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Oxidation and isomerization of retinoic acid by iodine and light: A novel preparation of all-trans- and 13-cis-4-oxoretinoic acid

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Lipids

Abstract

A mixture of all-trans-retinoic acid and iodine in heptane was irradiated. Two oxidation products were isolated by high performance liquid chromatography and identified as all-trans- and 13-cis-4-oxoretinoic acid by nuclear magnetic reasonance, ultra violet, Infrared spectroscopy, and mass spectral analysis. Under the same conditions, but without light, a mixture of all-trans- and 13-cis-retinoic acid resulted. The corresponding methyl esters were obtained when methyl all-trans-retinoate was used in place of all-trans-retinoic acid.

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Authors and Affiliations

  1. Department of Biochemistry, Agricultural Experiment Station, Oklahoma State University, Stillwater, 74074, Oklahoma

    R. M. Mckenzie, D. M. Hellwege, M. L. Mcgregor & E. C. Nelson

Authors
  1. R. M. Mckenzie
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  2. D. M. Hellwege
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  3. M. L. Mcgregor
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  4. E. C. Nelson
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Mckenzie, R.M., Hellwege, D.M., Mcgregor, M.L. et al. Oxidation and isomerization of retinoic acid by iodine and light: A novel preparation of all-trans- and 13-cis-4-oxoretinoic acid. Lipids 14, 714–717 (1979). https://doi.org/10.1007/BF02533896

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  • DOI: https://doi.org/10.1007/BF02533896

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