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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Authors: | R M Mckenzie D M Hellwege M L Mcgregor E C Nelson |
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Affiliation: | (1) Department of Biochemistry, Agricultural Experiment Station, Oklahoma State University, Stillwater, 74074 Oklahoma |
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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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