Configurational and conformational classification of pyranose sugars

Abstract

Automated cluster analysis is used to examine the conformation and configuration of pyranose sugars. Previous findings on this issue are confirmed, importantly from an analysis that requires no prior knowledge of the significant factors determining the conformational classification. The findings on the conformations adopted in the crystalline solid state are found to be different to existing quantum chemical calculations performed for D-glucose in the gas phase, but consistent with empirically determined conformations in the solution state. The use of this clustering analysis in studying chirality in the determined structures is discussed, as is the ability of this type of method to examine higher dimensions within the metric multi-dimensional scaling formalism.