High-Affinity Disaccharide Binding by Tricyclic Synthetic Lectins

Bunyarithi Sookcharoenpinyo, Emmanuel Klein, Yann Ferrand, D. Barney Walker, Peter R. Brotherhood, Chenfeng Ke, Matthew P. Crump, Anthony P. Davis*

*Corresponding author for this work

Research output: Contribution to journalArticle (Academic Journal)peer-review

62 Citations (Scopus)
3 Downloads (Pure)

Abstract

Rigid preorganization is not always the best approach to molecular recognition. Unlike previous synthetic lectins, new receptors (see picture) were synthesized that possess conformational freedom which allows hydrophobically driven collapse of the cavity. Nonetheless, they bind their carbohydrate targets in water with ground-breaking affinities (up to 4500 M−1 for methyl cellobioside, R=Me) and selectivities.
Original languageEnglish
Pages (from-to)4586-4590
Number of pages5
JournalAngewandte Chemie - International Edition
Volume51
Issue number19
Early online date29 Mar 2012
DOIs
Publication statusPublished - 3 May 2012

Keywords

  • biomimetic hosts
  • carbohydrates
  • molecular recognition
  • receptors
  • supramolecular chemistry

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