Thiol-assisted one-pot synthesis of peptide/protein C-terminal thioacids from peptide/protein hydrazides at neutral conditions.

Thiol-assisted one-pot synthesis of peptide/protein C-terminal thioacids from peptide/protein hydrazides at neutral conditions.
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DOI:
10.1039/c4ob01885k
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发表时间:
2014-11
影响因子:
3.2
通讯作者:
Chenchen Chen;Yichao Huang;Ling Xu;Yong-sheng Zheng;Huajian Xu;Q. Guo;C. Tian;Yiming Li;Jing Shi
Chenchen Chen;Yichao Huang;Ling Xu;Yong-sheng Zheng;Huajian Xu;Q. Guo;C. Tian;Yiming Li;Jing Shi
中科院分区:
化学3区
文献类型:
--
作者:
Chenchen Chen;Yichao Huang;Ling Xu;Yong-sheng Zheng;Huajian Xu;Q. Guo;C. Tian;Yiming Li;Jing Shi

文献摘要

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通过在中性pH和室温(约20°C)下使用肽/蛋白质酰肼前体,实现了肽/蛋白质C末端硫代酸的高效硫醇辅助一锅法合成。从酰肼到硫代酸的转化对于不同的 C 末端氨基酸来说是有效的,并且没有外消旋化。原位形成的肽硫代酸进一步成功用于蛋白质化学合成和位点特异性标记。
An efficient thiol-assisted one-pot synthesis of peptide/protein C-terminal thioacids was achieved by using peptide/protein hydrazides precursors at neutral pH and room temperature (about 20 °C). The transformation from hydrazides to thioacids was shown to be efficient for different C-terminal amino acids and was racemization-free. The in situ formed peptide-thioacids were further used for protein chemical synthesis and site-specific labelling successfully.