SCOPUS 정보 검색 플랫폼

Volumn 15, Issue 5, 2014, Pages 670-675

Self-immolative bioluminogenic quinone luciferins for NAD(P)H assays and reducing capacity-based cell viability assays

(14) Zhou, Wenhui a Leippe, Donna b Duellman, Sarah b Sobol, Mary b Vidugiriene, Jolanta b O'Brien, Martha b Shultz, John W b Kimball, Joshua J a Dibernardo, Céline a Moothart, Leonard a Bernad, Laurent a Cali, James b Klaubert, Dieter H a Meisenheimer, Poncho a

a Promega Biosciences Inc (United States)

b PROMEGA CORPORATION (United States)

Author keywords

diaphorase; NAD(P)H; quinones; reducing capacity; self immolative linkers

Indexed keywords

AMIDE; DIHYDROLIPOAMIDE DEHYDROGENASE; DOXORUBICIN; ETOPOSIDE; LUCIFERIN; OXIDOREDUCTASE; QUINONE DERIVATIVE; REDUCED NICOTINAMIDE ADENINE DINUCLEOTIDE; REDUCED NICOTINAMIDE ADENINE DINUCLEOTIDE PHOSPHATE; RESAZURIN; LUMINESCENT AGENT; NICOTINAMIDE ADENINE DINUCLEOTIDE PHOSPHATE;

ARTICLE; ASSAY; BIOLUMINESCENCE; CELL VIABILITY; CELL VIABILITY ASSAY; CONTROLLED STUDY; CYCLIZATION; FLUORESCENCE ANALYSIS; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; HUMAN; HUMAN CELL; IC 50; LACTONIZATION; LIMIT OF DETECTION; MICHAEL ADDITION; NAD(P)H ASSAY; PRIORITY JOURNAL; REDUCTION; ANALOGS AND DERIVATIVES; CELL SURVIVAL; LUMINESCENCE; METABOLISM; TUMOR CELL LINE;

CELL LINE, TUMOR; CELL SURVIVAL; FIREFLY LUCIFERIN; HUMANS; LUMINESCENT AGENTS; LUMINESCENT MEASUREMENTS; NADP; QUINONES;

EID: 84896398592 PISSN: 14394227 EISSN: 14397633 Source Type: Journal
DOI: 10.1002/cbic.201300744 Document Type: Article

Times cited : (27)

References (56)

1
- 0033548138
- K. Eto, Y. Tsubamoto, Y. Terauchi, T. Sugiyama, T. Kishimoto, N. Takahashi, N. Yamauchi, N. Kubota, S. Murayama, T. Aizawa, Y. Akanuma, S. Aizawa, H. Kasai, Y. Yazaki, T. Kadowaki, Science 1999, 283, 981-985
- (1999) Science , vol.283 , pp. 981-985
- Eto, K.¹ Tsubamoto, Y.² Terauchi, Y.³ Sugiyama, T.⁴ Kishimoto, T.⁵ Takahashi, N.⁶ Yamauchi, N.⁷ Kubota, N.⁸ Murayama, S.⁹ Aizawa, T.¹⁰ Akanuma, Y.¹¹ Aizawa, S.¹² Kasai, H.¹³ Yazaki, Y.¹⁴ Kadowaki, T.¹⁵

2
- 0036829678
- M. Noda, S. Yamashita, N. Takahashi, K. Eto, L.-M. Shen, K. Izumi, S. Daniel, Y. Tsubamoto, T. Nemoto, M. Iino, H. Kasai, G. W. G. Sharp, T. Kadowaki, J. Biol. Chem. 2002, 277, 41817-41826
- (2002) J. Biol. Chem. , vol.277 , pp. 41817-41826
- Noda, M.¹ Yamashita, S.² Takahashi, N.³ Eto, K.⁴ Shen, L.-M.⁵ Izumi, K.⁶ Daniel, S.⁷ Tsubamoto, Y.⁸ Nemoto, T.⁹ Iino, M.¹⁰ Kasai, H.¹¹ Sharp, G.W.G.¹² Kadowaki, T.¹³

3
- 33847080430
- C
- A. Mayevsky, G. G. Rogatsky, Am. J. Physiol. Cell Physiol. 2007, 292, C 615-640
- (2007) Am. J. Physiol. Cell Physiol. , vol.292 , pp. 615-640
- Mayevsky, A.¹ Rogatsky, G.G.²

