Seeing citrulline: Development of a phenylglyoxal-based probe to visualize protein citrullination

Journal of the American Chemical Society

Volumn 134, Issue 41, 2012, Pages 17015-17018

  Bicker, Kevin L ^a   Subramanian, Venkataraman ^a   Chumanevich, Alexander A ^b   Hofseth, Lorne J ^b   Thompson, Paul R ^a  

^a SCRIPPS RESEARCH INSTITUTE   (United States)

^b UNIVERSITY OF SOUTH CAROLINA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ANIMAL MODEL; ARGININE DEIMINASES; CHEMICAL PROBES; CITRULLINE; DISEASE BIOMARKER; DRUG EFFICACY; HUMAN DISEASE; PROTEIN SUBSTRATE; ULCERATIVE COLITIS;

AMINO ACIDS; DISPLAY DEVICES; PROBES; RHODIUM;

PROTEINS;

BIOLOGICAL MARKER; CITRULLINE; PHENYLGLYOXAL; PROTEIN ARGININE DEIMINASE; RHODAMINE;

ANIMAL EXPERIMENT; ANIMAL MODEL; ARTICLE; CHEMICAL REACTION KINETICS; CONTROLLED STUDY; DISEASE MODEL; DRUG EFFICACY; ENZYME SUBSTRATE; HIGH THROUGHPUT SEQUENCING; METHODOLOGY; MOLECULAR PROBE; MOUSE; NONHUMAN; PROTEIN CITRULLINATION; PROTEIN MODIFICATION; SENSITIVITY ANALYSIS; ULCERATIVE COLITIS;

ANIMALS; BIOLOGICAL MARKERS; CITRULLINE; HYDROLASES; KINETICS; MICE; MOLECULAR PROBES; MOLECULAR STRUCTURE; PHENYLGLYOXAL; RHODAMINES;

EID: 84867544956     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja308871v     Document Type: Article

References (29)

