First Synthesis of Phosphonobile Acids and Preliminary Studies on Their Aggregation Properties

Steroids. 2003 May;68(5):459-63. doi: 10.1016/s0039-128x(03)00051-5.

Abstract

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.

Publication types

  • Comparative Study
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Bile Acids and Salts / chemical synthesis*
  • Bile Acids and Salts / chemistry
  • Deoxycholic Acid / analogs & derivatives
  • Deoxycholic Acid / chemistry
  • Diphenylhexatriene / chemistry
  • Micelles
  • Models, Chemical
  • Molecular Structure
  • Organophosphonates / chemistry*
  • Pyrenes / chemistry
  • Spectrometry, Fluorescence
  • Surface Properties

Substances

  • Bile Acids and Salts
  • Micelles
  • Organophosphonates
  • Pyrenes
  • Deoxycholic Acid
  • Diphenylhexatriene
  • pyrene