Hmb(off/on) as a switchable thiol protecting group for native chemical ligation
Qi, Yun-Kun1,2; Tang, Shan1; Huang, Yi-Chao1; Pan, Man1; Zheng, Ji-Shen2; Liu, Lei1
刊名ORGANIC & BIOMOLECULAR CHEMISTRY
2016
卷号14期号:18页码:4194-4198
DOI10.1039/c6ob00450d
文献子类Article
英文摘要A new thiol protecting group Hmb(off/on) is described, which has a switchable activity that may be useful in the chemical synthesis of proteins. When placed on the side chain of Cys, Cys(Hmb(off)) is stable to trifluoroacetic acid (TFA) in the process of solid-phase peptide synthesis. When Cys(Hmb(off)) is treated with neutral aqueous buffers, it is cleanly converted to acid-labile Cys(Hmb(on)), which can later be fully deprotected by TFA to generate free Cys. The utility of Cys(Hmb(off/on)) is demonstrated by the chemical synthesis of an erythropoietin segment, EPO[Cys(98)-Arg(166)]-OH through native chemical ligation.
WOS关键词PHASE PEPTIDE-SYNTHESIS ; PROTEIN-SYNTHESIS ; CHEMOSELECTIVE LIGATION ; CYSTEINE RESIDUES ; DESULFURIZATION ; CHEMISTRY ; HYDRAZIDES ; CONDENSATION ; BOND ; POLYPEPTIDES
WOS研究方向Chemistry
语种英语
WOS记录号WOS:000375610600004
资助机构National Basic Research Program of China (973 program)(2013CB932800) ; National Basic Research Program of China (973 program)(2013CB932800) ; National Basic Research Program of China (973 program)(2013CB932800) ; National Basic Research Program of China (973 program)(2013CB932800) ; National Basic Research Program of China (973 program)(2013CB932800) ; National Basic Research Program of China (973 program)(2013CB932800) ; National Basic Research Program of China (973 program)(2013CB932800) ; National Basic Research Program of China (973 program)(2013CB932800) ; NSFC(21532004 ; NSFC(21532004 ; NSFC(21532004 ; NSFC(21532004 ; NSFC(21532004 ; NSFC(21532004 ; NSFC(21532004 ; NSFC(21532004 ; Natural Science Foundation of Anhui Province(1508085QB30) ; Natural Science Foundation of Anhui Province(1508085QB30) ; Natural Science Foundation of Anhui Province(1508085QB30) ; Natural Science Foundation of Anhui Province(1508085QB30) ; Natural Science Foundation of Anhui Province(1508085QB30) ; Natural Science Foundation of Anhui Province(1508085QB30) ; Natural Science Foundation of Anhui Province(1508085QB30) ; Natural Science Foundation of Anhui Province(1508085QB30) ; 21225207 ; 21225207 ; 21225207 ; 21225207 ; 21225207 ; 21225207 ; 21225207 ; 21225207 ; 21402206) ; 21402206) ; 21402206) ; 21402206) ; 21402206) ; 21402206) ; 21402206) ; 21402206) ; National Basic Research Program of China (973 program)(2013CB932800) ; National Basic Research Program of China (973 program)(2013CB932800) ; National Basic Research Program of China (973 program)(2013CB932800) ; National Basic Research Program of China (973 program)(2013CB932800) ; National Basic Research Program of China (973 program)(2013CB932800) ; National Basic Research Program of China (973 program)(2013CB932800) ; National Basic Research Program of China (973 program)(2013CB932800) ; National Basic Research Program of China (973 program)(2013CB932800) ; NSFC(21532004 ; NSFC(21532004 ; NSFC(21532004 ; NSFC(21532004 ; NSFC(21532004 ; NSFC(21532004 ; NSFC(21532004 ; NSFC(21532004 ; Natural Science Foundation of Anhui Province(1508085QB30) ; Natural Science Foundation of Anhui Province(1508085QB30) ; Natural Science Foundation of Anhui Province(1508085QB30) ; Natural Science Foundation of Anhui Province(1508085QB30) ; Natural Science Foundation of Anhui Province(1508085QB30) ; Natural Science Foundation of Anhui Province(1508085QB30) ; Natural Science Foundation of Anhui Province(1508085QB30) ; Natural Science Foundation of Anhui Province(1508085QB30) ; 21225207 ; 21225207 ; 21225207 ; 21225207 ; 21225207 ; 21225207 ; 21225207 ; 21225207 ; 21402206) ; 21402206) ; 21402206) ; 21402206) ; 21402206) ; 21402206) ; 21402206) ; 21402206)
内容类型期刊论文
源URL[http://ir.hfcas.ac.cn:8080/handle/334002/22399]  
专题合肥物质科学研究院_中科院强磁场科学中心
作者单位1.Tsinghua Univ, Tsinghua Peking Ctr Life Sci, Key Lab Bioorgan Phosphorus Chem & Chem Biol, Minist Educ,Dept Chem, Beijing 100084, Peoples R China
2.Chinese Acad Sci, High Field Magnet Lab, Hefei 230031, Peoples R China
推荐引用方式
GB/T 7714
Qi, Yun-Kun,Tang, Shan,Huang, Yi-Chao,et al. Hmb(off/on) as a switchable thiol protecting group for native chemical ligation[J]. ORGANIC & BIOMOLECULAR CHEMISTRY,2016,14(18):4194-4198.
APA Qi, Yun-Kun,Tang, Shan,Huang, Yi-Chao,Pan, Man,Zheng, Ji-Shen,&Liu, Lei.(2016).Hmb(off/on) as a switchable thiol protecting group for native chemical ligation.ORGANIC & BIOMOLECULAR CHEMISTRY,14(18),4194-4198.
MLA Qi, Yun-Kun,et al."Hmb(off/on) as a switchable thiol protecting group for native chemical ligation".ORGANIC & BIOMOLECULAR CHEMISTRY 14.18(2016):4194-4198.
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