Cellular and Molecular Life Sciences

, Volume 66, Issue 19, pp 3177–3191 | Cite as

Progress in biomimetic carbohydrate recognition

  • D. Barney Walker
  • Gururaj Joshi
  • Anthony P. Davis
Review

Abstract

The importance of carbohydrate recognition in biology, and the unusual challenges involved, have lead to great interest in mimicking saccharide-binding proteins such as lectins. In this review, we discuss the design of artificial carbohydrate receptors, focusing on those which work under natural (i.e. aqueous) conditions. The problem is intrinsically difficult because of the similarity between substrate (carbohydrate) and solvent (water) and, accordingly, progress has been slow. However, recent developments suggest that solutions can be found. In particular, the “temple” family of carbohydrate receptors show good affinities and excellent selectivities for certain all-equatorial substrates. One example is selective for O-linked β-N-acetylglucosamine (GlcNAc, as in the O-GlcNAc protein modification), while another is specific for β-cellobiosyl and closely related disaccharides. Both show roughly millimolar affinities, matching the strength of some lectin–carbohydrate interactions.

Keywords

Carbohydrates Molecular recognition Supramolecular chemistry Synthetic receptors Biomimetic chemistry 

Notes

Acknowledgments

The work from the authors’ group described in this article was supported by Enterprise Ireland, the European Union, the University of Bristol and EPSRC (EP/D060192/1). Thanks are due to the many coworkers and collaborators who have contributed to this programme.

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Copyright information

© Birkhäuser Verlag, Basel/Switzerland 2009

Authors and Affiliations

  • D. Barney Walker
    • 1
  • Gururaj Joshi
    • 1
  • Anthony P. Davis
    • 1
  1. 1.School of ChemistryUniversity of BristolBristolUK

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