| Texto completo | |
| Autor(es): |
Castelletto, Valeria
;
de Mello, Lucas
;
da Silva, Emerson Rodrigo
;
Seitsonen, Jani
;
Hamley, Ian W.
Número total de Autores: 5
|
| Tipo de documento: | Artigo Científico |
| Fonte: | Biomacromolecules; v. 24, n. 11, p. 11-pg., 2023-11-01. |
| Resumo | |
There has been considerable interest in peptides in which the Fmoc (9-fluorenylmethoxycarbonyl) protecting group is retained at the N-terminus, since this bulky aromatic group can drive self-assembly, and Fmoc-peptides are biocompatible and have applications in cell culture biomaterials. Recently, analogues of new amino acids with 2,7-disulfo-9-fluorenylmethoxycarbonyl (Smoc) protecting groups have been developed for water-based peptide synthesis. Here, we report on the self-assembly and biocompatibility of Smoc-Ala, Smoc-Phe and Smoc-Arg as examples of Smoc conjugates to aliphatic, aromatic, and charged amino acids, respectively. Self-assembly occurs at concentrations above the critical aggregation concentration (CAC). Cryo-TEM imaging and SAXS reveal the presence of nanosheet, nanoribbon or nanotube structures, and spectroscopic methods (ThT fluorescence circular dichroism and FTIR) show the presence of beta-sheet secondary structure, although Smoc-Ala solutions contain significant unaggregated monomer content. Smoc shows self-fluorescence, which was used to determine CAC values of the Smoc-amino acids from fluorescence assays. Smoc fluorescence was also exploited in confocal microscopy imaging with fibroblast cells, which revealed its uptake into the cytoplasm. The biocompatibility of these Smoc-amino acids was found to be excellent with zero cytotoxicity (in fact increased metabolism) to fibroblasts at low concentration. (AU) | |
| Processo FAPESP: | 21/10092-6 - Desenvolvimento de matrizes peptídicas bioativas: da estrutura molecular às aplicações biomédicas |
| Beneficiário: | Lucas Rodrigues de Mello |
| Modalidade de apoio: | Bolsas no Exterior - Estágio de Pesquisa - Doutorado |