Retinyl. beta. -glucoronide: its occurrence in human serum, chemical synthesis and biological activity

Journal Article · Tue Dec 31 23:00:00 EST 1985 · Fed. Proc., Fed. Am. Soc. Exp. Biol.; (United States)

OSTI ID:6762121

Barua, A B; Batres, R O; Olson, J A

When retinol is administered to rats, retinyl and retinoyl ..beta..-glucuronides appear in the bile. Retinyl or retinoyl ..beta..-glucuronide is also synthesized in vitro when rat liver microsomes are incubated with uridinediphosphoglucuronic acid and either retinol or retinoic acid. Retinoyl ..beta..-glucuronide, a major metabolite of retinoic acid in a number of tissues, is highly active biologically, has been chemically synthesized, and is found in human blood. The physiological significance of the glucuronides of vitamin A are not known yet. To investigate further its metabolism and possible physiological role, retinyl ..beta..-glucuronide was chemically synthesized from retinol and characterized by study of its ultra-violet spectrum (..gamma../sub max/ 325 nm in methanol, 329 nm in water), /sup 1/H-NMR and mass spectra. Retinyl ..beta..-glucuronide was extensively hydrolyzed by bacterial ..beta..-glucuronidase to retinol. Retinyl ..beta..-glucuronide is soluble in water and was detected in significant amounts in the serum of healthy human adults. The biological activity of synthetic retinyl ..beta..-glucuronide was determined in rats by the rat growth bioassay method.

• Research Organization: Iowa State Univ., Ames
• OSTI ID: 6762121
• Report Number(s): CONF-8604222-
• Journal Information: Fed. Proc., Fed. Am. Soc. Exp. Biol.; (United States), Journal Name: Fed. Proc., Fed. Am. Soc. Exp. Biol.; (United States) Vol. 45:4; ISSN FEPRA
• Country of Publication: United States
• Language: English

Related Subjects

550501* -- Metabolism-- Tracer Techniques
59 BASIC BIOLOGICAL SCIENCES
ANIMALS
BIOCHEMICAL REACTION KINETICS
CARBOXYLIC ACID ESTERS
CHEMICAL PREPARATION
ESTERS
KINETICS
MAGNETIC RESONANCE
MAMMALS
MAN
MASS SPECTROSCOPY
METABOLISM
METABOLITES
NMR SPECTRA
NUCLEAR MAGNETIC RESONANCE
ORGANIC COMPOUNDS
PRIMATES
RATS
REACTION KINETICS
RESONANCE
RETINOIC ACID
RODENTS
SPECTRA
SPECTROSCOPY
SYNTHESIS
VERTEBRATES