期刊
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 130, 期 15, 页码 5052-+出版社
AMER CHEMICAL SOC
DOI: 10.1021/ja800800p
关键词
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资金
- Biotechnology and Biological Sciences Research Council [EGA17763, BB/E004350/1] Funding Source: Medline
- BBSRC [BB/E004350/1] Funding Source: UKRI
- EPSRC [EP/E000614/1] Funding Source: UKRI
- Biotechnology and Biological Sciences Research Council [BB/E004350/1, BB/C510824/1, EGA17763] Funding Source: researchfish
- Engineering and Physical Sciences Research Council [GR/T26542/01, EP/D023335/1, EP/E000614/1, EP/D023343/1] Funding Source: researchfish
An efficient and robust oxidative elimination of cysteine to dehydroalanine has been discovered. The reaction is induced by O-mesitylenesulfonylhydroxylamine (MSH) and is compatible with methionine. The key elimination has been executed on protein surfaces and allows ready access to different post-translationally modified proteins through conjugate addition of sulfur nucleophiles to dehydroalanine. Treatment of the resulting thioether with MSH results in regeneration of dehydroalanine, allowing a functional switch by subsequent addition of a different thiol.
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