Regio- and stereo-selectively deuteriated sialyl glycerolipids for dynamic studies by 2H NMR spectroscopy

Abstract
Unlabelled and deuterium labelled [3-2H1]1,2-di-O-tetradecyl-sn-glycerol were prepared from D-mannitol through the intermediary of 3,4-isopropylidene-D-mannitol; regio- and stereo-selective mono- and bis-deuteriation of sialic acid under base catalysed enolization gave [3ax-2H1]- and [3ax,3eq-2H2]-sialic acids which were glycosidated with the glycerolipids after derivatization.

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