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The New Salicylaldehyde S,S-Propanedithioacetal Ester Enables N-to-C Sequential Native Chemical Ligation and Ser/Thr Ligation for Chemical Protein Synthesis

文献类型：期刊论文

作者Huang, Dong-Liang1,3; Li, Ying4; Liang, Jun3; Yu, Lu1; Xue, Min3; Cao, Xiu-Xiu1; Xiao, Bin4; Tian, Chang-Lin1,3; Liu, Lei2; Zheng, Ji-Shen1,3
刊名JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
出版日期2020-05-13
卷号142
ISSN号0002-7863
DOI10.1021/jacs.0c01561
通讯作者Zheng, Ji-Shen(jszheng@ustc.edu.cn)
英文摘要The combination of distinct peptide ligation techniques to facilitate chemical protein synthesis represents one of the long-standing goals in the field. A new combination ligation method of N-to-C sequential native chemical ligation and Ser/Thr ligation (NCL-STL) is described for the first time. This method relies on the peptide salicylaldehyde S,S-propanedithioacetal (SAL(PDT))-ester prepared by a new 1,3-propanedithiol-mediated reaction. The peptide SAL(PDT)-ester, which is compatible with NCL, can be fully activated by N-chlorosuccinimide (NCS)/AgNO3 in aqueous solution to afford peptide SAL-ester for use in the subsequent STL. The practicality of the combined NCL-STL method is illustrated by the synthesis of S-palmitoylated matrix-2 (S-palm M2) ion channel from Influenza A virus and S-palmitoylated interferon-induced transmembrane protein 3 (S-palm IFITM3). This approach expands the multiple-segments peptide ligation toolkit for producing important and complex custom-made protein samples by chemical protein synthesis.
WOS关键词HYDROXYLAMINE KAHA LIGATIONS ; MEMBRANE-PROTEINS ; ANTIVIRAL ACTIVITY ; IFITM3 ; INFLUENZA
资助项目National Key R&D Program of China[2019YFA0706902] ; National Key R&D Program of China[2017YFA0505200] ; National Natural Science Foundation of China[U1732161] ; National Natural Science Foundation of China[91753120] ; National Natural Science Foundation of China[21532004] ; National Natural Science Foundation of China[81621002] ; Science and Technological Fund of Anhui Province for Outstanding Youth[1808085J04] ; Innovative Program Development Foundation of Hefei Center Physical Science and Technology[2017FXCX002]
WOS研究方向Chemistry
语种英语
WOS记录号WOS:000535252100033
出版者AMER CHEMICAL SOC
资助机构National Key R&D Program of China ; National Natural Science Foundation of China ; Science and Technological Fund of Anhui Province for Outstanding Youth ; Innovative Program Development Foundation of Hefei Center Physical Science and Technology
源URL[http://ir.hfcas.ac.cn:8080/handle/334002/103219]  
专题中国科学院合肥物质科学研究院
通讯作者Zheng, Ji-Shen
作者单位1.Chinese Acad Sci, High Magnet Field Lab, Hefei 230031, Peoples R China
2.Tsinghua Univ, Dept Chem, Beijing 100084, Peoples R China
3.Univ Sci & Technol China, Sch Life Sci, Hefei Natl Lab Phys Sci Microscale, Hefei 230027, Peoples R China
4.Univ Sci & Technol China, Dept Chem, Hefei 230026, Peoples R China
推荐引用方式
GB/T 7714		 Huang, Dong-Liang,Li, Ying,Liang, Jun,et al. The New Salicylaldehyde S,S-Propanedithioacetal Ester Enables N-to-C Sequential Native Chemical Ligation and Ser/Thr Ligation for Chemical Protein Synthesis[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,2020,142.
APA Huang, Dong-Liang.,Li, Ying.,Liang, Jun.,Yu, Lu.,Xue, Min.,...&Zheng, Ji-Shen.(2020).The New Salicylaldehyde S,S-Propanedithioacetal Ester Enables N-to-C Sequential Native Chemical Ligation and Ser/Thr Ligation for Chemical Protein Synthesis.JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,142.
MLA Huang, Dong-Liang,et al."The New Salicylaldehyde S,S-Propanedithioacetal Ester Enables N-to-C Sequential Native Chemical Ligation and Ser/Thr Ligation for Chemical Protein Synthesis".JOURNAL OF THE AMERICAN CHEMICAL SOCIETY 142(2020).

入库方式： OAI收割

来源：合肥物质科学研究院

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