Campus Units

Chemistry

Document Type

Article

Publication Version

Accepted Manuscript

Publication Date

4-2019

Journal or Book Title

Journal of Molecular Recognition

Volume

32

Issue

4

First Page

e2769

DOI

10.1002/jmr.2769

Abstract

Molecular recognition in water is an important challenge in supramolecular chemistry. Surface‐core double cross‐linking of template‐containing surfactant micelles by the click reaction and free radical polymerization yields molecularly imprinted nanoparticles (MINPs) with guest‐complementary binding sites. An important property of MINP‐based receptors is the surface‐cross‐linking between the propargyl groups of the surfactants and a diazide cross‐linker. Decreasing the number of carbons in between the two azides enhanced the binding affinity of the MINPs, possibly by keeping the imprinted binding site more open prior to the guest binding. The depth of the binding pocket can be controlled by the distribution of the hydrophilic/hydrophobic groups of the template and was found to influence the binding in addition to electrostatic interactions between oppositely charged MINPs and guests. Cross‐linkers with an alkoxyamine group enabled two‐stage double surface‐cross‐linking that strengthened the binding constants by an order of magnitude, possibly by expanding the binding pocket of the MINP into the polar region. The binding selectivity among very similar isomeric structures also improved.

Comments

This is the peer-reviewed version of the following article: Zhang, Shize, and Yan Zhao. "Tuning surface‐cross‐linking of molecularly imprinted cross‐linked micelles for molecular recognition in water." Journal of Molecular Recognition 32, no. 4 (2019): e2769, which has been published in final form at DOI: 10.1002/jmr.2769. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Self-Archiving. Posted with permission.

Copyright Owner

John Wiley & Sons, Ltd.

Language

en

File Format

application/pdf

Published Version

Included in

Chemistry Commons

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