Chiesa Enrica, Anastasi Francesco, Clerici Francesca, Lumina Edoardo Mario, Genta Ida, Pellegrino Sara, Gelmi Maria Luisa
Department of Drug Sciences, University of Pavia, Via Taramelli 12, 27100 Pavia, Italy.
Department of Pharmaceutical Sciences (DISFARM), University of Milan, Via Venezian 21, 20133 Milano, Italy.
Gels. 2024 Apr 14;10(4):263. doi: 10.3390/gels10040263.
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.
超分子凝胶是通过利用含有吡咯并吡唑支架的小肽组装而成的。这些二肽是通过一种稳健且环保的合成方法，由市售的重氮烷和马来酰亚胺起始原料制备而成。通过改变支架的功能化、天然氨基酸的选择以及立体化学，我们能够获得相选择性凝胶。特别是，一种拟肽在极低浓度下在芳香族溶剂中表现出凝胶化能力和热可逆性。流变学测试显示出典型的粘弹性固体特征，表明形成了在高机械变形下稳定的强凝胶。进行了核磁共振研究，使我们能够确定超分子相互作用基础上的构象和立体化学特征。
