Substrate specificity of adrenocortical cytochrome P-450scc—I. Effect of structural modification of cholesterol side-chain on pregnenolone production

M Masuo, D Carmenza, I Nobuo, S Mikio - Journal of steroid biochemistry, 1980 - Elsevier
Thirty four cholesterol analogues with modified side chain were chemically synthesized and
incubated with a highly purified preparation of cytochrome P-450 scc. It was shown that five
to ten carbon sidechain are required for the cleavage reaction to occur and that structural
modification in the side-chain especially around C-23 and C-25 positions either decreases
or increases the yield of pregnenolone. The results suggest that the enzyme requires a
relatively low, but not totally unlimited specificity for the side-chain structure of the substrate.