Evidence for the formation of a steroid S-glutathione conjugate from an epoxysteroid precursor

Autor: Tadashi Sawahata, Tadashi Watabe, Junko Horie
Rok vydání: 1979
Předmět:
Zdroj: Biochemical and Biophysical Research Communications. 87:469-475
ISSN: 0006-291X
DOI: 10.1016/0006-291x(79)91819-9
Popis: Biotransformation of [4-14C]cholesterol α-epoxide (5α,6α-epoxycholestan-3β-ol) to the S-glutathione conjugate, 3β,5α-dihydroxycholestan-6β-yl-S-glutathione, by S-glutathione transferase of the rat liver soluble supernatant fraction, has been described. After the isolation from the biological incubation mixture by n-butanol extraction, followed by the Amberlite XAD-2 column treatment, the conjugate was chromatographically identified with a synthetic specimen which was prepared from cholesterol α-epoxide and glutathione in an ethanolic solution of sodium hydroxide. Further identification of the biologically formed conjugate with the synthetic one, including structural assignment, was established from the result that they yielded the same desulfrization product, 3β,5α-dihydroxycholestane, by the treatment with Raney nickel in an atmosphere of hydrogen.
Databáze: OpenAIRE