Efficient Synthesis of Radiolabeled Propionyl-Coenzyme A and Acetyl-Coenzyme A

✍ Scribed by V.B. Rajgarhia; N.D. Priestley; W.R. Strohl

• Publisher: Elsevier Science
• Year: 1995
• Tongue: English
• Weight: 242 KB
• Volume: 224
• Category: Article
• ISSN: 0003-2697
• DOI: 10.1006/abio.1995.1022

✦ Synopsis

The efficient microscale synthesis of (\left[1-{ }^{14} \mathrm{C}\right]) propionyl-CoA from commercially available sodium (\left[1-{ }^{14} \mathrm{C}\right]-) propionate using 1,1 'carbonyldiimidazole in yields of nearly (\mathbf{7 0 %}) is reported for the first time. A substantial improvement in the process for making (\left[1-{ }^{14} \mathrm{C}\right]) acetylCoA from sodium (\left[1-{ }^{14} \mathrm{C}\right]) acetate was also achieved. Yields of greater than (\mathbf{9 0} %) were consistently obtained for the latter synthesis. The salt-free CoA-thioesters were obtained in homogenous form by reverse-phase HPLC. The products were judged to be pure by ({ }^{1} \mathrm{H}) NMR analysis: neither iso-CoA analogs nor contaminants frequently found in commercial samples could be detected. The samples of acetyl- and propionyl-CoA were shown to be radiochemically pure by HPLC and by analysis of the products of incubations with acetyl- and propionyl-CoA carboxylase. This highly efficient synthesis is a cost-effective method for the preparation of radiolabeled CoA thioesters and can easily be adapted to the production of other acyl-CoA analogs. (c) 1995 Academic Press, Inc.