Cholesterol 20, 22-epoxides: no conversion to pregnenolone by adrenal cytochrome P-450SCC. |
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Authors: | M Morisaki K Bannai N Ikekawa M Shikita |
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Institution: | Laboratory of Chemistry for Natural Products, Tokyo Institute of Technology, Meguro-ku, Tokyo, Japan;National Institute of Radiological Sciences, Anagawa, Chiba-shi, Japan |
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Abstract: | All of the four 20,22-epoxycholesterols and (E)-20(22)-dehydrocholesterol were chemically synthesized and incubated with purified adrenocortical cytochrome P-450scc in the presence of an appropriate electron-supplying system. None of these cholesterol derivatives were significantly converted to pregnenolone by the enzyme. A slight inhibition of the side-chain cleavage of radioactive cholesterol was observed by the addition of the cholesterol derivatives, but there occurred no trapping of the radioactivity by these compounds. It may be concluded that the side-chain cleavage of cholesterol by the adrenal cytochrome P-450 does not operate through olefin and epoxide formation as the intermediates. |
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Keywords: | P-450 specific for side-chain cleavage of cholesterol |
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