Streamlined construction of peptide macrocycles via palladium-catalyzed intramolecular S-arylation in solution and on DNA†

Autor:	Huarong Tong, Yixuan Yang, Bo Li, Gong Chen, Peng Yang, Xiaojie Lu, Yanrui Suo, Jinfeng Yue, Gang He, Xuan Wang
Jazyk:	angličtina
Rok vydání:	2021
Předmět:	chemistry.chemical_classification Aryl chemistry.chemical_element Substrate (chemistry) Peptide General Chemistry Combinatorial chemistry Cyclic peptide Amino acid chemistry.chemical_compound Chemistry chemistry Intramolecular force Alkyl Palladium
Zdroj:	Chemical Science
ISSN:	2041-6539 2041-6520
Popis:	A highly efficient and versatile method for construction of peptide macrocycles via palladium-catalyzed intramolecular S-arylation of alkyl and aryl thiols with aryl iodides under mild conditions is developed. The method exhibits a broad substrate scope for thiols, aryl iodides and amino acid units. Peptide macrocycles of a wide range of size and composition can be readily assembled in high yield from various easily accessible building blocks. This method has been successfully employed to prepare an 8-million-membered tetrameric cyclic peptide DNA-encoded library (DEL). Preliminary screening of the DEL library against protein p300 identified compounds with single digit micromolar inhibition activity. A highly efficient and versatile method for construction of peptide macrocycles via palladium-catalyzed intramolecular S-arylation of alkyl and aryl thiols with aryl iodides under mild conditions is developed.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::2443af31b46c6381245091e5ef2c7dcc http://europepmc.org/articles/PMC8179660 Zobrazit plný text záznamu