期刊
CHEMICAL COMMUNICATIONS
卷 52, 期 16, 页码 3414-3417出版社
ROYAL SOC CHEMISTRY
DOI: 10.1039/c6cc00228e
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资金
- National Institute of Health [R01-GM102187, R01-CA174864]
- NATIONAL CANCER INSTITUTE [R01CA174864] Funding Source: NIH RePORTER
- NATIONAL INSTITUTE OF GENERAL MEDICAL SCIENCES [R01GM102187] Funding Source: NIH RePORTER
Concerns about off-target effects has motivated the development of reversible covalent inhibition strategies for targeting cysteine. However, such strategies have not been reported for the unique cysteine oxoform, sulfenic acid. Herein, we have designed and identified linear C-nucleophiles that react selectively with cysteine sulfenic acid. The resulting thioether adducts exhibit reversibility ranging from minutes to days under reducing conditions, showing the feasibility of tuning C-nucleophile reactivity across a wide range of time scales.
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