4
- 58249097235
- R. Freeman, R. Gill, I. Shweky, M. Kotler, U. Banin, I. Willner, Angew. Chem. Int. Ed. 2009, 48, 309-313
- (2009) Angew. Chem. Int. Ed. , vol.48 , pp. 309-313
- Freeman, R.¹ Gill, R.² Shweky, I.³ Kotler, M.⁴ Banin, U.⁵ Willner, I.⁶

5
- 66449129594
- Angew. Chem. 2009, 121, 315-319
- (2009) Angew. Chem. , vol.121 , pp. 315-319

6
- 4344700104
- J. T. Barron, M. F. Sasse, A. Nair, Mol. Cell. Biochem. 2004, 262, 91-99.
- (2004) Mol. Cell. Biochem. , vol.262 , pp. 91-99
- Barron, J.T.¹ Sasse, M.F.² Nair, A.³

7
- 33845938278
- D. Hyun, S. S. Emerson, D. Jo, M. P. Mattson, R. de Cabo, Proc. Natl. Acad. Sci. USA 2006, 103, 19908-19912
- (2006) Proc. Natl. Acad. Sci. USA , vol.103 , pp. 19908-19912
- Hyun, D.¹ Emerson, S.S.² Jo, D.³ Mattson, M.P.⁴ De Cabo, R.⁵

8
- 0035933809
- A. Gaikwad, D. J. Long, J. L. Stringer, A. K. Jaiswal, J. Biol. Chem. 2001, 276, 22559-22564
- (2001) J. Biol. Chem. , vol.276 , pp. 22559-22564
- Gaikwad, A.¹ Long, D.J.² Stringer, J.L.³ Jaiswal, A.K.⁴

9
- 0035371184
- F. Q. Schafer, G. R. Buettner, Free Radical Biol. Med. 2001, 30, 1191-1212
- (2001) Free Radical Biol. Med. , vol.30 , pp. 1191-1212
- Schafer, F.Q.¹ Buettner, G.R.²

10
- 0028841122
- S. Khan, P. J. O'Brien, Biochim. Biophys. Acta Mol. Cell Res. 1995, 1269, 153-161.
- (1995) Biochim. Biophys. Acta Mol. Cell Res. , vol.1269 , pp. 153-161
- Khan, S.¹ O'Brien, P.J.²

11
- 1542346420
- F. Berger, M. H. Ramírez-Hernández, M. Ziegler, Trends Biochem. Sci. 2004, 29, 111-118
- (2004) Trends Biochem. Sci. , vol.29 , pp. 111-118
- Berger, F.¹ Ramírez-Hernández, M.H.² Ziegler, M.³

12
- 0037376665
- S. Lin, L. Guarente, Curr. Opin. Cell Biol. 2003, 15, 241-246
- (2003) Curr. Opin. Cell Biol. , vol.15 , pp. 241-246
- Lin, S.¹ Guarente, L.²

13
- 0037221445
- J. M. Denu, Trends Biochem. Sci. 2003, 28, 41-48
- (2003) Trends Biochem. Sci. , vol.28 , pp. 41-48
- Denu, J.M.¹

14
- 1842610541
- V. J. Starai, H. Takahashi, J. D. Boeke, J. C. Escalante-Semerena, Current Opin. Microbiol. 2004, 7, 115-119
- (2004) Current Opin. Microbiol. , vol.7 , pp. 115-119
- Starai, V.J.¹ Takahashi, H.² Boeke, J.D.³ Escalante-Semerena, J.C.⁴

15
- 84896404354
- DOI
- D. Surjana, G. M. Halliday, D. L. Damian, J. Nucleic Acids 2010, DOI:.
- (2010) J. Nucleic Acids
- Surjana, D.¹ Halliday, G.M.² Damian, D.L.³

16
- 0023221206
- C. R. Zerez, S. J. Lww, K. Tanaka, Anal. Biochem. 1987, 164, 367-373
- (1987) Anal. Biochem. , vol.164 , pp. 367-373
- Zerez, C.R.¹ Lww, S.J.² Tanaka, K.³

17
- 0028081399
- T. C. Wagner, M. D. Scott, Anal. Biochem. 1994, 222, 417-426
- (1994) Anal. Biochem. , vol.222 , pp. 417-426
- Wagner, T.C.¹ Scott, M.D.²

18
- 0030978319
- M. Ishiyama, Y. Miyazono, K. Sasamoto, Y. Ohkura, K. Ueno, Talanta 1997, 44, 1299-1305
- (1997) Talanta , vol.44 , pp. 1299-1305
- Ishiyama, M.¹ Miyazono, Y.² Sasamoto, K.³ Ohkura, Y.⁴ Ueno, K.⁵

