Visualization of in Vivo Hydrogen Sulfide Production by a Bioluminescence Probe in Cancer Cells and Nude Mice

Analytical Chemistry

Volumn 87, Issue 22, 2015, Pages 11325-11331

  Tian, Xiaodong ^a   Li, Zhiyan ^a   Lau, Choiwan ^a   Lu, Jianzhong ^a  

^a FUDAN UNIVERSITY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

BIOLUMINESCENCE; CARBON; CARBON MONOXIDE; CELLS; DISEASES; MAMMALS; NITRIC OXIDE; PHOSPHORESCENCE; PROBES; SIGNAL DETECTION; SULFUR DETERMINATION;

AMINO GROUP; BIO-IMAGING; CANCER CELLS; HIGH SELECTIVITY; LIVE CANCER CELLS; OXYGEN SPECIES; PRECISE MEASUREMENTS; SENSING PROPERTY;

HYDROGEN SULFIDE;

AZIDOLUCIFERIN; HYDROGEN SULFIDE; LUCIFERIN;

ANALOGS AND DERIVATIVES; ANIMAL; CELL SURVIVAL; CHEMISTRY; DOSE RESPONSE; DRUG EFFECTS; HUMAN; KINETICS; LUMINESCENCE; METABOLISM; MOUSE; NEOPLASM; NUDE MOUSE; PATHOLOGY; STRUCTURE ACTIVITY RELATION; TUMOR CELL LINE;

ANIMALS; CELL LINE, TUMOR; CELL SURVIVAL; DOSE-RESPONSE RELATIONSHIP, DRUG; FIREFLY LUCIFERIN; HUMANS; HYDROGEN SULFIDE; KINETICS; LUMINESCENT MEASUREMENTS; MICE; MICE, NUDE; NEOPLASMS; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 84947252982     PISSN: 00032700     EISSN: 15206882     Source Type: Journal    
DOI: 10.1021/acs.analchem.5b03712     Document Type: Article

References (48)

