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Literature DB >> 28613292

Chemoselective ratiometric imaging of protein S-sulfenylation.

Christopher T M B Tom¹, John E Crellin, Hashim F Motiwala, Matthew B Stone, Dahvid Davda, William Walker, Yu-Hsuan Kuo, Jeannie L Hernandez, Kristin J Labby, Lyanne Gomez-Rodriguez, Paul M Jenkins, Sarah L Veatch, Brent R Martin.

Abstract

Here we report a ratiometric fluorescent probe for chemoselective conjugation to sulfenic acids in living cells. Our approach couples an α-fluoro-substituted dimedone to an aminonaphthalene fluorophore (F-DiNap), which upon sulfenic acid conjugation is locked as the 1,3-diketone, changing the fluorophore excitation. F-DiNap reacts with S-sulfenylated proteins at equivalent rates to current probes, but the α-fluorine substitution blocks side-reactions with biological aldehydes.

Entities: CellLine Chemical Disease Gene Mutation Species

Year: 2017 PMID： 28613292 PMCID： PMC5765544 DOI： 10.1039/c7cc02285a

Source DB: PubMed Journal: Chem Commun (Camb) ISSN： 1359-7345 Impact factor: 6.222

25 in total

1. The transcription factor Snail downregulates the tight junction components independently of E-cadherin downregulation.

Authors: Tadashi Ohkubo; Masayuki Ozawa
Journal: J Cell Sci Date: 2004-03-09 Impact factor: 5.285

2. Roles for the two cysteine residues of AhpC in catalysis of peroxide reduction by alkyl hydroperoxide reductase from Salmonella typhimurium.

Authors: H R Ellis; L B Poole
Journal: Biochemistry Date: 1997-10-28 Impact factor: 3.162

3. In situ visualization and detection of protein sulfenylation responses in living cells through a dimedone-based fluorescent probe.

Authors: Qin Yin; Chusen Huang; Chao Zhang; Weiping Zhu; Yufang Xu; Xuhong Qian; Yi Yang
Journal: Org Biomol Chem Date: 2013-11-21 Impact factor: 3.876

Chemoselective ratiometric imaging of protein S-sulfenylation.

1. The transcription factor Snail downregulates the tight junction components independently of E-cadherin downregulation.

2. Roles for the two cysteine residues of AhpC in catalysis of peroxide reduction by alkyl hydroperoxide reductase from Salmonella typhimurium.

3. In situ visualization and detection of protein sulfenylation responses in living cells through a dimedone-based fluorescent probe.

4. Simple synthesis of 1,3-cyclopentanedione derived probes for labeling sulfenic acid proteins.

5. Capturing a sulfenic acid with arylboronic acids and benzoxaborole.

6. A Cell-Permeable Biscyclooctyne As a Novel Probe for the Identification of Protein Sulfenic Acids.

7. Functional connections between cells as revealed by dye-coupling with a highly fluorescent naphthalimide tracer.

8. Reactivity of sulfenic acid in human serum albumin.

9. Strained cycloalkynes as new protein sulfenic acid traps.

10. Site-specific mapping and quantification of protein S-sulphenylation in cells.

1. Introduction to approaches and tools for the evaluation of protein cysteine oxidation.

2. Activity-Based Sensing for Site-Specific Proteomic Analysis of Cysteine Oxidation.

3. Reaction-based fluorogenic probes for detecting protein cysteine oxidation in living cells.