Solution Geometry and Long-Range Coupling in Carbohydrate Mimetics from Glycal Dimerization

Document Type

Poster

Department

Chemistry

Conference Title

239th American Chemical Society (ACS) National Meeting

Organization

American Chemical Society (ACS)

Location

San Francisco, CA

Conference Dates

March 21-25, 2010

Date of Presentation

3-22-2010

Abstract

The solution structures of three carbohydrate mimetics with gluco-, cellobio- and lacto-configurations from glycal dimerization are discussed. NOE experiments were used to establish the conformation across the glycosidic bond for both tetrasaccharide mimetics. J-resolved HMBC NMR experiments were used to measure long-range H,C coupling constants derived from iterative fitting of sin(pJHCt). The structures were found to be rigid with very little conformational averaging across the direct C-C-linkage.

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