SCOPUS 정보 검색 플랫폼

Volumn 9, Issue 12, 2014, Pages 3586-3592

O-fluorination of aromatic azides yields improved azido-based fluorescent probes for hydrogen sulfide: Synthesis, spectra, and bioimaging

(7) Wei, Chao b,c Wang, Runyu b,c Wei, Lv b,c Cheng, Longhuai b,c Li, Zhifei a Xi, Zhen b,c Yi, Long b,c

a BEIJING UNIVERSITY OF CHEMICAL TECHNOLOGY (China)

b NANKAI UNIVERSITY (China)

c Tianjin Engineering Center of Micro Nano Biomaterials and Detection Treatment Technology (China)

Author keywords

Bioimaging; Dyes pigments; Fluorescent probes; FRET; Hydrogen sulfide

Indexed keywords

AMINO ACIDS; AROMATIC COMPOUNDS; AROMATIZATION; DIES; FLUORESCENCE; FLUORESCENCE SPECTROSCOPY; NITROGEN COMPOUNDS; PROBES; SULFUR COMPOUNDS; SULFUR DETERMINATION; SYNTHESIS (CHEMICAL);

BIO-IMAGING; BIOLOGICAL FUNCTIONS; DYES/PIGMENTS; FLUORESCENT PROBES; FRET; IN-SITU PRODUCTION; RATE OF REACTION; SIGNALING MOLECULES;

HYDROGEN SULFIDE;

AROMATIC HYDROCARBON; AZIDE; FLUORESCENT DYE; FLUORINATED HYDROCARBON; HYDROGEN SULFIDE;

CHEMICAL STRUCTURE; CHEMISTRY; ELECTROSPRAY MASS SPECTROMETRY; HEK293 CELL LINE; HUMAN; MOLECULAR IMAGING; SPECTROFLUOROMETRY; SYNTHESIS; TIME;

AZIDES; FLUORESCENT DYES; HEK293 CELLS; HUMANS; HYDROCARBONS, AROMATIC; HYDROCARBONS, FLUORINATED; HYDROGEN SULFIDE; MOLECULAR IMAGING; MOLECULAR STRUCTURE; SPECTROMETRY, FLUORESCENCE; SPECTROMETRY, MASS, ELECTROSPRAY IONIZATION; TIME FACTORS;

EID: 84915748705 PISSN: 18614728 EISSN: 1861471X Source Type: Journal
DOI: 10.1002/asia.201402808 Document Type: Article

Times cited : (42)

References (53)

1
- 35748959038
- a) C. Szabo, Nat. Rev. Drug Discovery 2007, 6, 917-935
- (2007) Nat. Rev. Drug Discovery , vol.6 , pp. 917-935
- Szabo, C.¹

2
- 79951980126
- b) L. Li, P. Rose, P. K. Moore, Annu. Rev. Pharmacol. Toxicol. 2011, 51, 169-187.
- (2011) Annu. Rev. Pharmacol. Toxicol. , vol.51 , pp. 169-187
- Li, L.¹ Rose, P.² Moore, P.K.³

3
- 84860704884
- a) B. Predmore, D. Lefer, G. Gojon, Antioxid. Redox Signaling 2012, 17, 119-140
- (2012) Antioxid. Redox Signaling , vol.17 , pp. 119-140
- Predmore, B.¹ Lefer, D.² Gojon, G.³

4
- 63049105151
- b) M. Whiteman, P. K. Moore, J. Cell. Mol. Med. 2009, 13, 488-507
- (2009) J. Cell. Mol. Med. , vol.13 , pp. 488-507
- Whiteman, M.¹ Moore, P.K.²

5
- 80051930603
- c) H. Kimura, Exp. Physiol. 2011, 96, 833-835.
- (2011) Exp. Physiol. , vol.96 , pp. 833-835
- Kimura, H.¹

