William T. Wiesler

Microscale structure determination of oligosaccharides by the exciton chirality method

Application of the circular dichroic exciton chirality method, a powerful chiroptical tool for the determination of absolute configuration at stereocenters in organic molecules, to oligosaccharide structure elucidation is described. The general strategy is to exploit the highly sensitive CD spectra of sugars derivatized with exciton chromophores to differentiate the hydroxyl groups that are free from those that are involved in glycosidic linkages, without the need for authentic standards

Assignment of relative and absolute configuration of acyclic polyols and aminopolyols by circular dichroism - trends follow fischer's sugar family tree

Abstract Reference CD curves (measured in methylcyclohexane) of a homologous series of 1 ,2-polyols up to pentols derivatized as anthroates at 1-OH and p-methoxycinnamates at the remaining hydroxyl groups show a systematic trend that greatly simplifies assignments of relative and absolute configurations. The same trend also holds for the corresponding 1-aminopolyols, but not for 2-aminopolvols.