Skip to main content
Proceedings of the National Academy of Sciences of the United States of America logoLink to Proceedings of the National Academy of Sciences of the United States of America
. 1986 Sep;83(18):6781–6784. doi: 10.1073/pnas.83.18.6781

Synthesis of coenzyme A ester of retinoic acid: intermediate in vitamin A metabolism.

A Kutner, B Renstrom, H K Schnoes, H F DeLuca
PMCID: PMC386593  PMID: 3462726

Abstract

Coenzyme A esters of all-trans- and 13-cis-retinoic acid were synthesized for use in studying vitamin A metabolism. The esters were obtained by two different synthetic methods starting from retinoic acids, which were converted to activated succinimidyl esters or anhydrides. These in turn were coupled with coenzyme A to form their respective thioesters. The retinoyl coenzyme A esters were purified by reverse-phase high performance liquid chromatography.

Full text

PDF
6781

Selected References

These references are in PubMed. This may not be the complete list of references from this article.

  1. Curley R. W., Jr, Silva D. P., Jr, DeLuca H. F. The biological activity of cyclopropyl analogs of all-trans- and 13-cis-retinoic acid in the rat vaginal smear assay. Arch Biochem Biophys. 1985 May 1;238(2):484–489. doi: 10.1016/0003-9861(85)90191-2. [DOI] [PubMed] [Google Scholar]
  2. Kawaguchi A., Yoshimura T., Okuda S. A new method for the preparation of acyl-CoA thioesters. J Biochem. 1981 Feb;89(2):337–339. doi: 10.1093/oxfordjournals.jbchem.a133207. [DOI] [PubMed] [Google Scholar]
  3. Miller D. A., DeLuca H. F. Activation of retinoic acid by coenzyme A for the formation of ethyl retinoate. Proc Natl Acad Sci U S A. 1985 Oct;82(19):6419–6422. doi: 10.1073/pnas.82.19.6419. [DOI] [PMC free article] [PubMed] [Google Scholar]
  4. Premachandra B. R., Cama H. R. Preparation, properties and metabolism of retinoic acid anhydride. Int J Vitam Nutr Res. 1975;45(3):305–316. [PubMed] [Google Scholar]
  5. Pullman M. E. A convenient and versatile method for the purification of CoA thiol esters. Anal Biochem. 1973 Jul;54(1):188–198. doi: 10.1016/0003-2697(73)90262-5. [DOI] [PubMed] [Google Scholar]
  6. Silva D. P., Jr, DeLuca H. F. Metabolism of retinoic acid in vivo in the vitamin A-deficient rat. Biochem J. 1982 Jul 15;206(1):33–41. doi: 10.1042/bj2060033. [DOI] [PMC free article] [PubMed] [Google Scholar]

Articles from Proceedings of the National Academy of Sciences of the United States of America are provided here courtesy of National Academy of Sciences

RESOURCES