'Click' glycosylation of peptides through cysteine propargylation and CuAAC.
作者： Sandrine Lamandé-Langle , Charlotte Collet , Raphaël Hensienne , Christine Vala , Françoise Chrétien
DOI: 10.1016/J.BMC.2014.09.056
关键词: Cysteine 、 Chemistry 、 Peptide 、 Cycloaddition 、 Click chemistry 、 Residue (chemistry) 、 Glycopeptide 、 Glycosylation 、 Glycoconjugate 、 Combinatorial chemistry
摘要: Abstract ‘Click’ glycosylation of cysteine-containing peptides were carried out in good yield by Copper(I)-catalyzed Azide–Alkyne Cycloaddition (CuAAC). For that functionalized though direct propargylation the cysteine residue allowing their use CuAAC with suitable free or protected azido sugars gluco, manno and galacto configuration. Among these glycopeptides a series ‘glycoRGD’ obtained submitted to vitro platelet aggregation tests, showing pseudoglycosylation adhesion sequence lowers IC50 value thus could improve vivo pharmacokinetic properties.
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