Chemoselectively Template-Assembled Glycoconjugates as Mimics for Multivalent Presentation of Carbohydrates

Abstract

[structure: see text] We report the highly efficient preparation of well-defined tetravalent glycoconjugates as potential tools for cell targeting and cell-surface mimics. Our strategy is based on chemoselective assembly of aminooxy carbohydrates to a cyclic decapeptide template presenting aldehydes, namely, a "regioselectively addressable functionalized template" (RAFT). Preliminary recognition assays of tetramannosyl glycoconjugate (20) with specific lectin (Concanavalin A) using the fluorescence anisotropy method are also reported.