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Proton magnetic resonance studies of the aggregation of taurine-conjugated bile salts.

Publication ,  Journal Article
Stevens, RD; Ribeiro, AA; Lack, L; Killenberg, PG
Published in: J Lipid Res
January 1992

The concentration dependence of the 500 MHz 1H-NMR spectra of taurocholate, taurochenodeoxycholate, taurodeoxycholate, and the monosulfate esters of taurochenodeoxycholate has been examined at 0.154 M NaCl in D2O. The resonances of the C18, C19, and C21 methyl groups and the C23 methylene group are differentially broadened with respect to the C25 and C26 methylene and C7 (or C12) methine groups with increasing bile salt concentration for each of the bile salts studied. These data confirm hydrophobic association and indicate that the side chain contributes to the hydrophobic surface of the bile salt. The chemical shift difference of the anisochronous C23 methylene protons is different in monomer and aggregate form. The C25 methylene protons are isochronous in monomeric form but anisochronous in aggregate form. The concentration dependence of the observed chemical shifts has been analyzed to estimate the critical concentration associated with the onset of these changes. The conformer population about the C22-C23 bond changes before the anisochronicity of the C25 methylene protons develops. This indicates that the C23 methylene group is affected by the initial stages of self-association, whereas specific motional constraints about the N-C25 bond in the taurine moiety are only induced in large primary micelles. The difference in the chemical shift of the C25 methylene protons depends on the structure of the bile salt. The relative magnitude of the shift differences is not altered by the presence of phosphatidylcholine. The data suggest that in primary micelles or mixed micelles the taurine moiety conforms to segregate the hydrophilic groups of the bile salt and effects greater van der Waals' contact between the hydrophobic surfaces.

Duke Scholars

Published In

J Lipid Res

ISSN

0022-2275

Publication Date

January 1992

Volume

33

Issue

1

Start / End Page

21 / 29

Location

United States

Related Subject Headings

  • Taurodeoxycholic Acid
  • Taurocholic Acid
  • Taurochenodeoxycholic Acid
  • Taurine
  • Phosphatidylcholines
  • Magnetic Resonance Spectroscopy
  • Electrochemistry
  • Biochemistry & Molecular Biology
  • Bile Acids and Salts
  • 3205 Medical biochemistry and metabolomics
 

Citation

APA
Chicago
ICMJE
MLA
NLM
Stevens, R. D., Ribeiro, A. A., Lack, L., & Killenberg, P. G. (1992). Proton magnetic resonance studies of the aggregation of taurine-conjugated bile salts. J Lipid Res, 33(1), 21–29.
Stevens, R. D., A. A. Ribeiro, L. Lack, and P. G. Killenberg. “Proton magnetic resonance studies of the aggregation of taurine-conjugated bile salts.J Lipid Res 33, no. 1 (January 1992): 21–29.
Stevens RD, Ribeiro AA, Lack L, Killenberg PG. Proton magnetic resonance studies of the aggregation of taurine-conjugated bile salts. J Lipid Res. 1992 Jan;33(1):21–9.
Stevens, R. D., et al. “Proton magnetic resonance studies of the aggregation of taurine-conjugated bile salts.J Lipid Res, vol. 33, no. 1, Jan. 1992, pp. 21–29.
Stevens RD, Ribeiro AA, Lack L, Killenberg PG. Proton magnetic resonance studies of the aggregation of taurine-conjugated bile salts. J Lipid Res. 1992 Jan;33(1):21–29.

Published In

J Lipid Res

ISSN

0022-2275

Publication Date

January 1992

Volume

33

Issue

1

Start / End Page

21 / 29

Location

United States

Related Subject Headings

  • Taurodeoxycholic Acid
  • Taurocholic Acid
  • Taurochenodeoxycholic Acid
  • Taurine
  • Phosphatidylcholines
  • Magnetic Resonance Spectroscopy
  • Electrochemistry
  • Biochemistry & Molecular Biology
  • Bile Acids and Salts
  • 3205 Medical biochemistry and metabolomics