Synthesis and applicability of photolabile 7,7-azo analogues of natural bile salt precursors.

Autor: T Gengenbacher, W Gerok, U Giese, G Kurz
Jazyk: angličtina
Rok vydání: 1990
Předmět:
Zdroj: Journal of Lipid Research, Vol 31, Iss 2, Pp 315-327 (1990)
Druh dokumentu: article
ISSN: 0022-2275
DOI: 10.1016/S0022-2275(20)43217-1
Popis: In an approach to the identification of proteins involved in the side chain degradation of bile salt biosynthesis, the photolabile 7,7-azo derivatives of 5 beta-cholestane-3 alpha,7 alpha,12 alpha-triol, 5 beta-cholestane-3 alpha,7 alpha,12 alpha,26-tetrol and 3 alpha,7 alpha,12 alpha-trihydroxy-5 beta-cholestan-26-oate were synthesized. All 7,7-azo derivatives were metabolized by intact rat liver and freshly isolated rat hepatocytes in the same manner as the nonphotolabile physiological intermediates, resulting in the formation of the 7,7-azo analogues of cholyltaurine and cholylglycine. Photolysis of all three photolabile derivatives, using a light source with a maximum emission at 350 nm, occurred with a half-life of 2.1 min; their efficacy for photoaffinity labeling was demonstrated by incorporation into rat serum albumin.
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