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Synthesis and conformational analysis of the repeating units of bacterial spore peptidoglycan
Authors:Keglević Dina  Kojić-Prodić Biserka  Tomisić Zrinka Banić
Institution:Rudjer Boskovi? Institute, P.O. Box 180, Bijenicka 54, HR-10002, Zagreb, Croatia.
Abstract:Deprotection of the fully blocked disacharide allyl O-(2-amino-4,6-O-benzylidene-3-O-(R)-1-carboxyethyl]-2-deoxy-beta-D-glucopyranosyl-1',2-lactam)-(1-->4)-2-acetamido-3,6-di-O-benzyl-2-deoxy-beta-D-glucopyranoside by selective de-O-allylation and parallel removal of the benzylidene and O-benzyl groups is described. The resulting beta-muramyl lactam-(1-->4)-GlcNAc disaccharide is characterised as the per-O-acetylated derivative by 1H and 13C NMR spectroscopy and X-ray structure analysis. Conformational analysis about glycosidic bond of repeating units of bacterial spore cortex is based on experimental data and molecular modelling.
Keywords:Bacterial spore cortex repeating unit  Peptidoglycan  N-Acetylglucosamine  Muramic acid 1′  2-lactam  Synthesis  NMR  X-ray structure analysis  Molecular modelling  Conformational analysis
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