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

doi:10.1021/jacs.0c01561

	The New Salicylaldehyde S,S-Propanedithioacetal Ester Enables N-to-C Sequential Native Chemical Ligation and Ser/Thr Ligation for Chemical Protein Synthesis
	Huang, Dong-Liang 2,3; Li, Ying 1; Liang, Jun 2; Yu, Lu 3; Xue, Min 2; Cao, Xiu-Xiu 3; Xiao, Bin 1; Tian, Chang-Lin 2,3; Liu, Lei 4; Zheng, Ji-Shen 2,3
刊名	JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
	2020-05-13
卷号	142
ISSN号	0002-7863
DOI	10.1021/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.
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关键词	HYDROXYLAMINE KAHA LIGATIONS ; MEMBRANE-PROTEINS ; ANTIVIRAL ACTIVITY ; IFITM3 ; INFLUENZA
WOS研究方向	Chemistry
语种	英语
出版者	AMER CHEMICAL SOC
WOS记录号	WOS:000535252100033
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
内容类型	期刊论文
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.Univ Sci & Technol China, Dept Chem, Hefei 230026, Peoples R China 2.Univ Sci & Technol China, Sch Life Sci, Hefei Natl Lab Phys Sci Microscale, Hefei 230027, Peoples R China 3.Chinese Acad Sci, High Magnet Field Lab, Hefei 230031, Peoples R China 4.Tsinghua Univ, Dept Chem, Beijing 100084, 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).