Heteronuclear coupling constants of hydroxyl protons in a water solution of oligosaccharides: Trehalose and sucrose

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Abstract

Relatively few details are known about the conformational preferences of hydroxyl groups in carbohydrates in water solution, though these would be informative about solvation and H-bonding. We show that highly concentrated solutions of sucrose and trehalose exhibit surprisingly well-resolved 1H NMR spectra in a deuterium oxide-water solvent mixture at subzero temperatures. Measurement conditions are suitable to extract nearly all homonuclear and, for the first time, heteronuclear coupling constants of OH groups of carbohydrates in their natural abundance. For 2,3J(HO,C) coupling constants new, powerful variants of HETLOC and HECADE techniques were applied. The present data do not support the presence of persistent H-bonds in these two cryogenic disaccharides. Copyright (C) 1999 Elsevier Science Ltd.

Original languageEnglish
Pages (from-to)267-272
Number of pages6
JournalCarbohydrate Research
Volume320
Issue number3-4
DOIs
Publication statusPublished - Aug 15 1999

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Keywords

  • Hydration
  • NMR coupling constants
  • Sucrose
  • Trehalose

ASJC Scopus subject areas

  • Analytical Chemistry
  • Biochemistry
  • Organic Chemistry

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