6
- 54949084607
- a) G. D. Yang, L. Y. Wu, B. Jiang, W. Yang, J. S. Qi, K. Cao, Q. H. Meng, A.K. Mustafa, W. T. Mu, S. M. Zhang, S. H. Snyder, R. Wang, Science 2008, 322, 587-590
- (2008) Science , vol.322 , pp. 587-590
- Yang, G.D.¹ Wu, L.Y.² Jiang, B.³ Yang, W.⁴ Qi, J.S.⁵ Cao, K.⁶ Meng, Q.H.⁷ Mustafa, A.K.⁸ Mu, W.T.⁹ Zhang, S.M.¹⁰ Snyder, S.H.¹¹ Wang, R.¹²

7
- 58849151866
- b) L.F. Hu, M. Lu, Z. Y. Wu, P. T. Wong, J. S. Bian, Mol. Pharmacol. 2009, 75,27-34
- (2009) Mol. Pharmacol. , vol.75 , pp. 27-34
- Hu, L.F.¹ Lu, M.² Wu, Z.Y.³ Wong, P.T.⁴ Bian, J.S.⁵

8
- 59849101826
- c) K.H. Kulkarni, E. M. Monjok, R. Zeyssig, G. Kouamou, O. N. Bongmba, C. A. Opere, Y. F. Njie, S. E. Ohia, Neurochem. Res. 2009, 34, 400-406
- (2009) Neurochem. Res. , vol.34 , pp. 400-406
- Kulkarni, K.H.¹ Monjok, E.M.² Zeyssig, R.³ Kouamou, G.⁴ Bongmba, O.N.⁵ Opere, C.A.⁶ Njie, Y.F.⁷ Ohia, S.E.⁸

9
- 33644843003
- d) L. Li, M. Bhatia, P. K. Moore, Curr. Opin. Pharmacol. 2006, 6, 125-129
- (2006) Curr. Opin. Pharmacol. , vol.6 , pp. 125-129
- Li, L.¹ Bhatia, M.² Moore, P.K.³

10
- 78651457395
- e) H. Kimura, Amino Acids 2011, 41, 113-121.
- (2011) Amino Acids , vol.41 , pp. 113-121
- Kimura, H.¹

11
- 0037217349
- a) P. Kamoun, M. C. Belardinelli, A. Chabli, K. Lallouchi, B. Chade-faux-Vekemans, Am. J. Med. Genet. Part A 2003,116, 310-311
- (2003) Am. J. Med. Genet. Part A , vol.116 , pp. 310-311
- Kamoun, P.¹ Belardinelli, M.C.² Chabli, A.³ Lallouchi, K.⁴ Chade-Faux-Vekemans, B.⁵

12
- 24144458886
- b) S. Fiorucci, E. Antonelli, A. Mencarelli, S. Orlandi, B. Renga, G. Rizzo, E. Distrutti, V. Shah, A. Morelli, Hepatology 2005, 42, 539-548.
- (2005) Hepatology , vol.42 , pp. 539-548
- Fiorucci, S.¹ Antonelli, E.² Mencarelli, A.³ Orlandi, S.⁴ Renga, B.⁵ Rizzo, G.⁶ Distrutti, E.⁷ Shah, V.⁸ Morelli, A.⁹

13
- 0042805257
- a) D. Jimenez, R. Martinez-Manez, F. Sancenon, J. V. Ros-Lis, A. Benito, J. Soto, J. Am. Chem. Soc. 2003, 125, 9000-9001
- (2003) J. Am. Chem. Soc. , vol.125 , pp. 9000-9001
- Jimenez, D.¹ Martinez-Manez, R.² Sancenon, F.³ Ros-Lis, J.V.⁴ Benito, A.⁵ Soto, J.⁶

14
- 0001639060
- b) W. Lei, P. K. Dasgupta, Anal. Chim. Acta 1989, 226, 165-170
- (1989) Anal. Chim. Acta , vol.226 , pp. 165-170
- Lei, W.¹ Dasgupta, P.K.²

