Complete 1H and 13C Resonance Assignments of Glycosidic Conjugates of Hyodeoxycholic Acid by Two-Dimensional NMR Techniques

Toshiaki Momose, Takashi Iida, Kumiko Mushiake, Junichi Goto, Toshio Nambara

Research output: Contribution to journalArticlepeer-review

4 Citations (Scopus)

Abstract

1H and 13C NMR signals were completely assigned for six 3α- and 6α-O-β-D-glycosidic conjugates (glucosides, glucuronides and N-acetylglucosaminides) of hyodeoxycholic (3α,6α-dihydroxy-5β-cholanoic) acid as their methyl ester-acetate derivatives (three being 3-glycosides and three corresponding 6-analogues). The signal assignments were performed using conventional ID NMR and several homonuclear and heteronuclear shift-correlated 2D NMR techniques (1H-1H COSY, 1H-1H NOESY, 1H-1H HOHAHA, 1H-13C HETCOR, long-range 1H-13C HETCOR). The 1H and 13C signals serving to characterize each of the bile acid glycosides were identified and used in the structural elucidation of these types of biologically important compounds.

Original languageEnglish
Pages (from-to)681-688
Number of pages8
JournalMagnetic Resonance in Chemistry
Volume34
Issue number9
DOIs
Publication statusPublished - 1996 Sep 1

Keywords

  • Bile acid
  • C NMR
  • Glucoside
  • Glucuronide
  • Glycosidic conjugate
  • H NMR
  • Hyodeoxycholic acid glycoside
  • N-acetylglucosaminide
  • NMR

ASJC Scopus subject areas

  • Chemistry(all)
  • Materials Science(all)

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