Abstract

Three isotope-edited n.m.r. methods have been applied to selectively 13C-substituted monosaccharides and nucleosides to simplify their spectra and/or measure 1H 1H, 13C 1H, or 13C 13C spin-couplings detected via the labeled site. 1D INADEQUATE spectra allowed the selective detection of the natural-abundance carbons that are spin-coupled to the labeled carbon, and adjustment of the mixing time permitted further discrimination between one-bond and longer-range 13C 13C coupling pathways. Geminal and vicinal 13C 1H coupling constants were determined from the analysis of 1H 1H COSY cross-peaks for those protons coupled to the labeled carbon. Long-range 13C-(HETCOR) and 1H-detected (HMBC) 13C 1H chemical-shift correlation spectra permitted the selective observation of those protons coupled to the labeled site, and J H,H values were measured from data projections. The implications of these methods for structural studies of more complex systems is briefly discussed.

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