19
- 27944438816
- Y.-F. Liao, H.-C. Hsieh, G.-Y. Liu, H.-C. Hung, Anal. Biochem. 2005, 347, 176-181.
- (2005) Anal. Biochem. , vol.347 , pp. 176-181
- Liao, Y.-F.¹ Hsieh, H.-C.² Liu, G.-Y.³ Hung, H.-C.⁴

20
- 38249026860
- P. Catomeris, R. J. Thibert, Microchem. J. 1988, 38, 390-398
- (1988) Microchem. J. , vol.38 , pp. 390-398
- Catomeris, P.¹ Thibert, R.J.²

21
- 0029971652
- M. W. Riepe, K. Schmalzigaug, F. Fink, K. Oexle, A. C. Ludolph, Brain Res. 1996, 710, 21-27
- (1996) Brain Res. , vol.710 , pp. 21-27
- Riepe, M.W.¹ Schmalzigaug, K.² Fink, F.³ Oexle, K.⁴ Ludolph, A.C.⁵

22
- 0032964029
- R. G. Kerr, K. Kelly, J. Nat. Prod. 1999, 62, 201-202.
- (1999) J. Nat. Prod. , vol.62 , pp. 201-202
- Kerr, R.G.¹ Kelly, K.²

23
- 0033571162
- F. Torabi, K. Ramanathan, P.-O. Larsson, L. Gorton, K. Svanberg, Y. Okamoto, B. Danielsson, M. Khayyami, Talanta 1999, 50, 787-797
- (1999) Talanta , vol.50 , pp. 787-797
- Torabi, F.¹ Ramanathan, K.² Larsson, P.-O.³ Gorton, L.⁴ Svanberg, K.⁵ Okamoto, Y.⁶ Danielsson, B.⁷ Khayyami, M.⁸

24
- 0024323983
- A. Bergel, J. Souppe, M. Comtat, Anal. Biochem. 1989, 179, 382-388.
- (1989) Anal. Biochem. , vol.179 , pp. 382-388
- Bergel, A.¹ Souppe, J.² Comtat, M.³

25
- 4444249485
- V. B. Ritov, E. V. Menshikova, D. E. Kelley, Anal. Biochem. 2004, 333, 27-38.
- (2004) Anal. Biochem. , vol.333 , pp. 27-38
- Ritov, V.B.¹ Menshikova, E.V.² Kelley, D.E.³

26
- 33644966484
- W. Zhou, M. P. Valley, J. Shultz, E. Hawkins, L. Bernad, T. Good, D. Good, T. L. Riss, D. H. Klaubert, K. V. Wood, J. Am. Chem. Soc. 2006, 128, 3122-3123
- (2006) J. Am. Chem. Soc. , vol.128 , pp. 3122-3123
- Zhou, W.¹ Valley, M.P.² Shultz, J.³ Hawkins, E.⁴ Bernad, L.⁵ Good, T.⁶ Good, D.⁷ Riss, T.L.⁸ Klaubert, D.H.⁹ Wood, K.V.¹⁰

27
- 33750600862
- W. Zhou, J. W. Shultz, N. Murphy, E. M. Hawkins, L. Bernad, T. Good, L. Moothart, S. Frackman, D. H. Klaubert, R. F. Bulleit, K. V. Wood, Chem. Commun. 2006, 4620-4622.
- (2006) Chem. Commun. , pp. 4620-4622
- Zhou, W.¹ Shultz, J.W.² Murphy, N.³ Hawkins, E.M.⁴ Bernad, L.⁵ Good, T.⁶ Moothart, L.⁷ Frackman, S.⁸ Klaubert, D.H.⁹ Bulleit, R.F.¹⁰ Wood, K.V.¹¹

28
- 0034632805
- C. Flader, J. Liu, R. F. Borch, J. Med. Chem. 2000, 43, 3157-3167
- (2000) J. Med. Chem. , vol.43 , pp. 3157-3167
- Flader, C.¹ Liu, J.² Borch, R.F.³

29
- 0037075837
- A. Suleman, E. B. Skibo, J. Med. Chem. 2002, 45, 1211-1220.
- (2002) J. Med. Chem. , vol.45 , pp. 1211-1220
- Suleman, A.¹ Skibo, E.B.²

30
- 0242299595
- L. Hu, C. Yu, Y. Jiang, J. Han, Z. Li, P. Browne, P. R. Race, R. J. Knox, P. F. Searle, E. Hyde, J. Med. Chem. 2003, 46, 4818-4821
- (2003) J. Med. Chem. , vol.46 , pp. 4818-4821
- Hu, L.¹ Yu, C.² Jiang, Y.³ Han, J.⁴ Li, Z.⁵ Browne, P.⁶ Race, P.R.⁷ Knox, R.J.⁸ Searle, P.F.⁹ Hyde, E.¹⁰

