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

Michael S. Melicher; John Chu; Allison S. Walker; Scott J. Miller; Richard H.G. Baxter; Alanna Schepartz

doi:10.1021/ol402381n

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

Michael S. Melicher
, John Chu
, Allison S. Walker
, Scott J. Miller
, Richard H.G. Baxter
, Alanna Schepartz

Cancer Signaling and Microenvironment (CSM)

Yale University

Research output: Contribution to journal › Article › peer-review

23 Scopus citations

Abstract

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.

Original language	English
Pages (from-to)	5048-5051
Number of pages	4
Journal	Organic Letters
Volume	15
Issue number	19
DOIs	https://doi.org/10.1021/ol402381n
State	Published - Oct 4 2013

Keywords

Molecular Structure
Monosaccharides/chemistry
Peptides/chemistry
Polymers/chemistry

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10.1021/ol402381n

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abstract = "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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AU - Melicher, Michael S.

AU - Chu, John

AU - Walker, Allison S.

AU - Miller, Scott J.

AU - Baxter, Richard H.G.

AU - Schepartz, Alanna

PY - 2013/10/4

Y1 - 2013/10/4

N2 - 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.

AB - 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.

KW - Molecular Structure

KW - Monosaccharides/chemistry

KW - Peptides/chemistry

KW - Polymers/chemistry

UR - https://www.scopus.com/pages/publications/84885129025

U2 - 10.1021/ol402381n

DO - 10.1021/ol402381n

M3 - Article

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SP - 5048

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JO - Organic Letters

JF - Organic Letters

IS - 19

ER -

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

Abstract

Keywords

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