15
- 0346362263
- c) D. G. Searcy, M. A. Peterson, Anal. Biochem. 2004, 324, 269-275
- (2004) Anal. Biochem. , vol.324 , pp. 269-275
- Searcy, D.G.¹ Peterson, M.A.²

16
- 0034526722
- d) N. S. Lawrence, J. Davis, L. Jiang, T. G. J. Jones, S. N. Davies, R. G. Compton, Electroanalysis 2000, 12, 1453-1460
- (2000) Electroanalysis , vol.12 , pp. 1453-1460
- Lawrence, N.S.¹ Davis, J.² Jiang, L.³ Jones, T.G.J.⁴ Davies, S.N.⁵ Compton, R.G.⁶

17
- 0010609709
- e) J. Radford- Knoery, G. A. Cutter, Anal. Chem. 1993, 65, 976-982.
- (1993) Anal. Chem. , vol.65 , pp. 976-982
- Radford- Knoery, J.¹ Cutter, G.A.²

18
- 79959901325
- a) A. R. Lippert, E. J. New, C. J. Chang, J. Am. Chem. Soc. 2011, 133, 10078-10080
- (2011) J. Am. Chem. Soc. , vol.133 , pp. 10078-10080
- Lippert, A.R.¹ New, E.J.² Chang, C.J.³

19
- 80053544268
- b) H. J. Peng, Y. F. Cheng, C. F. Dai, A. L. King, B. L. Predmore, D. J. Lefer, B. H. Wang, Angew. Chem. Int. Ed. 2011, 50, 9672-9675
- (2011) Angew. Chem. Int. Ed. , vol.50 , pp. 9672-9675
- Peng, H.J.¹ Cheng, Y.F.² Dai, C.F.³ King, A.L.⁴ Predmore, B.L.⁵ Lefer, D.J.⁶ Wang, B.H.⁷

20
- 84863285647
- Angew. Chem. 2011,123, 9846-9849.
- (2011) Angew. Chem. , vol.123 , pp. 9846-9849

21
- 85081857698
- a) L. A. Montoya, M. D. Pluth, Chem. Commun. 2012, 48, 47674769
- (2012) Chem. Commun. , vol.48 , pp. 47674769
- Montoya, L.A.¹ Pluth, M.D.²

22
- 84862215205
- b) S. Chen, Z. J. Chen, W. Ren, H. W. Ai, J. Am. Chem. Soc. 2012, 134, 9589-9592
- (2012) J. Am. Chem. Soc. , vol.134 , pp. 9589-9592
- Chen, S.¹ Chen, Z.J.² Ren, W.³ Ai, H.W.⁴

23
- 84865460393
- c) S. K. Das, C. S. Lim, S. Y. Yang, J. H. Han, B. R. Cho, Chem. Commun. 2012, 48, 8395-8397
- (2012) Chem. Commun. , vol.48 , pp. 8395-8397
- Das, S.K.¹ Lim, C.S.² Yang, S.Y.³ Han, J.H.⁴ Cho, B.R.⁵

24
- 84872069009
- d) B.F. Chen, W. Li, C. Lv, M. M. Zhao, H. W. Jin, H. F. Jin, J. B. Du, L. R. Zhang, X. J. Tang, Analyst 2013, 138, 946-951
- (2013) Analyst , vol.138 , pp. 946-951
- Chen, B.F.¹ Li, W.² Lv, C.³ Zhao, M.M.⁴ Jin, H.W.⁵ Jin, H.F.⁶ Du, J.B.⁷ Zhang, L.R.⁸ Tang, X.J.⁹

25
- 84879534965
- e) W. Sun, J. L. Fan, C. Hu, J. F. Cao, H. Zhang, X. Q. Xiong, J. Y. Wang, S. Cui, S. G. Sun, X. J. Peng, Chem. Commun. 2013, 49, 3890-3892
- (2013) Chem. Commun. , vol.49 , pp. 3890-3892
- Sun, W.¹ Fan, J.L.² Hu, C.³ Cao, J.F.⁴ Zhang, H.⁵ Xiong, X.Q.⁶ Wang, J.Y.⁷ Cui, S.⁸ Sun, S.G.⁹ Peng, X.J.¹⁰

