Facile synthesis, aggregation behavior, and cholesterol solubilization ability of avicholic acid.
[reaction: see text] Avicholic acid, a major constituent of the bile of several avian species, was synthesized in eight steps from readily available chenodeoxycholic acid in 9% overall yield using Breslow's remote functionalization strategy in a key step. Micelle formation and equilibrium cholesterol solubilization properties were studied for avicholate in aqueous solution.
Mukhopadhyay
Samrat
S
Department of Organic Chemistry, Indian Institute of Science, Bangalore 560012, India.
Maitra
Uday
U
D000818:Animals; D001646:Bile / Q000737:chemistry; D001647:Bile Acids and Salts / Q000737:chemistry; D001717:Birds; D002635:Chenodeoxycholic Acid / Q000031:analogs & derivatives / Q000138:chemical synthesis* / Q000737:chemistry*; D002784:Cholesterol / Q000737:chemistry*; D006801:Humans; D008823:Micelles; D008956:Models, Chemical; D015394:Molecular Structure; D012995:Solubility
D001647:Bile Acids and Salts; D008823:Micelles; C490144:avicholic acid; D002635:Chenodeoxycholic Acid; D002784:Cholesterol