The backbone N-(4-azidobutyl) linker for the preparation of peptide chimera

Ana I. Fernández-Llamazares; Jesús García; Jaume Adan; David Meunier; Francesc Mitjans; Jan Spengler; Fernando Albericio

doi:10.1021/ol402150m

The backbone N-(4-azidobutyl) linker for the preparation of peptide chimera

Ana I. Fernández-Llamazares, Jesús García, Jaume Adan, David Meunier, Francesc Mitjans, Jan Spengler, Fernando Albericio

Producción científica: Contribución a una revista › Artículo › revisión exhaustiva

9 Citas (Scopus)

Resumen

A robust synthetic strategy for the introduction of the N-(4-azidobutyl) linker into peptides using standard SPPS techniques is described. Based on the example of Cilengitide it is shown that the N-(4-azidobutyl) group exerts similar conformational restraints as a backbone N-Me group and allows conjugation of a desired molecule either via click chemistry or - after azide reduction - via acylation or reductive alkylation.

Idioma original	Inglés
Páginas (desde-hasta)	4572-4575
Número de páginas	4
Publicación	Organic Letters
Volumen	15
N.º	17
DOI	https://doi.org/10.1021/ol402150m
Estado	Publicada - 6 sep. 2013
Publicado de forma externa	Sí

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abstract = "A robust synthetic strategy for the introduction of the N-(4-azidobutyl) linker into peptides using standard SPPS techniques is described. Based on the example of Cilengitide it is shown that the N-(4-azidobutyl) group exerts similar conformational restraints as a backbone N-Me group and allows conjugation of a desired molecule either via click chemistry or - after azide reduction - via acylation or reductive alkylation.",

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AU - Fernández-Llamazares, Ana I.

AU - García, Jesús

AU - Adan, Jaume

AU - Meunier, David

AU - Mitjans, Francesc

AU - Spengler, Jan

AU - Albericio, Fernando

PY - 2013/9/6

Y1 - 2013/9/6

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AB - A robust synthetic strategy for the introduction of the N-(4-azidobutyl) linker into peptides using standard SPPS techniques is described. Based on the example of Cilengitide it is shown that the N-(4-azidobutyl) group exerts similar conformational restraints as a backbone N-Me group and allows conjugation of a desired molecule either via click chemistry or - after azide reduction - via acylation or reductive alkylation.

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ER -

The backbone N-(4-azidobutyl) linker for the preparation of peptide chimera

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