Synthesis of Solid-Supported Mirror-Image Sugars: A Novel Method for Selecting Receptors for Cellular-Surface Carbohydrates

Shenlan Mao, Yue Xu, Xuefei Huang, Lac Lee, P.S. Sears, Changshou Gao, Avery R. Coyle, Kim D. Janda, Chi‐Huey Wong

ChemBioChem · 2001 · 31 citations · 0 references

Concepts

Abstract

We introduced a novel method, through mirror-image phage display, for the identification of high-affinity D-peptides to target specific cell-surface carbohydrates. Both 3-deoxy-alpha-L-manno-2-octulosonic acid (L-KDO) and L-sialic acid and an L-sialo-disaccharide have been synthesized and attached to a solid support for selection of high-affinity peptide binders displayed on phages. Our initial studies in this effort produce single-chain Fab sequences and dodecapeptides that bind to sialic acid and KDO with nanomolar and high micromolar affinity.