Parallel Synthesis of Glycopeptide Arrays

Parallel synthesis of 62 different fucosylated tripeptides resulted in two ligands with submicromolar affinity for the P-selectin however, the desired activity for the E-selectin was not observed [92], For the E-selectin selectivity it was necessary to incorporate a hydroxyl group which mimics the 4-hydroxyl of the central Gal in S-Le in addition to a Fuc-residue and a carboxylate to obtain ligands with 10-fold increased activity over 

In an elegant and different approach, an array of C-linked, glycopeptide-like mimics of SLex were synthesized in parallel by an Ugi four-component reaction. Reaction of different anomeric two- or three-carbon extended C-glycosyl aldehydes or acids with resin-bound amine, isonitriles and with other acids or aldehydes, respectively, yielded an array of C-linked analogues. The method is easy to perform in good yield on solid phase. How- 

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PARALLEL AND LIBRARY SYNTHESIS OF GLYCOPEPTIDES 14.7.1 Parallel Synthesis of Glycopeptide Arrays... 

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