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Issue 31, 2020
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The dark side of disulfide-based dynamic combinatorial chemistry

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Abstract

During the last two decades, disulfide-based dynamic combinatorial chemistry has been extensively used in the field of molecular recognition to deliver artificial receptors for molecules of biological interest. Commonly, the nature of library members and their relative amounts are provided from HPLC-MS analysis of the libraries, allowing the identification of potential binders for a target (bio)molecule. By re-investigating dynamic combinatorial libraries generated from a simple 2,5-dicarboxy-1,4-dithiophenol building block in water, we herein demonstrated that multiple analytical tools were actually necessary in order to comprehensively describe the libraries in terms of size, stereochemistry, affinity, selectivity, and finally to get a true grasp on the different phenomena at work within dynamic combinatorial systems.

Graphical abstract: The dark side of disulfide-based dynamic combinatorial chemistry

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Supplementary files

Article information


Submitted
28 Apr 2020
Accepted
14 Jul 2020
First published
17 Jul 2020

This article is Open Access
All publication charges for this article have been paid for by the Royal Society of Chemistry

Chem. Sci., 2020,11, 8151-8156
Article type
Edge Article

The dark side of disulfide-based dynamic combinatorial chemistry

M. Dumartin, J. Septavaux, M. Donnier-Maréchal, E. Jeamet, E. Dumont, F. Perret, L. Vial and J. Leclaire, Chem. Sci., 2020, 11, 8151
DOI: 10.1039/D0SC02399J

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