26
- 84876908221
- f) V. S. Lin, A. R. Lip-pert, C.J. Chang, Proc. Natl. Acad. Sci. USA 2013,110, 7131-7135
- (2013) Proc. Natl. Acad. Sci. USA , vol.110 , pp. 7131-7135
- Lin, V.S.¹ Lip-Pert, A.R.² Chang, C.J.³

27
- 84877766743
- g) G. D. Zhou, H. L. Wang, H. L. Ma, X. Q. Chen, Tetrahedron 2013, 69, 867-870
- (2013) Tetrahedron , vol.69 , pp. 867-870
- Zhou, G.D.¹ Wang, H.L.² Ma, H.L.³ Chen, X.Q.⁴

28
- 84897111390
- h) A. R. Lippert, J. Inorg. Biochem. 2014, 133, 136-142
- (2014) J. Inorg. Biochem. , vol.133 , pp. 136-142
- Lippert, A.R.¹

29
- 84882593292
- i) G. J. Mao, T. T. Wei, X. X. Wang, S. Y. Huan, D. Q. Lu, J. Zhang, X. B. Zhang, W. Tan, G. L. Shen, R. Q. Yu, Anal. Chem. 2013, 85, 7875-7881.
- (2013) Anal. Chem. , vol.85 , pp. 7875-7881
- Mao, G.J.¹ Wei, T.T.² Wang, X.X.³ Huan, S.Y.⁴ Lu, D.Q.⁵ Zhang, J.⁶ Zhang, X.B.⁷ Tan, W.⁸ Shen, G.L.⁹ Yu, R.Q.¹⁰

30
- 84863150998
- a) F. B. Yu, P. Li, P. Song, B. S. Wang, J. Z. Zhao, K. L. Han, Chem. Commun. 2012, 48, 2852-2854
- (2012) Chem. Commun. , vol.48 , pp. 2852-2854
- Yu, F.B.¹ Li, P.² Song, P.³ Wang, B.S.⁴ Zhao, J.Z.⁵ Han, K.L.⁶

31
- 84871310069
- b) Q. Q. Wan, Y. C. Song, Z. Li, X. H. Gao, H. M. Ma, Chem. Commun. 2013, 49, 502-504
- (2013) Chem. Commun. , vol.49 , pp. 502-504
- Wan, Q.Q.¹ Song, Y.C.² Li, Z.³ Gao, X.H.⁴ Ma, H.M.⁵

32
- 84879768453
- c) S. K. Bae, C. H. Heo, D. J. Choi, D. Sen, E. H. Joe, B. R. Cho, H. M. Kim, J. Am. Chem. Soc. 2013, 135, 9915-9923
- (2013) J. Am. Chem. Soc. , vol.135 , pp. 9915-9923
- Bae, S.K.¹ Heo, C.H.² Choi, D.J.³ Sen, D.⁴ Joe, E.H.⁵ Cho, B.R.⁶ Kim, H.M.⁷

33
- 84903159075
- d) L. Zhang, S. Li, M. Hong, Y. Xu, S. Wang, Y. Liu, Y. Qian, J. Zhao, Org. Biomol. Chem. 2014, 12, 5115-5125.
- (2014) Org. Biomol. Chem. , vol.12 , pp. 5115-5125
- Zhang, L.¹ Li, S.² Hong, M.³ Xu, Y.⁴ Wang, S.⁵ Liu, Y.⁶ Qian, Y.⁷ Zhao, J.⁸

34
- 80755136833
- a) K. Sasakura, K. Hanaoka, N. Shibuya, Y. Mikami, Y. Kimura, T. Komatsu, T. Ueno, T. Terai, H. Kimura, T. Nagano, J. Am. Chem. Soc. 2011, 133, 18003-18005
- (2011) J. Am. Chem. Soc. , vol.133 , pp. 18003-18005
- Sasakura, K.¹ Hanaoka, K.² Shibuya, N.³ Mikami, Y.⁴ Kimura, Y.⁵ Komatsu, T.⁶ Ueno, T.⁷ Terai, T.⁸ Kimura, H.⁹ Nagano, T.¹⁰

