Identification of 5,8-oxyretinoic acid isolated from small intestine of vitamin A-deficient rats dosed with retinoic acid

Proc Natl Acad Sci U S A. 1978 Jun;75(6):2603-5. doi: 10.1073/pnas.75.6.2603.

Abstract

A retinoid was isolated by a multistep procedure from the small intestines of vitamin A-deficient rats given a single dose of retinoic acid. The compound, designated 8II, was pure, as demonstrated by four high-pressure liquid chromatographic procedures. It was positively identified as 5,8-oxyretinoic acid by ultraviolet spectrophotometry, mass spectrometry, and spectral and chromatographic comparison to known compounds. It is probable that 5,8-oxyretinoic acid was produced from 5,6-epoxyretinoic acid under the acidic conditions used in the isolation. It is highly probable, therefore, that the natural product is 5,6-epoxyretinoic acid.

Publication types

  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Animals
  • Chromatography, High Pressure Liquid
  • Intestinal Mucosa / metabolism
  • Intestine, Small / metabolism
  • Rats
  • Spectrophotometry, Ultraviolet
  • Tretinoin / analogs & derivatives*
  • Tretinoin / isolation & purification
  • Tretinoin / metabolism*
  • Vitamin A / analogs & derivatives*
  • Vitamin A Deficiency / metabolism

Substances

  • 5,8-oxyretinoic acid
  • Vitamin A
  • Tretinoin