Hmboff/on as a switchable thiol protecting group for native chemical ligation
Hmboff/on as a switchable thiol protecting group for native chemical ligation
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Hmb（关/开）作为天然化学连接的可切换硫醇保护基
DOI：
10.1039/c6ob00450d
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发表时间：
2016-01-01
影响因子：
3.2
通讯作者：
Liu, Lei
中科院分区：
文献类型：
--
作者：
Qi, Yun-Kun;Tang, Shan;Liu, Lei
描述了一种新的巯基保护基Hmb（关/开），其具有可用于蛋白质化学合成的可切换活性。当置于Cys的侧链上时，Cys（Hmb（off））在固相肽合成过程中对三氟乙酸（TFA）稳定。当用中性水性缓冲液处理Cys（Hmb（off））时，其干净地转化为酸不稳定的Cys（Hmb（on）），其随后可以通过TFA完全脱保护以产生游离Cys。Cys（Hmb（关/开））的效用通过天然化学连接的促红细胞生成素片段EPO[Cys（98）-Arg（166）]-OH的化学合成来证明。
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.