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The dark side of disulfide-based dynamic combinatorial chemistry.

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.

SUBMITTER: Dumartin M

PROVIDER: S-EPMC8163284 | biostudies-literature | 2020 Jul

REPOSITORIES: biostudies-literature

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The dark side of disulfide-based dynamic combinatorial chemistry.

Dumartin Mélissa M Septavaux Jean J Donnier-Maréchal Marion M Jeamet Emeric E Dumont Elise E Perret Florent F Vial Laurent L Leclaire Julien J

Chemical science 20200717 31

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, ...[more]

PMID: 34094174

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