Abstract
THE provision of model compounds1–5 containing amino-acids attached to sugars is of importance in evaluating the stability of the various types of carbohydrate–peptide linkages which may occur in glycopeptides. Hitherto, investigations1,2,6–8 with hexosamines (usually D-glucos-amine) have been confined largely to the synthesis of compounds (the so-called glucopeptides) involving single amino-acid residues, and instances of the condensation of hexosamines with dipeptides and higher peptides are rare. Bertho and Maier9, for example, synthesized N-(dialanyl)-D-glucosamine by treatment of 1,3,4,6-tetra-O-acetyl-N-alanyl-D-glucosamine with 2-azidopropi-onylchloride followed by reduction of the azide group to an amine. Such syntheses involve several stages and are difficult to accomplish.
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AMIR, S., BRIMACOMBE, J. & STACEY, M. Synthesis of Glucopeptides. Nature 203, 401–402 (1964). https://doi.org/10.1038/203401a0
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DOI: https://doi.org/10.1038/203401a0
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