Synthesis and applicability of photolabile 7,7-azo analogues of natural bile salt precursors.
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 b...
| Main Authors: | , , , |
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| Format: | Article |
| Language: | English |
| Published: |
Elsevier
1990-02-01
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| Series: | Journal of Lipid Research |
| Online Access: | http://www.sciencedirect.com/science/article/pii/S0022227520432171 |
| _version_ | 1818862448230268928 |
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| author | T Gengenbacher W Gerok U Giese G Kurz |
| author_facet | T Gengenbacher W Gerok U Giese G Kurz |
| author_sort | T Gengenbacher |
| collection | DOAJ |
| description | 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. |
| first_indexed | 2024-12-19T10:00:01Z |
| format | Article |
| id | doaj.art-1d57e42f019a40da9941daed9f18c923 |
| institution | Directory Open Access Journal |
| issn | 0022-2275 |
| language | English |
| last_indexed | 2024-12-19T10:00:01Z |
| publishDate | 1990-02-01 |
| publisher | Elsevier |
| record_format | Article |
| series | Journal of Lipid Research |
| spelling | doaj.art-1d57e42f019a40da9941daed9f18c9232022-12-21T20:26:41ZengElsevierJournal of Lipid Research0022-22751990-02-01312315327Synthesis and applicability of photolabile 7,7-azo analogues of natural bile salt precursors.T Gengenbacher0W Gerok1U Giese2G Kurz3Institut für Organische Chemie and Biochemie, Universität Freiburg, F.R.G.Institut für Organische Chemie and Biochemie, Universität Freiburg, F.R.G.Institut für Organische Chemie and Biochemie, Universität Freiburg, F.R.G.Institut für Organische Chemie and Biochemie, Universität Freiburg, F.R.G.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.http://www.sciencedirect.com/science/article/pii/S0022227520432171 |
| spellingShingle | T Gengenbacher W Gerok U Giese G Kurz Synthesis and applicability of photolabile 7,7-azo analogues of natural bile salt precursors. Journal of Lipid Research |
| title | Synthesis and applicability of photolabile 7,7-azo analogues of natural bile salt precursors. |
| title_full | Synthesis and applicability of photolabile 7,7-azo analogues of natural bile salt precursors. |
| title_fullStr | Synthesis and applicability of photolabile 7,7-azo analogues of natural bile salt precursors. |
| title_full_unstemmed | Synthesis and applicability of photolabile 7,7-azo analogues of natural bile salt precursors. |
| title_short | Synthesis and applicability of photolabile 7,7-azo analogues of natural bile salt precursors. |
| title_sort | synthesis and applicability of photolabile 7 7 azo analogues of natural bile salt precursors |
| url | http://www.sciencedirect.com/science/article/pii/S0022227520432171 |
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