Journal article
9-Fluorenylmethyl (Fm) Disulfides: Biomimetic Precursors for Persulfides
Organic letters, Vol.18(5), pp.904-907
03/04/2016
Handle:
https://hdl.handle.net/2376/104866
PMCID: PMC4782721
PMID: 26870874
Abstract
The development of a functional disulfide, FmSSPy-A (Fm = 9-fluorenylmethyl; Py = pyridinyl), is reported. It can effectively convert small molecule and protein thiols (-SH) to form -S-SFm adducts under mild conditions. This method allows for a H2S-free and biomimetic protocol to generate highly reactive persulfides (in their anionic forms). The high nucleophilicity of persulfides toward a number of thiol-blocking reagents is also demonstrated. The method holds promise for further understanding the chemical biology of persulfides and S-sulfhydration.
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Details
- Title
- 9-Fluorenylmethyl (Fm) Disulfides: Biomimetic Precursors for Persulfides
- Creators
- Chung-Min Park - Department of Chemistry, Washington State University , Pullman, Washington 99164, United StatesBrett A Johnson - Department of Chemistry, Washington State University , Pullman, Washington 99164, United StatesJicheng Duan - Biological Sciences Division, Pacific Northwest National Laboratory , Richland, Washington 99352, United StatesJeong-Jin Park - Tissue Imaging and Proteomics Laboratory, Washington State University , Pullman, Washington 99164, United StatesJacob J Day - Department of Chemistry, Washington State University , Pullman, Washington 99164, United StatesDavid Gang - Tissue Imaging and Proteomics Laboratory, Washington State University , Pullman, Washington 99164, United StatesWei-Jun Qian - Biological Sciences Division, Pacific Northwest National Laboratory , Richland, Washington 99352, United StatesMing Xian - Department of Chemistry, Washington State University , Pullman, Washington 99164, United States
- Publication Details
- Organic letters, Vol.18(5), pp.904-907
- Academic Unit
- Chemistry, Department of; Biological Chemistry, Institute of
- Publisher
- United States
- Grant note
- P41GM103493 / NIGMS NIH HHS P41 GM103493 / NIGMS NIH HHS R01 HL116571 / NHLBI NIH HHS R01HL116571 / NHLBI NIH HHS
- Identifiers
- 99900546646801842
- Language
- English
- Resource Type
- Journal article