Campus Units

Chemistry

Document Type

Article

Publication Version

Accepted Manuscript

Publication Date

9-20-2018

Journal or Book Title

Chemistry - A European Journal

Volume

24

Issue

53

First Page

14001

Last Page

14009

DOI

10.1002/chem.201801401

Abstract

Sequence‐selective recognition of peptides in water has been one of the most important and yet unsolved problems in bioorganic and supramolecular chemistry. The motivation comes from not only the importance of these molecules in biology but also the fundamental challenges involved in the research. Molecular imprinting in doubly cross‐linked surfactant micelles offers a unique solution to this problem by creating a “supramolecular code” on the micelle surface that matches the structural features of the peptide chain. Hydrophobic “dimples” are constructed on imprinted micelles that match the hydrophobic side chains of the peptide precisely in size and shape. Polar binding functionalities are installed at correct positions to interact with specific acidic and basic groups on the peptide. Secondary hydrogen‐bonding and electrostatic interactions are introduced through imprinting to enhance the binding affinity and specificity further. Binding affinities of tens of nanomolar are readily achieved in water for biological peptides with over a dozen residues. Excellent binding selectivity is observed even for subtly different peptides. The synthesis of these protein‐sized nanoparticles involves a one‐pot reaction complete within 2 days; purification requires nothing but precipitation and solvent washing. These features make the molecularly imprinted nanoparticles (MINPs) highly promising peptide‐binding “artificial antibodies” for chemical and biological applications.

Comments

This is the peer-reviewed version of the following article: Zhao, Yan. "Sequence‐selective recognition of peptides in aqueous solution: a supramolecular approach through micellar imprinting." Chemistry–A European Journal 24, no. 53 (2018): 14001-14009, which has been published in final form at DOI: 10.1002/chem.201801401. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Self-Archiving. Posted with permission.

Copyright Owner

Wiley‐VCH Verlag GmbH & Co. KGaA, Weinheim

Language

en

File Format

application/pdf

Published Version

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