Temporary attachment of carbohydrates to cyclopeptide templates:: a new strategy for single-bead analysis of multivalent neoglycopeptides

[摘要] Employing a cleavable carbohydrate-peptide linker, a new strategy for single-bead analysis of multivalent cyclic neoglycopeptides based on Edman degradation is described. Edman degradation of glycopeptides is hampered by the acid lability of the glycosidic bond and potential incompatibilities of phenylthiohydantoin (PTH) derivatives of glycosylated amino acids with PTH derivatives of the proteinogenic amino acids. To overcome this problem, carbohydrates are detached from the cyclopeptide templates before single-bead analysis, allowing for micro sequencing under routine conditions. With this strategy, application of multivalent cyclic neoglycopeptides in split-mix libraries with a subsequent screening process becomes possible for the first time. (C) 2003 Elsevier Ltd. All rights reserved.

[发布日期] 2003-12-22

[关键词] Edman degradation;glycopeptides;combinatorial chemistry;multivalency