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Constitutional self-selection from dynamic combinatorial libraries in aqueous solution through supramolecular

Jordi Solà1, Maria Lafuente, Joan Atcher

  • 1Department of Biological Chemistry and Molecular Modelling, IQAC-CSIC, Jordi Girona 18-26, Barcelona, Spain. jordi.sola@iqac.csic.es ignacio.alfonso@iqac.csic.es.

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Researchers created a specific molecular structure using Dynamic Combinatorial Libraries (DCLs). Supramolecular interactions involving cysteine self-selected the desired product from many possibilities.

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Area of Science:

  • Supramolecular Chemistry
  • Chemical Synthesis
  • Materials Science

Background:

  • Dynamic Combinatorial Libraries (DCLs) offer a powerful approach for discovering novel molecular architectures.
  • Controlling the self-assembly and selection of specific molecular constitutions within DCLs remains a significant challenge.

Purpose of the Study:

  • To investigate the predominant formation of a specific molecular constitution within a DCL.
  • To explore the role of disulfide chemistry and supramolecular interactions in product self-selection.

Main Methods:

  • Utilized disulfide chemistry to combine building blocks of varying topologies within a DCL.
  • Employed supramolecular interactions, specifically those involving a zwitterionic cysteine moiety, to drive self-selection.

Main Results:

  • Demonstrated the predominant formation of a single, specific molecular constitution.
  • Identified the zwitterionic cysteine moiety's crucial role in the self-selection process.
  • Showcased the ability to select one product from a large library of virtual members.

Conclusions:

  • Disulfide chemistry in DCLs, coupled with specific supramolecular interactions, enables targeted molecular constitution formation.
  • Zwitterionic cysteine moieties are effective in directing self-selection within complex chemical libraries.