31
- 0034609776
- G. N. Parkinson, J. V. Skelly, S. Neidle, J. Med. Chem. 2000, 43, 3624-3631.
- (2000) J. Med. Chem. , vol.43 , pp. 3624-3631
- Parkinson, G.N.¹ Skelly, J.V.² Neidle, S.³

32
- 0032813108
- Y. C. Fann, C. A. Metosh-Dickey, G. W. Winston, A. Sygula, D. N. R. Rao, M. B. Kadiiska, R. P. Mason, Chem. Res. Toxicol. 1999, 12, 450-458
- (1999) Chem. Res. Toxicol. , vol.12 , pp. 450-458
- Fann, Y.C.¹ Metosh-Dickey, C.A.² Winston, G.W.³ Sygula, A.⁴ Rao, D.N.R.⁵ Kadiiska, M.B.⁶ Mason, R.P.⁷

33
- 53549100988
- M. L. Lavaggi, M. Cabrera, M. Gonzalez, H. Cerecetto, Chem. Res. Toxicol. 2008, 21, 1900-1906
- (2008) Chem. Res. Toxicol. , vol.21 , pp. 1900-1906
- Lavaggi, M.L.¹ Cabrera, M.² Gonzalez, M.³ Cerecetto, H.⁴

34
- 8844256506
- G. Chowdhury, D. Kotandeniya, J. S. Daniels, C. L. Barnes, K. S. Gates, Chem. Res. Toxicol. 2004, 17, 1399-1405.
- (2004) Chem. Res. Toxicol. , vol.17 , pp. 1399-1405
- Chowdhury, G.¹ Kotandeniya, D.² Daniels, J.S.³ Barnes, C.L.⁴ Gates, K.S.⁵

35
- 0015526376
- R. Borchardt, L. A. Cohen, J. Am. Chem. Soc. 1972, 94, 9175-9182
- (1972) J. Am. Chem. Soc. , vol.94 , pp. 9175-9182
- Borchardt, R.¹ Cohen, L.A.²

36
- 0000485790
- M. G. Nicolaou, J. L. Wolfe, R. L. Schowen, R. T. Borchardt, J. Org. Chem. 1996, 61, 6633-6638
- (1996) J. Org. Chem. , vol.61 , pp. 6633-6638
- Nicolaou, M.G.¹ Wolfe, J.L.² Schowen, R.L.³ Borchardt, R.T.⁴

37
- 31544446019
- S.-T. Huang, Y.-L. Lin, Org. Lett. 2006, 8, 265-268
- (2006) Org. Lett. , vol.8 , pp. 265-268
- Huang, S.-T.¹ Lin, Y.-L.²

38
- 55549102682
- W. Ong, Y. Yang, A. C. Cruciano, R. L. McCarley, J. Am. Chem. Soc. 2008, 130, 14739-14744
- (2008) J. Am. Chem. Soc. , vol.130 , pp. 14739-14744
- Ong, W.¹ Yang, Y.² Cruciano, A.C.³ McCarley, R.L.⁴

39
- 80053530237
- W. C. Silvers, A. S. Payne, R. L. McCarley, Chem. Commun. 2011, 47, 11264-11266
- (2011) Chem. Commun. , vol.47 , pp. 11264-11266
- Silvers, W.C.¹ Payne, A.S.² McCarley, R.L.³

40
- 84872119605
- W. C. Silvers, B. Prasai, D. H. Burk, M. L. Brown, R. L. McCarley, J. Am. Chem. Soc. 2013, 135, 309-314
- (2013) J. Am. Chem. Soc. , vol.135 , pp. 309-314
- Silvers, W.C.¹ Prasai, B.² Burk, D.H.³ Brown, M.L.⁴ McCarley, R.L.⁵

41
- 84867468663
- M. F. Mendoza, N. M. Hollabaugh, S. U. Hettiarachchi, R. L. McCarley, Biochemistry 2012, 51, 8014-8026.
- (2012) Biochemistry , vol.51 , pp. 8014-8026
- Mendoza, M.F.¹ Hollabaugh, N.M.² Hettiarachchi, S.U.³ McCarley, R.L.⁴

