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
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2016 | |
卷号 | 14期号:18页码:4194-4198 |
DOI | 10.1039/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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