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Synthesis of fish antifreeze neoglycopeptides using microwave-assisted "click chemistry"
Nicole Miller1, Geoffrey M Williams, Margaret A Brimble
1Department of Chemistry, University of Auckland, Private Bag 92019, Auckland, New Zealand.
Abstract:
Microwave-enhanced click glycoconjugation of a propargylated alpha-GalNAc sugar moiety with an azido-functionalized amino acid or multiazido-functionalized peptides using a catalytic quantity of Cu(I) enabled a high-yielding and rapid synthesis of a "Tn-antigen mimic" and click analogues of antifreeze glycopeptides, thus demonstrating a valuable synthetic platform for the synthesis of biologically relevant neoglycopeptides.
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