Traceless chemical ligations from O-acyl serine sites

被引:16
作者
El Khatib, Mirna [1 ]
Elagawany, Mohamed [1 ,2 ,3 ]
Jabeen, Farukh [1 ,4 ]
Todadze, Ekaterina [1 ]
Bol'shakov, Oleg [1 ]
Oliferenko, Alexander [1 ]
Khelashvili, Levan [1 ]
El-Feky, Said A. [2 ]
Asiri, Abdullah [5 ]
Katritzky, Alan R. [1 ,5 ]
机构
[1] Univ Florida, Dept Chem, Ctr Heterocycl Cpds, Gainesville, FL 32611 USA
[2] Zagazig Univ, Fac Pharm, Dept Organ Pharmaceut Chem, Zagazig 44519, Egypt
[3] Misr Univ Sci & Technol, Coll Pharm, Dept Organ Chem, Al Motamayez Dist, Egypt
[4] Quaid I Azam Univ, Dept Chem, Islamabad 45320, Pakistan
[5] King Abdulaziz Univ, Dept Chem, Jeddah 21589, Saudi Arabia
关键词
CONVENIENT SYNTHESIS; STAUDINGER LIGATION; PROTEINS; AUXILIARIES; MIGRATION; PEPTIDES;
D O I
10.1039/c2ob07050b
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Chemical ligation via O- to N-acyl transfer of O-acylated serine containing peptides affords serine containing native peptides via 8- and 11-membered cyclic transition states opening the door to a wide variety of potential applications to peptide elaboration. The feasibility of these traceless chemical ligations is feasible as supported by computation.
引用
收藏
页码:4836 / 4838
页数:3
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