1. Yue, X.; Zhu, Z.; Zhang, M.; Ye, Z. Anal. Chem. 2015, 87, 1839-1845 10.1021/ac503875j
2. Mao, G. J.; Wei, T. T.; Wang, X. X.; Huan, S. Y.; Lu, D. Q.; Zhang, J.; Zhang, X. B.; Tan, W.; Shen, G. L.; Yu, R. Q. Anal. Chem. 2013, 85, 7875-7881 10.1021/ac401518e
3. Bailey, T. S.; Pluth, M. D. J. Am. Chem. Soc. 2013, 135, 16697-16704 10.1021/ja408909h
4. Wan, Q. Q.; Song, Y. C.; Li, Z.; Gao, X. H.; Ma, H. M. Chem. Commun. 2013, 49, 502-504 10.1039/C2CC37725J
5. Cai, Y.; Li, L.; Wang, Z.; Sun, J. Z.; Qin, A.; Tang, B. Z. Chem. Commun. 2014, 50, 8892-8895 10.1039/C4CC02844A
6. Yang, G.; Wu, L.; Jiang, B.; Yang, W.; Qi, J.; Cao, K.; Meng, Q.; Mustafa, A. K.; Mu, W.; Zhang, S. et al. Science 2008, 322, 587-590 10.1126/science.1162667
7. Wu, L.; Yang, W.; Jia, X.; Yang, G.; Duridanova, D.; Cao, K.; Wang, R. Lab. Invest. 2009, 89, 59-67 10.1038/labinvest.2008.109
8. Eto, K.; Asada, T.; Arima, K.; Makifuchi, T.; Kimura, H. Biochem. Biophys. Res. Commun. 2002, 293, 1485-1488 10.1016/S0006-291X(02)00422-9
9. Filipovic, M. R.; Miljkovic, J. L.; Nauser, T.; Royzen, M.; Klos, K.; Shubina, T.; Koppenol, W. H.; Lippard, S. J.; Ivanovic-Burmazovic, I. J. Am. Chem. Soc. 2012, 134, 12016-12027 10.1021/ja3009693
10. Pietri, R.; Roman-Morales, E.; Lopez-Garriga, J. Antioxid. Redox Signaling 2011, 15, 393-404 10.1089/ars.2010.3698
11. Jiang, B.; Tang, G.; Cao, K.; Wu, L.; Wang, R. J. Antioxid. Redox Signaling 2010, 12, 1167-1178 10.1089/ars.2009.2894
12. Bailey, T. S.; Zakharov, L. N.; Pluth, M. D. J. Am. Chem. Soc. 2014, 136, 10573-10576 10.1021/ja505371z
13. Furne, J.; Saeed, A.; Levitt, M. D. Am. J. Physiol. 2008, 295, R1479-R1485 10.1152/ajpregu.90566.2008
14. Lawrence, N. S.; Deo, R. P.; Wang, J. J. Anal. Chim. Acta 2004, 517, 131-137 10.1016/j.aca.2004.03.101
15. Choi, M. G.; Cha, S. Y.; Lee, H. Y.; Jeon, H. L.; Chang, S. K. Chem. Commun. 2009, 7390-7392 10.1039/b916476f
16. Lynn, E. G.; Austin, R. C. Expert Rev. Clin. Pharmacol. 2011, 4, 97-108 10.1586/ecp.10.130
17. Qian, Y.; Karpus, J.; Kabil, O.; Zhang, S. Y.; Zhu, H. L.; Banerjee, R.; Zhao, J.; He, C. Nat. Commun. 2011, 2, 495-501 10.1038/ncomms1506
18. Liu, C. R.; 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 10.1002/anie.201104305
19. Chen, Y. C.; Zhu, C. C.; Yang, Z. H.; Chen, J. J.; He, Y. F.; Jiao, Y.; He, W. J.; Qiu, L.; Cen, J. J.; Guo, Z. J. Angew. Chem., Int. Ed. 2013, 52, 1688-1691 10.1002/anie.201207701
20. Sasakura, K.; Hanaoka, K.; Shibuya, N.; Mikami, Y.; Kimura, Y.; Komatsu, T.; Ueno, T.; Terai, T.; Kimura, H.; Nagano, T. J. Am. Chem. Soc. 2011, 133, 18003-18005 10.1021/ja207851s
21. Lippert, A. R.; New, E. J.; Chang, C. J. J. Am. Chem. Soc. 2011, 133, 10078-10080 10.1021/ja203661j
22. Chen, S.; Chen, Z. J.; Ren, W.; Ai, H. W. J. Am. Chem. Soc. 2012, 134, 9589-9592 10.1021/ja303261d
23. Bae, S. K.; Heo, C. H.; Choi, D. J.; Sen, D.; Joe, E. H.; Cho, B. R.; Kim, H. M. J. Am. Chem. Soc. 2013, 135, 9915-9923 10.1021/ja404004v
24. Thorson, M. K.; Majtan, T.; Kraus, J. P.; Barrios, A. M. Angew. Chem., Int. Ed. 2013, 52, 4641-4644 10.1002/anie.201300841
25. Tropiano, M.; Faulkner, S. Chem. Commun. 2014, 50, 4696-4698 10.1039/c4cc01095g
26. Hammers, M. D.; Taormina, M. J.; Cerda, M. M.; Montoya, L. A.; Seidenkranz, D. T.; Parthasarathy, R.; Pluth, M. D. J. Am. Chem. Soc. 2015, 137, 10216-10223 10.1021/jacs.5b04196
27. Montoya, L. A.; Pluth, M. D. Chem. Commun. 2012, 48, 4767-4769 10.1039/c2cc30730h
28. Rhee, S. G. Science 2006, 312, 1882-1883 10.1126/science.1130481
29. Gambhir, S. S.; Massoud, T. F. Genes Dev. 2003, 17, 545-580 10.1101/gad.1047403
30. Winterbourn, C. C. Nat. Chem. Biol. 2008, 4, 278-286 10.1038/nchembio.85
31. White, E. H.; Wörther, H.; Seliger, H. H.; McElroy, W. D. J. Am. Chem. Soc. 1966, 88, 2015-2019 10.1021/ja00961a030
32. Smith, A. B.; Sugasawa, K.; Atasoylu, O.; Yang, C. P. H.; Horwitz, S. B. J. Med. Chem. 2011, 54, 6319-6327 10.1021/jm200692n
33. Ishii, T.; Sugita, Y.; Bannai, S. J. J. Cell. Physiol. 1987, 133, 330-336 10.1002/jcp.1041330217
34. Lash, L. H.; Jones, D. P. Arch. Biochem. Biophys. 1985, 240, 583-592 10.1016/0003-9861(85)90065-7
35. Abe, K.; Kimura, H. J. Neurosci. 1996, 16, 1066-1071
36. Wang, R. FASEB J. 2002, 16, 1792-1798 10.1096/fj.02-0211hyp
37. Xuan, W. M.; Sheng, C. Q.; Cao, Y. T.; He, W. H.; Wang, W. Angew. Chem., Int. Ed. 2012, 51, 2282-2284 10.1002/anie.201107025
38. Tropiano, M.; Faulkner, S. Chem. Commun. 2014, 50, 4696-4698 10.1039/c4cc01095g
39. Singha, S.; Kim, D.; Moon, H.; Wang, T.; Kim, K. H.; Shin, Y. H.; Jung, J. Y.; Seo, E.; Lee, S. J.; Ahn, K. H. Anal. Chem. 2015, 87, 1188-1195 10.1021/ac503806w
40. Das, S. K.; Lim, C. S.; Yang, S. Y.; Han, J. H.; Cho, B. R. Chem. Commun. 2012, 48, 8395-8397 10.1039/c2cc33909a
41. Wang, X.; Sun, J.; Zhang, W. H.; Ma, X. X.; Lv, J. Z.; Tang, B. Chem. Sci. 2013, 4, 2551-2556 10.1039/c3sc50369k
42. Lin, V. S.; Lippert, A. R.; Chang, C. J. Proc. Natl. Acad. Sci. U. S. A. 2013, 110, 7131-7135 10.1073/pnas.1302193110
43. Saha, T.; Kand, D.; Talukdar, P. RSC Adv. 2015, 5, 1438-1446 10.1039/C4RA13086C
44. Zhu, D. J.; Xue, L.; Li, G. P.; Che, Y. K.; Jiang, H. Org. Chem. Front. 2014, 1, 501-505 10.1039/c4qo00048j
45. Zhang, J. Y.; Guo, W. Chem. Commun. 2014, 50, 4214-4217 10.1039/c3cc49605h
46. Guo, Z.; Chen, G. Q.; Zeng, G. M.; Li, Z. W.; Chen, A. W.; Wang, J. J.; Jiang, L. B. Analyst 2015, 140, 1772-1786 10.1039/C4AN01909A
47. Griffith, O. W.; Bridges, R.; Meister, A. Proc. Natl. Acad. Sci. U. S. A. 1978, 75, 5405-5408 10.1073/pnas.75.11.5405
48. Singh, S.; Padovani, D.; Leslie, R. A.; Chiku, T.; Banerjee, R. J. J. Biol. Chem. 2009, 284, 22457-22466 10.1074/jbc.M109.010868