Mostrar el registro sencillo de la publicación
A peptide backbone stapling strategy enabled by the multicomponent incorporation of amide n-substituents
| dc.contributor.author | Ricardo, Manuel G. | |
| dc.contributor.author | Marrrero, Javiel F. | |
| dc.contributor.author | Valdés, Oscar | |
| dc.contributor.author | Rivera, Daniel G. | |
| dc.contributor.author | Wessjohann, Ludger A. | |
| dc.date.accessioned | 2023-01-16T19:21:34Z | |
| dc.date.available | 2023-01-16T19:21:34Z | |
| dc.date.issued | 2019 | |
| dc.identifier.uri | http://repositorio.ucm.cl/handle/ucm/4371 | |
| dc.description.abstract | The multicomponent backbone N-modification of peptides on solid-phase is presented as a powerful and general method to enable peptide stapling at the backbone instead of the side chains. This work shows that a variety of functionalized N-substituents suitable for backbone stapling can be readily introduced by means of on-resin Ugi multicomponent reactions conducted during solid-phase peptide synthesis. Diverse macrocyclization chemistries were implemented with such backbone N-substituents, including the ring-closing metathesis, lactamization, and thiol alkylation. The backbone N-modification method was also applied to the synthesis of α-helical peptides by linking N-substituents to the peptide N-terminus, thus featuring hydrogen-bond surrogate structures. Overall, the strategy proves useful for peptide backbone macrocyclization approaches that show promise in peptide drug discovery. | es_CL |
| dc.language.iso | en | es_CL |
| dc.rights | Atribución-NoComercial-SinDerivadas 3.0 Chile | * |
| dc.rights.uri | http://creativecommons.org/licenses/by-nc-nd/3.0/cl/ | * |
| dc.source | Chemistry - A European Journal, 25(3), 769-774 | es_CL |
| dc.subject | Macrocycles | es_CL |
| dc.subject | Multicomponent reactions | es_CL |
| dc.subject | Peptide cyclization | es_CL |
| dc.subject | Stapled peptides | es_CL |
| dc.subject | α-helix | es_CL |
| dc.title | A peptide backbone stapling strategy enabled by the multicomponent incorporation of amide n-substituents | es_CL |
| dc.type | Article | es_CL |
| dc.ucm.indexacion | Scopus | es_CL |
| dc.ucm.indexacion | Isi | es_CL |
| dc.ucm.uri | chemistry-europe.onlinelibrary.wiley.com/doi/epdf/10.1002/chem.201805318 | es_CL |
| dc.ucm.doi | doi.org/10.1002/chem.201805318 | es_CL |
Ficheros en la publicación
| Ficheros | Tamaño | Formato | Ver |
|---|---|---|---|
|
No hay ficheros asociados a esta publicación. |
|||
Esta publicación aparece en la(s) siguiente(s) colección(ones)
Excepto si se señala otra cosa, la licencia de la publicación se describe como Atribución-NoComercial-SinDerivadas 3.0 Chile