Synthesis, Decoding, and Preliminary Screening of a Bead-Supported Split-Pool Library of Triboronic Acid Receptors for Complex Oligosaccharides

A controlled synthesis of a prototypic bead-supported combinatorial library of 289 triamine-derived triboronic acid receptors for oligosaccharides was achieved using the split-pool strategy with bead encoding using the method of partial termination synthesis. Although a preliminary screening of the library against the Lewis-b tetrasaccharide in neutral water failed to show tight-binding receptors, single beads from the library can be decoded efficiently using high performance liquid chromatography with electrospray mass spectrometric detection. This proof-of-concept could become generally applicable with the help of improved glycoside-binding boronic acid units.