35
- 85081851651
- b) J. L. Long, L. P. Wang, D. Xie, Y. W. Zhan, J. Lumin. 2013, 139, 40-46.
- (2013) J. Lumin. , vol.139 , pp. 40-46
- Long, J.L.¹ Wang, L.P.² Xie, D.³ Zhan, Y.W.⁴

36
- 80054973460
- a) C. R. Liu, J. Pan, S. Li, Y. Zhao, L. Y. Wu, C. E. Berkman, A. R. Whorton, M. Xian, Angew. Chem. Int. Ed. 2011, 50, 10327-10329
- (2011) Angew. Chem. Int. Ed. , vol.50 , pp. 10327-10329
- Liu, C.R.¹ Pan, J.² Li, S.³ Zhao, Y.⁴ Wu, L.Y.⁵ Berkman, C.E.⁶ Whorton, A.R.⁷ Xian, M.⁸

37
- 84863275442
- Angew. Chem. 2011, 123, 10511-10513
- (2011) Angew. Chem. , vol.123 , pp. 10511-10513

38
- 84875823190
- b) J. Liu, Y. Q. Sun, J. Y. Zhang, T. Yang, J. B. Cao, L. S. Zhang, W. Guo, Chem. Eur. J. 2013, 19, 4717-4722
- (2013) Chem. Eur. J. , vol.19 , pp. 4717-4722
- Liu, J.¹ Sun, Y.Q.² Zhang, J.Y.³ Yang, T.⁴ Cao, J.B.⁵ Zhang, L.S.⁶ Guo, W.⁷

39
- 84867309044
- c) X. W. Cao, W. Y. Lin, K. B. Zheng, L. W. He, Chem. Commun. 2012, 48, 10529-10531
- (2012) Chem. Commun. , vol.48 , pp. 10529-10531
- Cao, X.W.¹ Lin, W.Y.² Zheng, K.B.³ He, L.W.⁴

40
- 84873384018
- d) Y. C. Chen, C. C. Zhu, Z. H. Yang, J. J. Chen, Y. F. He, Y. Jiao, W. J. He, L. Qiu, J. J. Cen, Z. J. Guo, Angew. Chem. Int. Ed. 2013, 52, 1688-1691
- (2013) Angew. Chem. Int. Ed. , vol.52 , pp. 1688-1691
- Chen, Y.C.¹ Zhu, C.C.² Yang, Z.H.³ Chen, J.J.⁴ He, Y.F.⁵ Jiao, Y.⁶ He, W.J.⁷ Qiu, L.⁸ Cen, J.J.⁹ Guo, Z.J.¹⁰

41
- 84875867382
- Angew. Chem. 2013, 125, 1732-1735
- (2013) Angew. Chem. , vol.125 , pp. 1732-1735

42
- 84867373631
- e) Z. Xu, L. Xu, J. Zhou, Y. F. Xu, W. P. Zhu, X. H. Qian, Chem. Commun. 2012, 48, 10871-10873
- (2012) Chem. Commun. , vol.48 , pp. 10871-10873
- Xu, Z.¹ Xu, L.² Zhou, J.³ Xu, Y.F.⁴ Zhu, W.P.⁵ Qian, X.H.⁶

43
- 80055051559
- f) Y. Qian, J. Karpus, O. Kabil, S. Y. Zhang, H. L. Zhu, R. Banerjee, J. Zhao, C. He, Nat. Commun. 2011, 2, 495
- (2011) Nat. Commun. , vol.2 , pp. 495
- Qian, Y.¹ Karpus, J.² Kabil, O.³ Zhang, S.Y.⁴ Zhu, H.L.⁵ Banerjee, R.⁶ Zhao, J.⁷ He, C.⁸

