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Org Lett. 2013 Oct 4;15(19):5048-51. doi: 10.1021/ol402381n. Epub 2013 Sep 13.

A β-boronopeptide bundle of known structure as a vehicle for polyol recognition.

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Department of Chemistry, Department of Molecular Biophysics and Biochemistry, and Department of Molecular, Cellular and Developmental Biology, Yale University , New Haven, Connecticut 06520-8107, United States.


Despite significant progress in the design of receptors and sensors for simple polyols and monosaccharides, few synthetic receptors discriminate among multiple saccharide units simultaneously, especially under physiological conditions. Described here is the three-dimensional structure of a supramolecular complex-a β-peptide bundle-designed for the potential to interact simultaneously with as many as eight discrete monosaccharide units. The preliminary evaluation of this construct as a vehicle for polyol binding is also presented.

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