Synthesis of glycopeptoid sulfonamides diversifying N-glycopeptide linkage region mimics

Abstract

Replacing the planar carboxamides with tetrahedral sulfonamides in the glycopeptoid backbone, glycopeptoid sulfonamides were synthesized as N-glycopeptide mimics with diverse structures using β-peptoid, chiral amino acids and β-amide or β-sulfonamide linked amino acids with different functional groups. The sulfonamide group exists in different conformations and participates in C–H…O interactions.