Mitochondrial thioredoxin-responding off-on fluorescent probe

Journal of the American Chemical Society

Volumn 134, Issue 41, 2012, Pages 17314-17319

  Lee, Min Hee ^a   Han, Ji Hye ^b   Lee, Jae Hong ^a   Choi, Hyo Gil ^c   Kang, Chulhun ^b   Kim, Jong Seung ^a  

^a Korea University   (South Korea)

^b Kyung Hee University   (South Korea)

^c Rural Development Administration   (South Korea)

Author keywords

[No Author keywords available]

Indexed keywords

BIOLOGICAL THIOLS; CELLULAR PROTEINS; DISULFIDE BONDS; DOSE-DEPENDENT MANNER; FLUORESCENCE INTENSITIES; FLUORESCENT PROBES; FLUORESCENT PRODUCTS; IMMUNOPRECIPITATIONS; IN-VITRO; INTRAMOLECULAR CYCLIZATIONS; KINETIC ANALYSIS; LIVING CELL; NANOMOLAR CONCENTRATION; PHYSIOLOGICAL LEVELS; RAT LIVERS; SECOND-ORDER RATE CONSTANTS; SELECTIVE INHIBITORS; THIOLATES; THIOREDOXINS;

AMINO ACIDS; COVALENT BONDS; CYCLIZATION; EXPERIMENTS; PROBES; RATE CONSTANTS;

FLUORESCENCE;

CELL PROTEIN; FLUORESCENT DYE; GLUTATHIONE; LIVER EXTRACT; THIOREDOXIN;

ANIMAL TISSUE; ARTICLE; CHEMICAL REACTION; CONCENTRATION (PARAMETERS); CONFOCAL MICROSCOPY; CYCLIZATION; DISULFIDE BOND; FEMALE; FLUORESCENCE ANALYSIS; FLUORESCENCE SPECTROSCOPY; FLUOROMETRY; HUMAN; HUMAN CELL; IMMUNOPRECIPITATION; IN VITRO STUDY; IN VIVO STUDY; MITOCHONDRION; MOLECULAR PROBE; NONHUMAN; PROTEIN DEPLETION; RAT; ULTRAVIOLET SPECTROSCOPY;

FLUORESCENT DYES; HELA CELLS; HEP G2 CELLS; HUMANS; KINETICS; MITOCHONDRIA; MOLECULAR STRUCTURE; THIOREDOXINS; TUMOR CELLS, CULTURED;

EID: 84867547525     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja308446y     Document Type: Article

References (44)

