First synthesis of phosphonobile acids and preliminary studies on their aggregation properties.
The synthesis of three novel phosphonobile acids from natural bile acids is reported. The CMC of phosphonodeoxycholic acid (PDCA) at pH 8.2 was found to be lower than that of the parent deoxycholic acid (DCA). PDCA micelles were also found to have higher microviscosity compared to DCA micelles, suggesting higher hydrophobicity and tighter packing in the interior of PDCA micelles. PDCA aggregated further to form an aqueous gel at pH 4.
Maitra
Uday
U
Department of Organic Chemistry, Indian Institute of Science, Bangalore 560012, India. maitra@orgchem.iisc.ernet.in
Babu
Ponnusamy
P
D001647:Bile Acids and Salts / Q000138:chemical synthesis* / Q000737:chemistry; D003840:Deoxycholic Acid / Q000031:analogs & derivatives / Q000737:chemistry; D004161:Diphenylhexatriene / Q000737:chemistry; D008823:Micelles; D008956:Models, Chemical; D015394:Molecular Structure; D063065:Organophosphonates / Q000737:chemistry*; D011721:Pyrenes / Q000737:chemistry; D013050:Spectrometry, Fluorescence; D013499:Surface Properties
D001647:Bile Acids and Salts; D008823:Micelles; D063065:Organophosphonates; D011721:Pyrenes; D003840:Deoxycholic Acid; D004161:Diphenylhexatriene; C030984:pyrene