Abstract
Cholesterol has persistently captured the attention of biologists and clinicians because of its ubiquitous occurrence in mammalian tissues and its possible role in the etiology of metabolic diseases such as atherosclerosis and cholelithiasis. Sterols and bile acids in general have also been of great interest to organic chemists and biochemists because their ring systems present a rather rigid structure to which multiple substituents may be attached in various steric configurations. Cholesterol, for example, has eight asymmetric carbon atoms (at C-3, C-8, C-9, C-10, C-13, C-14, C-17 and C-20). Theoretically, 28 = 256 different stereoisomers are possible, but only a single stereoisomer of cholesterol exists in nature.
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References
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Mosbach, E.H., Shefer, S., Salen, G. (1979). Bile Acids: Stereospecific Side-Chain Hydroxylations in the Biosynthesis of Chenodeoxycholic Acid. In: Fisher, M.M., Goresky, C.A., Shaffer, E.A., Strasberg, S.M. (eds) Gallstones. Hepatology, vol 4. Springer, Boston, MA. https://doi.org/10.1007/978-1-4615-7064-6_16
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DOI: https://doi.org/10.1007/978-1-4615-7064-6_16
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