Chemoselectively template-assembled glycoconjugates as mimics for multivalent presentation of carbohydrates.
[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.
Renaudet
Olivier
O
LEDSS, UMR-CNRS 5616, Université Joseph Fourier, F-38041 Grenoble Cedex 9, France.
Dumy
Pascal
P
D002241:Carbohydrates / Q000737:chemistry*; D002462:Cell Membrane / Q000737:chemistry; D016503:Drug Delivery Systems; D005454:Fluorescence Polarization; D006001:Glycoconjugates / Q000138:chemical synthesis* / Q000737:chemistry*; D018716:Molecular Mimicry; D015394:Molecular Structure
D002241:Carbohydrates; D006001:Glycoconjugates