1H and 13C NMR signal assignments of carboxyl-linked glucosides of bile acids

Takashi Iida, Genta Kakiyama, Akari Shimada, Kumiko Mushiake, Nariyasu Mano, Junichi Goto, Toshio Nambara

Research output: Contribution to journalArticlepeer-review

6 Citations (Scopus)

Abstract

Complete 1H and 13C resonance assignments were carried out for a new type of carboxyl-linked glucosides of chenodeoxycholic (3α,7α-dihydroxy-5β-cholan-24-oic) and hyodeoxycholic (3α,6α-dihydroxy-5β-cholan24-oic) acids by using several homonuclear (1H-1H) and heteronuclear (1H- 13C) 2D NMR techniques. Differences in the 1H and 13C resonances between the α- and β-anomers of the ester glucosides of bile acids were clarified for the first time. A comparison of the 1H and 13C signal shifts induced by β -D-glucosidation at the 24-carboxyl and 3α-hydroxyl groups in the parent 5β-cholanoic acid was also made.

Original languageEnglish
Pages (from-to)260-264
Number of pages5
JournalMagnetic Resonance in Chemistry
Volume41
Issue number4
DOIs
Publication statusPublished - 2003 Apr 1

Keywords

  • Bile acid esters of glucose
  • C NMR
  • Carboxyl-linked glucosides of bile acids
  • Glycosidic conjugates of bile acids
  • H NMR
  • H-C shift-correlated 2D NMR
  • H-H shift-correlated 2D NMR
  • NMR

ASJC Scopus subject areas

  • Chemistry(all)
  • Materials Science(all)

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