42
- 43149124009
- W. Zhou, C. Andrews, J. Liu, J. W. Shultz, M. P. Valley, J. J. Cali, E. M. Hawkins, D. H. Klaubert, R. F. Bulleit, K. V. Wood, ChemBioChem 2008, 9, 714-718
- (2008) ChemBioChem , vol.9 , pp. 714-718
- Zhou, W.¹ Andrews, C.² Liu, J.³ Shultz, J.W.⁴ Valley, M.P.⁵ Cali, J.J.⁶ Hawkins, E.M.⁷ Klaubert, D.H.⁸ Bulleit, R.F.⁹ Wood, K.V.¹⁰

43
- 0034595324
- U. Grether, H. Waldmann, Angew. Chem. Int. Ed. 2000, 39, 1629-1632
- (2000) Angew. Chem. Int. Ed. , vol.39 , pp. 1629-1632
- Grether, U.¹ Waldmann, H.²

44
- 0000221906
- Angew. Chem. 2000, 112, 1688-1691
- (2000) Angew. Chem. , vol.112 , pp. 1688-1691

45
- 0032482097
- B. Sauerbrei, V. Jungman, H. Waldmann, Angew. Chem. Int. Ed. 1998, 37, 1143-1146
- (1998) Angew. Chem. Int. Ed. , vol.37 , pp. 1143-1146
- Sauerbrei, B.¹ Jungman, V.² Waldmann, H.³

46
- 0000504661
- Angew. Chem. 1998, 110, 1187-1190.
- (1998) Angew. Chem. , vol.110 , pp. 1187-1190

47
- 3042666050
- D. Shabat, R. J. Amir, A. Gopin, N. Pessah, M. Shamis, Chem. Eur. J. 2004, 10, 2626-2634
- (2004) Chem. Eur. J. , vol.10 , pp. 2626-2634
- Shabat, D.¹ Amir, R.J.² Gopin, A.³ Pessah, N.⁴ Shamis, M.⁵

48
- 43449126197
- S.-T. Huang, Y.-X. Peng, K.-L. Wang, Biosens. Bioelectron. 2008, 23, 1793-1798.
- (2008) Biosens. Bioelectron. , vol.23 , pp. 1793-1798
- Huang, S.-T.¹ Peng, Y.-X.² Wang, K.-L.³

49
- 77950254562
- B. Huang, A. Desai, S. Tang, T. P. Thomas, J. R. Baker, Jr., Org. Lett. 2010, 12, 1384-1387
- (2010) Org. Lett. , vol.12 , pp. 1384-1387
- Huang, B.¹ Desai, A.² Tang, S.³ Thomas, T.P.⁴ Baker, Jr.J.R..⁵

50
- 73249121015
- M. A. DeWit, E. R. Gillies, J. Am. Chem. Soc. 2009, 131, 18327-18334
- (2009) J. Am. Chem. Soc. , vol.131 , pp. 18327-18334
- Dewit, M.A.¹ Gillies, E.R.²

51
- 1242336831
- M. Shamis, H. N. Lode, D. Shabat, J. Am. Chem. Soc. 2004, 126, 1726-1731.
- (2004) J. Am. Chem. Soc. , vol.126 , pp. 1726-1731
- Shamis, M.¹ Lode, H.N.² Shabat, D.³

52
- 27144488205
- M. V. Berridge, P. M. Herst, A. S. Tan, Biotechnol. Annu. Rev. 2005, 11, 127-152
- (2005) Biotechnol. Annu. Rev. , vol.11 , pp. 127-152
- Berridge, M.V.¹ Herst, P.M.² Tan, A.S.³

53
- 27644592487
- A. Schreer, C. Tinson, J. P. Sherry, K. Schirmer, Anal. Biochem. 2005, 344, 76-85.
- (2005) Anal. Biochem. , vol.344 , pp. 76-85
- Schreer, A.¹ Tinson, C.² Sherry, J.P.³ Schirmer, K.⁴

54
- 11244311919
- H. Lu, D. J. Waxman, Mol. Pharmacol. 2005, 67, 212-219
- (2005) Mol. Pharmacol. , vol.67 , pp. 212-219
- Lu, H.¹ Waxman, D.J.²

55
- 0000534187
- Y. Huang, A. M.-L. Chan, Y. Liu, X. Wang, N. J. Holbrook, Apoptosis 1997, 2, 199-206
- (1997) Apoptosis , vol.2 , pp. 199-206
- Huang, Y.¹ Chan, A.M.-L.² Liu, Y.³ Wang, X.⁴ Holbrook, N.J.⁵

56
- 0032498258
- S. Kanekura, I. Maruyama, Cancer Lett. 1998, 122, 127-133.
- (1998) Cancer Lett. , vol.122 , pp. 127-133
- Kanekura, S.¹ Maruyama, I.²

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.