyl coenzyme A (3-ketohexanoyl-CoA) is a six-carbon β-ketoacyl-CoA intermediate that serves as a preferred substrate for mitochondrial general 3-ketoacyl-CoA thiolases, which exhibit highest catalytic activity toward medium-chain substrates of this length. It is commonly used in biochemical assays, where the ratio of thiolase activity with 3-ketohexanoyl-CoA versus acetoacetyl-CoA is used to distinguish mitochondrial from cytoplasmic thiolase isoforms in tissue extracts.¹
Applications
In metabolic engineering, 3-ketohexanoyl-CoA is a key intermediate in engineered reverse β-oxidation pathways for the biosynthesis of reduced chemicals. It is formed via Claisen condensation reactions involving acetyl-CoA and butyryl-CoA (e.g., catalyzed by BktB), or through related acetyl-CoA-dependent condensations, and is subsequently processed to yield products such as n-hexanol and hexanoic acid. It therefore serves as a metabolic intermediate in microbial production of biofuels and value-added chemicals.² Used as a substrate in 3-ketoacyl-CoA thiolase and 3-hydroxyacyl-CoA dehydrogenase studies, including investigations of β-oxidation, enzyme specificity, and acyl-chain-length preferences.³ ⁴ Relevant to engineered C6 chain-elongation and reverse β-oxidation pathways, as well as PHA biosynthesis research.⁵ ⁶ ⁷ 3-ketohexanoyl-CoA is also used as an HPLC or LC-MS reference standard.⁸
Other available forms