44
- 84877765276
- g) X. Wang, J. Sun, W. Zhang, X. Ma, J. Lv, B. Tang, Chem. Sci. 2013, 4, 2551-2556
- (2013) Chem. Sci. , vol.4 , pp. 2551-2556
- Wang, X.¹ Sun, J.² Zhang, W.³ Ma, X.⁴ Lv, J.⁵ Tang, B.⁶

45
- 84865755223
- h) Y. Qian, L. Zhang, S. T. Ding, X. Deng, C. He, X. E. Zheng, H. L. Zhu, J. Zhao, Chem. Sci. 2012, 3, 2920-2923
- (2012) Chem. Sci. , vol.3 , pp. 2920-2923
- Qian, Y.¹ Zhang, L.² Ding, S.T.³ Deng, X.⁴ He, C.⁵ Zheng, X.E.⁶ Zhu, H.L.⁷ Zhao, J.⁸

46
- 84904561592
- i) Z. J. H, S. S. Ding, D. H. Yu, F. H. Huang, G. Q. Feng, Chem. Commun. 2014, 50, 9185-9187
- (2014) Chem. Commun. , vol.50 , pp. 9185-9187
- H, Z.J.¹ Ding, S.S.² Yu, D.H.³ Huang, F.H.⁴ Feng, G.Q.⁵

47
- 84901191799
- j) L. Yuan, Q. P. Zuo, Chem. Asian J. 2014, 9, 1544-1549.
- (2014) Chem. Asian J. , vol.9 , pp. 1544-1549
- Yuan, L.¹ Zuo, Q.P.²

48
- 84890296047
- a) C. Wei, Q. Zhu, W. W. Liu, W. B. Chen, Z. Xi, L. Yi, Org. Biomol. Chem. 2014, 12, 479-485
- (2014) Org. Biomol. Chem. , vol.12 , pp. 479-485
- Wei, C.¹ Zhu, Q.² Liu, W.W.³ Chen, W.B.⁴ Xi, Z.⁵ Yi, L.⁶

49
- 84897449276
- b) C. Wei, L. Wei, Z. Xi, L. Yi, Tetrahedron Lett. 2013, 54, 6937-6939
- (2013) Tetrahedron Lett. , vol.54 , pp. 6937-6939
- Wei, C.¹ Wei, L.² Xi, Z.³ Yi, L.⁴

50
- 84897386835
- c) L. Wei, L. Yi, F. B. Song, C. Wei, B. F. Wang, Z. Xi, Sci. Rep. 2014, 4, 4521.
- (2014) Sci. Rep. , vol.4 , pp. 4521
- Wei, L.¹ Yi, L.² Song, F.B.³ Wei, C.⁴ Wang, B.F.⁵ Xi, Z.⁶

51
- 80052508011
- S. Kellner, S. Seidu-Larry, J. Burhenne, Y. Motorin, M. Helm, Nucleic Acids Res. 2011, 39, 7348-7360.
- (2011) Nucleic Acids Res. , vol.39 , pp. 7348-7360
- Kellner, S.¹ Seidu-Larry, S.² Burhenne, J.³ Motorin, Y.⁴ Helm, M.⁵

52
- 0032499784
- J. Llopis, J. M. Mccaffery, A. Miyawaki, M. G. Farquhar, R. Y. Tsien, Proc. Natl. Acad. Sci. USA 1998, 95, 6803-6808.
- (1998) Proc. Natl. Acad. Sci. USA , vol.95 , pp. 6803-6808
- Llopis, J.¹ McCaffery, J.M.² Miyawaki, A.³ Farquhar, M.G.⁴ Tsien, R.Y.⁵

53
- 36849053388
- A. Loudet, K. Burgess, Chem. Rev. 2007,107, 4891-4932.
- (2007) Chem. Rev. , vol.107 , pp. 4891-4932
- Loudet, A.¹ Burgess, K.²

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.