1. Dalton, T. P.; Shertzer, H. G.; Puga, A. Annu. Rev. Pharmacol. Toxicol. 1999, 39, 67-101
2. Zhang, S. Y.; Ong, C. N.; Shen, H. M. Cancer Lett. 2004, 208, 143-153
3. Herzenberg, L. A.; De Rosa, S. C.; Dubs, J. G.; Roederer, M.; Anderson, M. T.; Ela, S. W.; Deresinski, S. C.; Herzenberg, L. A. Proc. Natl. Acad. Sci. U. S. A. 1997, 94, 1967-1972
4. Arnér, E. S. J.; Holmgren, A. Eur. J. Biochem. 2000, 267, 6102-6109
5. Bindolia, A.; Rigobello, M. P.; Scutari, G.; Gabbiani, C.; Casini, A.; Messori, L. Coord. Chem. Rev. 2009, 253, 1692-1707
6. Holmgren, A. Annu. Rev. Biochem. 1985, 54, 237-271
7. Holmgren, A.; Johansson, C.; Berndt, C.; Loenn, M. E.; Hudemann, C.; Lillig, C. H. Biochem. Soc. Trans. 2005, 33, 1375-1377
8. Haendeler, J.; Hoffmann, J.; Tischler, V.; Berk, B. C.; Zeiher, A. M.; Dimmeler, S. Nat. Cell Biol. 2002, 4, 743-749
9. Yamada, Y.; Nakamura, H.; Adachi, T.; Sannohe, S.; Oyamada, H.; Kayaba, H.; Yodoi, J.; Chihara, J. Immunol. Lett. 2003, 86, 199-205
10. Yoshida, S.; Katoh, T.; Tetsuka, T.; Uno, K.; Matsui, N.; Okamoto, T. J. Immunol. 1999, 163, 351-358
11. Kumagai, S. Rinsho Byori 1998, 46, 574-580
12. Lincoln, D. T.; Ali Emadi, E. M.; Tonissen, K. F.; Clarke, F. M. Anticancer Res. 2003, 23, 2425-2433
13. Patenaude, A.; Ven Murthy, M. R.; Mirault, M.-E. J. Biol. Chem. 2004, 279, 27302-27314
14. He, M.; Cai, J.; Go, Y.-M.; Johnson, J. M.; Martin, W. D.; Hansen, J. M.; Jones, D. P. Toxicol. Sci. 2008, 105, 44-50
15. Wang, D.; Masutani, H.; Oka, S.-I.; Tanaka, T.; Yamaguchi-Iwai, Y.; Nakamura, H.; Yodoi, J. J. Biol. Chem. 2006, 281, 7384-7391
16. Damdimopoulos, A. E.; Miranda-Vizuete, A.; Pelto-Huikko, M.; Gustafsson, J. A.; Spyrou, G. J. Biol. Chem. 2002, 277, 33249-33257
17. Saitoh, M.; Nishitoh, H.; Fujii, M.; Takeda, K.; Tobiume, K.; Sawada, Y.; Kawabata, M.; Miyazono, K.; Ichijo, H. EMBO J. 1998, 17, 2596-2606
18. Tanaka, T.; Hosoi, F.; Yamaguchi-Iwai, Y.; Nakamura, H.; Masutani, H.; Ueda, S.; Nishiyama, A.; Takeda, S.; Wada, H.; Spyrou, G.; Yodoi, J. EMBO J. 2002, 21, 1695-1703
19. Saxena, G.; Chen, J.; Shalev, A. J. Biol. Chem. 2009, 285, 3997-4005
20. Nonn, L.; Williams, R. R.; Erickson, R. P.; Powis, G. Mol. Cell. Biol. 2003, 23, 916-922
21. Zhou, R.; Tardivel, A.; Thorens, B.; Choi, I.; Tschopp, J. Nat. Immunol. 2010, 11, 136-140
22. Karlenius, T. C.; Tonissen, K. F. Cancers 2010, 2, 209-232
23. Behl, C.; Davis, J. B.; Lesley, R.; Schubert, D. Cell 1994, 77, 817-827
24. Hwang, C.; Sinskey, A. J.; Lodish, H. F. Science 1992, 257, 1496-1502
25. Bhat, G. B.; Iwase, L.; Hummel, B. C. W.; Walfish, P. G. Biochem. J. 1989, 258, 785-792
26. Pires, M. M.; Chmielewski, J. Org. Lett. 2008, 10, 837-840
27. Lee, M. H.; Han, J. H.; Kwon, P.-S.; Bhuniya, S.; Kim, J. Y.; Sessler, J. L.; Kang, C.; Kim, J. S. J. Am. Chem. Soc. 2012, 134, 1316-1322
28. Chen, X.; Zhou, Y.; Peng, X.; Yoon, J. Chem. Soc. Rev. 2010, 39, 2120-2135
29. Robinson, K. M.; Janes, M. S.; Pehar, M.; Monette, J. S.; Ross, M. F.; Hagen, T. M.; Murphy, M. P.; Beckman, J. S. Proc. Natl. Acad. Sci. U. S. A. 2006, 103, 15038-15043
30. Zhang, J. F.; Zhou, Y.; Yoon, J.; Kim, J. S. Chem. Soc. Rev. 2011, 40, 3416-3429
31. Patrick, L. G. F.; Whiting, A. Dyes Pigm. 2002, 55, 123-132
32. Yuan, D.; Brown, R. G.; Hepworth, J. D.; Alexiou, M. S.; Tyman, J. H. P. J. Heterocycl. Chem. 2008, 45, 397-404
33. Maryanoff, B. E.; Reitz, A. B.; Duhl-Emswiler, B. A. J. Am. Chem. Soc. 1985, 107, 217-226
34. Powis, G.; Mustacich, D.; Coon, A. Free Radical Biol. Med. 2000, 29, 312-322
35. Lee, J. H.; Lim, C. S.; Tian, Y. S.; Han, J. H.; Cho, B. R. J. Am. Chem. Soc. 2010, 132, 1216-1217
36. Pullela, P. K.; Chiku, T.; Carvan, M. J.; Sem, D. S. Anal. Biochem. 2006, 352, 265-273
37. Piggott, A. M.; Karuso, P. Anal. Chem. 2007, 79, 8769-8773
38. Zhu, B.; Zhang, X.; Li, Y.; Wang, P.; Zhang, H.; Zhuang, X. Chem. Commun. 2010, 46, 5710-5712
39. Liu, C.; Pan, J.; Li, S.; Zhao, Y.; Wu, L. Y.; Berkman, C. E.; Whorton, A. R.; Xian, M. Angew. Chem., Int. Ed. 2011, 50, 10327-10329
40. Santra, S.; Kaittanis, C.; Santiesteban, O. J.; Perez, J. M. J. Am. Chem. Soc. 2011, 133, 16680-16688
41. Kim, E.; Kim, D.; Jung, H.; Lee, J.; Paul, S.; Selvapalam, N.; Yang, Y.; Lim, N.; Park, C. G.; Kim, K. Angew. Chem., Int. Ed. 2010, 49, 4405-4408
42. El Alaoui, A.; Schmidt, F.; Amessou, M.; Sarr, M.; Decaudin, D.; Florent, J.-C.; Johannes, L. Angew. Chem., Int. Ed. 2007, 46, 6469-6472
43. Kirkpatrick, D. L.; Kuperus, M.; Dowdeswell, M.; Potier, N.; Donald, L. J.; Kunkel, M.; Berggren, M.; Angulo, M.; Powis, G. Biochem. Pharmacol. 1998, 55, 987-994
44. Welsh, S. J.; Williams, R. R.; Birmingham, A.; Newman, D. J.; Kirkpatrick, D. L.; Powis, G. Mol. Cancer Ther. 2003, 2, 235-243