Document Detail

Pan-sulfation of bile salts markedly increases hydrophilicity and essentially abolishes self- and hetero-association with lecithin.
MedLine Citation:
PMID:  8347684     Owner:  NLM     Status:  MEDLINE    
In chronic liver disease, partially and to a lesser extent completely (pan-)sulfated common bile salts are synthesized, yet little information is available concerning their physical-chemical characteristics. We studied solution properties of pan-sulfated common free, taurine and glycine-conjugated bile salts, and the interactions of taurodeoxycholate di-sulfate (TDC-S) with lecithin. By reverse-phase HPLC, pan-sulfated glycine and taurine-conjugated bile salts were very hydrophilic, with hydrophobic indices 1.7 to 2.5 units lower than their non-sulfated congeners. In contrast to non-sulfated species, pan-sulfated free and glycine-conjugated bile salts produced simple potentiometric titration curves without precipitation of bile salt below the pK'A of the carboxylic acids. By quasi-elastic light scattering, critical micellar concentrations of TDC-S fell from 28 mM in 0.15 M NaCl to 3 mM in 4.0 M NaCl, a value slightly higher than that of TDC. TDC-S formed very small micelles (hydrodynamic radii approx. 11A) that, in contrast to TDC, did not grow with increases in bile salt (7-66 mM) or NaCl (0.15-2.0 M) concentrations. TDC-S formed mixed micelles with lecithin in 0.15 M NaCl, but with a micellar zone drastically reduced compared with that of the non-sulfated congener. However, in 4 M NaCl, the micellar zone of TDC-S expanded and approached that of the non-sulfated parent compound. Therefore, under physiological conditions, pan-sulfation of common bile salts should largely eliminate their capacity to form mixed micelles with membrane lipids.
J M Donovan; I M Yousef; M C Carey
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Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't; Research Support, U.S. Gov't, Non-P.H.S.; Research Support, U.S. Gov't, P.H.S.    
Journal Detail:
Title:  Biochimica et biophysica acta     Volume:  1182     ISSN:  0006-3002     ISO Abbreviation:  Biochim. Biophys. Acta     Publication Date:  1993 Aug 
Date Detail:
Created Date:  1993-09-15     Completed Date:  1993-09-15     Revised Date:  2007-11-14    
Medline Journal Info:
Nlm Unique ID:  0217513     Medline TA:  Biochim Biophys Acta     Country:  NETHERLANDS    
Other Details:
Languages:  eng     Pagination:  37-45     Citation Subset:  IM    
Department of Medicine, Harvard Medical School, Brigham and Women's Hospital, Boston, MA.
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MeSH Terms
Bile Acids and Salts / chemistry*,  metabolism
Cholestasis / metabolism
Glycine / chemistry
Hydrogen-Ion Concentration
Liver Diseases / metabolism
Membrane Lipids / metabolism
Particle Size
Phosphatidylcholines / chemistry*
Sulfates / chemistry*
Taurine / chemistry
Grant Support
Reg. No./Substance:
0/Bile Acids and Salts; 0/Membrane Lipids; 0/Phosphatidylcholines; 0/Solutions; 0/Sulfates; 107-35-7/Taurine; 56-40-6/Glycine

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