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

Sukhdev Manku; Dennis G. Hall

doi:10.1071/CH07263

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

Sukhdev Manku ^A and Dennis G. Hall ^A ^B

+ Author Affiliations

- Author Affiliations

^A Department of Chemistry, University of Alberta, Edmonton, Alberta, T6G 2G2, Canada.

^B Corresponding author. Email: dennis.hall@ualberta.ca

Australian Journal of Chemistry 60(11) 824-828 https://doi.org/10.1071/CH07263
Submitted: 26 July 2007 Accepted: 18 September 2007 Published: 1 November 2007

Abstract

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.

Acknowledgements

This research was supported by the Natural Sciences and Engineering Research Council (NSERC) of Canada and the Alberta Heritage Foundation for Medical Research (AHFMR). SM thanks AHFMR for a graduate scholarship. The authors thank Prof. Ole Hindsgaul (Carlsberg Laboratories, Denmark) for a generous gift of Le^b precursor 5.

References

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

Abstract

Acknowledgements

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