title: 9-Fluorenylmethyl (Fm) Disulfides: Biomimetic Precursors for Persulfides.
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.
authors: Department of Chemistry, Washington State University , Pullman, Washington 99164, United States.
authors: Chung-Min
authors: CM
authors: Park
authors: Department of Chemistry, Washington State University , Pullman, Washington 99164, United States.
authors: Brett A
authors: BA
authors: Johnson
authors: Biological Sciences Division, Pacific Northwest National Laboratory , Richland, Washington 99352, United States.
authors: Jicheng
authors: J
authors: Duan
authors: Tissue Imaging and Proteomics Laboratory, Washington State University , Pullman, Washington 99164, United States.
authors: Jeong-Jin
authors: JJ
authors: Park
authors: Department of Chemistry, Washington State University , Pullman, Washington 99164, United States.
authors: Jacob J
authors: JJ
authors: Day
authors: Tissue Imaging and Proteomics Laboratory, Washington State University , Pullman, Washington 99164, United States.
authors: David
authors: D
authors: Gang
authors: Biological Sciences Division, Pacific Northwest National Laboratory , Richland, Washington 99352, United States.
authors: Wei-Jun
authors: WJ
authors: Qian
authors: Department of Chemistry, Washington State University , Pullman, Washington 99164, United States.
authors: Ming
authors: M
authors: Xian
mesh_terms: D032701:Biomimetics; D004220:Disulfides / Q000737:chemistry*; D005449:Fluorenes / Q000737:chemistry*; D015394:Molecular Structure; D013440:Sulfides / Q000737:chemistry*
chemical_list: D004220:Disulfides; D005449:Fluorenes; D013440:Sulfides; C051552:persulfides