Stereochemical Behavior of Pyrrolo-Pyrazole Peptidomimetics Promoting Phase-Selective Supramolecular Organogels

Autor: Enrica Chiesa, Francesco Anastasi, Francesca Clerici, Edoardo Mario Lumina, Ida Genta, Sara Pellegrino, Maria Luisa Gelmi
Jazyk: angličtina
Rok vydání: 2024
Předmět:
Zdroj: Gels, Vol 10, Iss 4, p 263 (2024)
Druh dokumentu: article
ISSN: 2310-2861
DOI: 10.3390/gels10040263
Popis: Supramolecular gels were developed by taking advantage of an assembly of small dipeptides containing pyrrolo-pyrazole scaffolds. The dipeptides were prepared through a robust and ecofriendly synthetic approach from the commercially available starting materials of diazoalkanes and maleimides. By playing with the functionalization of the scaffold, the choice of the natural amino acid, and the stereochemistry, we were able to obtain phase-selective gels. In particular, one peptidomimetic showed gelation ability and thermoreversibility in aromatic solvents at very low concentrations. Rheology tests showed a typical viscoelastic solid profile, indicating the formation of strong gels that were stable under high mechanical deformation. NMR studies were performed, allowing us to determine the conformational and stereochemical features at the base of the supramolecular interactions.
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