1. Jones, J. E.; Causey, C. P.; Knuckley, B.; Slack-Noyes, J. L.; Thompson, P. R. Curr. Opin. Drug Discovery Dev. 2009, 12, 616
2. Vossenaar, E. R.; Zendman, A. J.; van Venrooij, W. J.; Pruijn, G. J. BioEssays 2003, 25, 1106
3. Schellekens, G. A.; de Jong, B. A.; van den Hoogen, F. H.; van de Putte, L. B.; van Venrooij, W. J. J. Clin. Invest. 1998, 101, 273
4. Moscarello, M. A.; Mastronardi, F. G.; Wood, D. D. Neurochem. Res. 2007, 32, 251
5. Ishigami, A.; Ohsawa, T.; Hiratsuka, M.; Taguchi, H.; Kobayashi, S.; Saito, Y.; Murayama, S.; Asaga, H.; Toda, T.; Kumura, N.; Maruyama, N. J. Neurosci. Res. 2005, 80, 120
6. Chang, X.; Han, J.; Pang, L.; Zhao, Y.; Yang, Y.; Shen, Z. BMC Cancer 2009, 9, 40
7. Chang, X.; Han, J. Mol. Carcinog. 2006, 45, 183
8. Kearney, P. L.; Bhatia, M.; Jones, N. G.; Yuan, L.; Glascock, M. C.; Catchings, K. L.; Yamada, M.; Thompson, P. R. Biochemistry 2005, 44, 10570
9. Kinloch, A.; Lundberg, K.; Wait, R.; Wegner, N.; Lim, N. H.; Zendman, A. J.; Saxne, T.; Malmstrom, V.; Venables, P. J. Arthritis Rheum. 2008, 58, 2287
10. Wang, Y.; Li, M.; Stadler, S.; Correll, S.; Li, P.; Wang, D.; Hayama, R.; Leonelli, L.; Han, H.; Grigoryev, S. A.; Allis, C. D.; Coonrod, S. A. J. Cell. Biol. 2009, 184, 205
11. Wood, D. D.; Ackerley, C. A.; Brand, B.; Zhang, L.; Raijmakers, R.; Mastronardi, F. G.; Moscarello, M. A. Lab. Invest. 2008, 88, 354
12. Chen, C. C.; Isomoto, H.; Narumi, Y.; Sato, K.; Oishi, Y.; Kobayashi, T.; Yanagihara, K.; Mizuta, Y.; Kohno, S.; Tsukamoto, K. Clin. Immunol. 2008, 126, 165
13. Luo, Y.; Arita, K.; Bhatia, M.; Knuckley, B.; Lee, Y.-H.; Stallcup, M. R.; Sato, M.; Thompson, P. R. Biochemistry 2006, 45, 11727
14. Wang, Y.; Li, P.; Wang, S.; Hu, J.; Chen, X. A.; Wu, J.; Fisher, M.; Oshaben, K.; Zhao, N.; Gu, Y.; Wang, D.; Chen, G.; Wang, Y. J. Biol. Chem. 2012, 287, 25941
15. Chumanevich, A. A.; Causey, C. P.; Knuckley, B. A.; Jones, J. E.; Poudyal, D.; Chumanevich, A. P.; Davis, T.; Matesic, L. E.; Thompson, P. R.; Hofseth, L. J. Am. J. Physiol: Gastrointest. Liver Physiol. 2011, 300, G929
16. Willis, V. C.; Gizinski, A. M.; Banda, N. K.; Causey, C. P.; Knuckley, B.; Cordova, K. N.; Luo, Y.; Levitt, B.; Glogowska, M.; Chandra, P.; Kulik, L.; Robinson, W. H.; Arend, W. P.; Thompson, P. R.; Holers, V. M. J. Immunol. 2011, 186, 4396
17. Knipp, M.; Vasak, M. Anal. Biochem. 2000, 286, 257
18. Knuckley, B.; Causey, C. P.; Jones, J. E.; Bhatia, M.; Dreyton, C. J.; Osborne, T. C.; Takahara, H.; Thompson, P. R. Biochemistry 2010, 49, 4852
19. Knuckley, B.; Causey, C. P.; Pellechia, P. J.; Cook, P. F.; Thompson, P. R. ChemBioChem 2010, 11, 161
20. Holm, A.; Rise, F.; Sessler, N.; Sollid, L. M.; Undheim, K.; Fleckenstein, B. Anal. Biochem. 2006, 352, 68
21. Moelants, E. A. V.; Van Damme, J.; Proost, P. PLoS One 2011, 6 e28976
22. Nicholas, A. P.; Whitaker, J. N. Glia 2002, 37, 328
23. Tutturen, A. E. V.; Holm, A.; Jørgensen, M.; Stadtmüller, P.; Rise, F.; Fleckenstein, B. Anal. Biochem. 2010, 403, 43
24. Rostovtsev, V. V.; Green, L. G.; Fokin, V. V.; Sharpless, K. B. Angew. Chem., Int. Ed. 2002, 41, 2596
25. Tornoe, C. W.; Christensen, C.; Meldal, M. J. Org. Chem. 2002, 67, 3057
26. Slack, J. L.; Jones, L. E.; Bhatia, M. M.; Thompson, P. R. Biochemistry 2011, 50, 3997
27. Sugawara, K.; Oyama, F. J. Biochem. 1981, 89, 771
28. Hou, Y.-C.; Chu, C.-C.; Ko, T.-L.; Yeh, C.-L.; Yeh, S.-L. Eur. J. Nutr. 2012, 10.1007/s00394-012-0416-3
29. Poudyal, D.; Mai Le, P.; Davis, T.; Hofseth, A. B.; Chumanevich, A. P.; Chumanevich, A. A.; Wargovich, M. J.; Nagarkatti, M.; Nagarkatti, P. S.; Windust, A.; Hofseth, L. J. Cancer Prev. Res. 2012, 5, 685