Stereochemical Behavior of Pyrrolo-Pyrazole Peptidomimetics Promoting Phase-Selective Supramolecular Organogels
Articolo
Data di Pubblicazione:
2024
Citazione:
Stereochemical Behavior of Pyrrolo-Pyrazole Peptidomimetics Promoting Phase-Selective Supramolecular Organogels / E. Chiesa, F. Anastasi, F. Clerici, E.M. Lumina, I. Genta, S. Pellegrino, M.L. Gelmi. - In: GELS. - ISSN 2310-2861. - 10:4(2024), pp. 263.1-263.19. [10.3390/gels10040263]
Abstract:
Supramolecular gels were developed by taking advantage of an assembly of small dipep-
tides 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 for-
mation 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.
Tipologia IRIS:
01 - Articolo su periodico
Keywords:
organogels; pyrrolo-pyrazole; peptidomimetic; phase-selective gelation; thermoreversibility
Elenco autori:
E. Chiesa, F. Anastasi, F. Clerici, E.M. Lumina, I. Genta, S. Pellegrino, M.L. Gelmi
Link alla scheda completa:
Link al Full Text: