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Synthesis of selenocysteine-containing cyclic peptides via tandem N-to-S acyl migration and intramolecular selenocysteine-mediated native chemical ligation†
Chemical Communications ( IF 4.3 ) Pub Date : 2018-09-25 00:00:00 , DOI: 10.1039/c8cc06805d
Shingo Shimodaira 1, 2, 3, 4, 5 , Toshiki Takei 6, 7, 8, 9, 10 , Hironobu Hojo 6, 7, 8, 9, 10 , Michio Iwaoka 1, 2, 3, 4, 5
Affiliation  

Selenocysteine-containing cyclic 8-mer peptides, which were designed to mimic the plausible catalytic tetrad of glutathione peroxidase, were successfully synthesized in one pot via tandem N-to-S acyl migration of N-alkylcysteine (NAC)-containing selenopeptides and intramolecular selenocysteine-mediated native chemical ligation (Sec-NCL) of the generated thioesters.

中文翻译:

通过串联N- to- S酰基迁移和分子内硒代半胱氨酸介导的天然化学连接 合成含硒代半胱氨酸的环肽

环状8聚体肽,其被设计为谷胱甘肽过氧化物酶的模拟物的似是而非的催化四分体含有硒代- ,成功地以一锅煮的合成经由串联ñ -到-小号的酰基转移Ñ -alkylcysteine(NAC)含selenopeptides和分子内硒代介导的天然硫酯的天然化学连接(Sec-NCL)。
更新日期:2018-09-25
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