Study of Chemical Ligation Via 17-, 18- and 19-Membered Cyclic Transition States

被引:20
作者
Panda, Siva S. [1 ]
El-Nachef, Claudia [1 ]
Bajaj, Kiran [1 ]
Al-Youbi, Abdulrahman O. [2 ]
Oliferenko, Alexander [1 ]
Katritzky, Alan R. [1 ,2 ]
机构
[1] Univ Florida, Dept Chem, Ctr Heterocycl Cpds, Gainesville, FL 32611 USA
[2] King Abdulaziz Univ, Dept Chem, Jeddah 21589, Saudi Arabia
关键词
acyl migration; ligation; molecular modeling; peptide; GLYCOPEPTIDE LIGATION; STAUDINGER LIGATION; PEPTIDE; SCOPE; DIMER;
D O I
10.1111/cbdd.12053
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Unprotected S-acylated cysteine isopeptides containing alpha-, beta- or gamma-amino acid units have been synthesized, and their conversion to native hexapeptides by S- to the N-terminus ligations involving 17-, 18- and 19-membered cyclic transition states have been demonstrated both experimentally and computationally to be more favorable than intermolecular cross-ligations.
引用
收藏
页码:821 / 827
页数:7
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