Heparin versus DNA: Chiral preferences in polyanion binding to self-assembled multivalent (SAMul) nanostructures

Stephen M. Bromfield; David K. Smith

doi:10.1021/jacs.5b04344

Heparin versus DNA: Chiral preferences in polyanion binding to self-assembled multivalent (SAMul) nanostructures

Stephen M. Bromfield, David K. Smith^*

^*Corresponding author for this work

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

Abstract

This communication presents simple cationic self-assembling multivalent (SAMul) first generation dendrons based on l or d lysine, which form identical nanoscale assemblies in terms of dimensions and charge densities but toward which DNA and heparin exhibit different chiral binding preferences. However, higher generation dendrons with larger hydrophilic head groups are bound identically by these polyanions, irrespective of chirality. We propose that well-organized chiral ligands on the surface of self-assembled nanostructures can exhibit enantioselective polyanion binding. This demonstrates that small structural changes can be amplified by self-assembly and impact on nanoscale binding.

Original language	English
Pages (from-to)	10056-10059
Number of pages	4
Journal	Journal of the American Chemical Society
Volume	137
Issue number	32
DOIs	https://doi.org/10.1021/jacs.5b04344
Publication status	Published - 19 Aug 2015

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10.1021/jacs.5b04344

JACS Stephen Chirality 2015
© American Chemical Society 2015. This content is made available by the publisher under a Creative Commons CC BY Licence
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AB - This communication presents simple cationic self-assembling multivalent (SAMul) first generation dendrons based on l or d lysine, which form identical nanoscale assemblies in terms of dimensions and charge densities but toward which DNA and heparin exhibit different chiral binding preferences. However, higher generation dendrons with larger hydrophilic head groups are bound identically by these polyanions, irrespective of chirality. We propose that well-organized chiral ligands on the surface of self-assembled nanostructures can exhibit enantioselective polyanion binding. This demonstrates that small structural changes can be amplified by self-assembly and impact on nanoscale binding.

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Heparin versus DNA: Chiral preferences in polyanion binding to self-assembled multivalent (SAMul) nanostructures

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David K. Smith

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