A Chemical Approach for the Detection of Protein Sulfinylation

ACS Chemical Biology

Volumn 10, Issue 8, 2015, Pages 1825-1830

  Lo Conte, Mauro ^a   Lin, Jiusheng ^b   Wilson, Mark A ^b   Carroll, Kate S ^a  

^a SCRIPPS RESEARCH INSTITUTE   (United States)

^b UNIVERSITY OF NEBRASKA LINCOLN   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

BIOTIN; CYSTEINE; SULFINIC ACID DERIVATIVE; THIOL DERIVATIVE; DYES, REAGENTS, INDICATORS, MARKERS AND BUFFERS; NITROSO DERIVATIVE; PROTEIN;

ARTICLE; CANCER TISSUE; CELL LYSATE; CONTROLLED STUDY; HUMAN; HUMAN TISSUE; LUNG TUMOR; PRIORITY JOURNAL; PROTEIN ANALYSIS; CHEMISTRY; HELA CELL LINE; LUNG; METABOLISM; OXIDATION REDUCTION REACTION; OXIDATIVE STRESS; PATHOLOGY; PROTEOMICS; STAINING;

CYSTEINE; HELA CELLS; HUMANS; INDICATORS AND REAGENTS; LUNG; LUNG NEOPLASMS; NITROSO COMPOUNDS; OXIDATION-REDUCTION; OXIDATIVE STRESS; PROTEINS; PROTEOMICS; STAINING AND LABELING; SULFINIC ACIDS;

EID: 84939801568     PISSN: 15548929     EISSN: 15548937     Source Type: Journal    
DOI: 10.1021/acschembio.5b00124     Document Type: Article

References (24)

1. Holmström, K. M. and Finkel, T. (2014) Cellular mechanisms and physiological consequences of redox-dependent signalling Nat. Rev. Mol. Cell Biol. 15, 411-421
2. Miller, E. W. and Chang, C. J. (2007) Fluorescent probes for nitric oxide and hydrogen peroxide in cell signaling Curr. Opin. Chem. Biol. 11, 620-625
3. Dickinson, B. C. and Chang, C. J. (2011) Chemistry and biology of reactive oxygen species in signaling or stress responses Nat. Chem. Biol. 7, 504-511
4. Klomsiri, C., Karplus, P. A., and Poole, L. B. (2011) Cysteine-Based Redox Switches in Enzymes Antioxid. Redox Signal. 14, 1065-1077
5. Reddie, K. G. and Carroll, K. S. (2008) Expanding the functional diversity of proteins through cysteine oxidation Curr. Opin. Chem. Biol. 12, 746-754
6. Gupta, V. and Carroll, K. S. (2014) Sulfenic acid chemistry, detection and cellular lifetime Biochim. Biophys. Acta 1840, 847-75
7. Lo Conte, M. and Carroll, K. S. (2013) The Redox Biochemistry of Protein Sulfenylation and Sulfinylation J. Biol. Chem. 288, 26480-26488
8. Woo, H. A., Chae, H. Z., Hwang, S. C., Yang, K. S., Kang, S. W., Kim, K., and Rhee, S. G. (2003) Reversing the inactivation of peroxiredoxins caused by cysteine sulfinic acid formation Science 300, 653-656
9. Wood, Z. A. and Poole, L. B. (2003) Peroxiredoxin evolution and the regulation of hydrogen peroxide signaling. Karplus P. A Science 300, 650-653
10. Lowther, W. T. and Haynes, A. C. (2011) Reduction of cysteine sulfinic acid in eukaryotic, typical 2-Cys peroxiredoxins by sulfiredoxin Antioxid. Redox Signal. 15, 99-109
11. Edgar, R. S., Green, E. W., Zhao, Y., van Ooijen, G., Olmedo, M., Qin, X., Xu, Y., Pan, M., Valekunja, U. K., Feeney, K. A., Maywood, E. S., Hastings, M. H., Baliga, N. S., Merrow, M., Millar, A. J., Johnson, C. H., Kyriacou, C. P., ONeill, J. S., and Reddy, A. B. (2012) Peroxiredoxins are conserved markers of circadian rhythms Nature 485, 459-464
12. Jacob, C., Holme, A. L., and Fry, F. H. (2004) The sulfinic acid switch in proteins Org. Biomol. Chem. 2, 1953-1956
13. Weits, D. A., Giuntoli, B., Kosmacz, M., Parlanti, S., Hubberten, H. M., Riegler, H., Hoefgen, R., Perata, P., van Dongen, J. T., and Licausi, F. (2014) Plant cysteine oxidases control the oxygen-dependent branch of the N-end-rule pathway Nat. Commun. 5, 3425
14. Witze, E. S., Old, W. M., Resing, K. A., and Ahn, N. G. (2007) Mapping protein post-translational modifications with mass spectrometry Nat. Methods 4, 798-806
15. Woo, H. A., Kang, S. W., Kim, H. K., Yang, K. S., Chae, H. Z., and Rhee, S. G. (2003) Reversible oxidation of the active site cysteine of peroxiredoxins to cysteine sulfinic acid. Immunoblot detection with antibodies specific for the hyperoxidized cysteine-containing sequence J. Biol. Chem. 278, 47361-47364
16. Lo Conte, M. and Carroll, K. S. (2012) Chemoselective Ligation of Sulfinic Acids with Aryl-Nitroso Compounds Angew. Chem., Int. Ed. Engl. 51, 6502-6505
17. Paulsen, C. E. and Carroll, K. S. (2009) Chemical dissection of an essential redox switch in yeast Chem. Biol. 16, 217-225
18. Kazanis, S. and McClelland, R. A. (1992) Electrophilic intermediate in the reaction of glutathione and nitroso arenes J. Am. Chem. Soc. 114, 3052-3059
19. Leonard, S. E. and Carroll, K. S. (2011) Curr. Opin. Chem. Biol. 15, 88
20. Drabowicz, J., Kielbasinski, P., and Mikolajczyk, M. (1990) Sulphinic Acids, Esters and their Derivatives; Patai, S., Ed.; John Wiley and Sons Inc.: New York, 351.
21. Wilson, M. A. (2011) The role of cysteine oxidation in DJ-1 function and dysfunction Antioxid. Redox Signal. 15, 111-122
22. Waak, J., Weber, S. S., Görner, K., Schall, C., Ichijo, H., Stehle, T., and Kahle, P. J. (2009) Oxidizable residues mediating protein stability and cytoprotective interaction of DJ-1 with apoptosis signal-regulating kinase 1 J. Biol. Chem. 284, 14245-14257
23. Girotto, S., Sturlese, M., Bellanda, M., Tessari, I., Cappellini, R., Bisaglia, M., Bubacco, L., and Mammi, S. (2009) Dopamine-derived quinones affect the structure of the redox sensor DJ-1 through modifications at Cys-106 and Cys-53 J. Biol. Chem. 287, 18738-18749
24. Blackinton, J., Lakshminarasimhan, M., Thomas, K. J., Ahmad, R., Greggio, E., Raza, A. S., Cookson, M. R., and Wilson, M. A. (2009) Formation of a stabilized cysteine sulfinic acid is critical for the mitochondrial function of the parkinsonism protein DJ-1 J. Biol. Chem. 284, 6476-6485