| Texto completo | |
| Autor(es): |
Wang, Wei
[1]
;
Wu, Jun
[1]
;
Kuniyil, Rositha
[1]
;
Kopp, Adelina
[1]
;
Lima, Rafaely Nascimento
[1]
;
Ackermann, Lutz
[1, 2]
Número total de Autores: 6
|
| Afiliação do(s) autor(es): | [1] Georg August Univ Gottingen, Inst Organ & Biomol Chem, Tammannstr 2, D-37077 Gottingen - Germany
[2] DZHK German Ctr Cardiovasc Res, Potsdamer Str 58, D-10785 Berlin - Germany
Número total de Afiliações: 2
|
| Tipo de documento: | Artigo Científico |
| Fonte: | CHEM; v. 6, n. 12, p. 3428-3439, DEC 3 2020. |
| Citações Web of Science: | 0 |
| Resumo | |
The late-stage diversification (LSD) of structurally complex peptides has emerged as a powerful platform for molecular engineering and drug discovery. Besides traditional peptide modifications, such as native chemical ligations or cross-couplings with prefunctionalized substrates, during recent years, C-H activation has gained considerable momentum as a robust and step-economical strategy for latestage peptide modifications, thus far predominantly for the formation of C-C bonds. Although C-N bond formations represent established strategies in medicinal chemistry and drug discovery, methods for direct amidations of tryptophan and tryptophan-containing peptides are rare and severely limited to the activated C2 position. In contrast, we herein disclose the first example of direct late-stage peptide C-H amidation reaction and the unprecedented late-stage peptide diversification on tryptophan C7 position in a highly site-selective manner. Moreover, this strategy sets the stage for sequential double C(7)-H/C(2)-H modifications, further improving the peptide structural complexity. (AU) | |
| Processo FAPESP: | 18/14595-0 - Aplicação da Fotocatálise na Modificação e Funcionalização Assimétrica de Peptídeos |
| Beneficiário: | Rafaely Nascimento Lima |
| Modalidade de apoio: | Bolsas no Brasil - Pós-Doutorado |