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Synthesis and Detection by HPLC of 3-Oxohexadecanoyl-CoA for the Study of Peroxisomal Bifunctional Proteins
- Source :
- Journal of oleo science. 66(7)
- Publication Year :
- 2017
-
Abstract
- 3-oxohexadecanoyl-CoA was synthesized for the study of D-bifunctional protein (EC 4. 2. 1. 107, EC 4. 2. 1. 119, EC 1. 1. 1. n12) and L-bifunctional protein (EC 4. 2. 1. 17, EC 5. 3. 3. 8, EC 1. 1. 1. 35). First, tetradecanal was subjected to the Reformatsky reaction with ethyl bromoacetate, and the product was then converted into ethyl 3-oxohexadecanoate. After acetalization of the 3-oxo ester with ethylene glycol, 3,3-ethlenedioxyhexadecanoic acid was obtained by alkaline hydrolysis. The acid was condensed with coenzyme A (CoA) by the mixed anhydride method, and the resulting CoA ester was deprotected with 4 M HCl to obtain 3-oxohexadecanoyl-CoA. In addition, the behavior of the CoA ester under several conditions of high-performance liquid chromatography (HPLC) was also investigated. We established separation detection of (R)-3-hydroxyhexadecanoyl-CoA, (S)-3-hydroxyhexadecaboyl-CoA, 3-oxohexadecanoyl-CoA, and trans-2-hexadecenoyl-CoA.
- Subjects :
- 0301 basic medicine
Ethylene Glycol
General Chemical Engineering
Coenzyme A
Alkaline hydrolysis (body disposal)
Acetates
High-performance liquid chromatography
03 medical and health sciences
Hydrolysis
chemistry.chemical_compound
Peroxisomal Multifunctional Protein-2
Reformatsky reaction
Chromatography, High Pressure Liquid
Aldehydes
030109 nutrition & dietetics
Chromatography
Chemistry
General Medicine
General Chemistry
Organic Chemistry Phenomena
Ethyl bromoacetate
Biochemistry
Acyl Coenzyme A
Ethylene glycol
Oxidation-Reduction
Subjects
Details
- ISSN :
- 13473352
- Volume :
- 66
- Issue :
- 7
- Database :
- OpenAIRE
- Journal :
- Journal of oleo science
- Accession number :
- edsair.doi.dedup.....b2610276bc77010303cd0ffb03beae42