Chiral recognition at self-assembled multivalent (SAMul) nanoscale interfaces – enantioselectivity in polyanion binding

Ching W. Chan; Erik Laurini; Paola Posocco; Sabrina Pricl; David K. Smith

doi:10.1039/C6CC04470K

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Chiral recognition at self-assembled multivalent (SAMul) nanoscale interfaces – enantioselectivity in polyanion binding†

Ching W. Chan,^a Erik Laurini,^b Paola Posocco,^b Sabrina Pricl^b and David K. Smith*^a

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* Corresponding authors

^a Department of Chemistry, University of York, Heslington, York, UK
E-mail: david.smith@york.ac.uk

^b Simulation Engineering (MOSE) Laboratory, Department of Engineering and Architectures (DEA), University of Trieste, Trieste, Italy

Abstract

Self-assembled multivalent (SAMul) ligands based on palmitic acid functionalised with cationic L/D-lysine bind polyanionic heparin or DNA with no chiral preference. Inserting a glycine spacer unit switches on chiral discrimination – a rare example of controlled chiral recognition at a SAMul nanoscale interface.

This article is part of the themed collection: Chirality at the nanoscale

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Article information

DOI: https://doi.org/10.1039/C6CC04470K
Article type: Communication
Submitted: 27 May 2016
Accepted: 27 Jul 2016
First published: 05 Aug 2016

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Chem. Commun., 2016,52, 10540-10543

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Chiral recognition at self-assembled multivalent (SAMul) nanoscale interfaces – enantioselectivity in polyanion binding

C. W. Chan, E. Laurini, P. Posocco, S. Pricl and D. K. Smith, Chem. Commun., 2016, 52, 10540 DOI: 10.1039/C6CC04470K

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Chemical Communications

Chiral recognition at self-assembled multivalent (SAMul) nanoscale interfaces – enantioselectivity in polyanion binding†

Abstract

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Chiral recognition at self-assembled multivalent (SAMul) nanoscale interfaces – enantioselectivity in polyanion binding

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