New red-shifted coelenterazine analogues with an extended electronic conjugation

Tetrahedron Letters

Volumn 53, Issue 38, 2012, Pages 5114-5118

  Giuliani, Germano ^a   Molinari, Paola ^b   Ferretti, Giulia ^a   Cappelli, Andrea ^a   Anzini, Maurizio ^a   Vomero, Salvatore ^a   Costa, Tommaso ^b  

^a UNIVERSITY OF SIENA   (Italy)

^b ISTITUTO SUPERIORE DI SANITÀ   (Italy)

Author keywords

2Y System; Bioluminescence; Coelenterazine; Red shift; Renilla Luciferase

Indexed keywords

2 BENZYL 8 (4 CHLOROPHENYLTHIO) 6 (4 HYDROXYPHENYL)IMIDAZO[1,2 A]PYRAZIN 3(7H) ONE; COELENTERAZINE DERIVATIVE; IMIDAZOPYRAZINE DERIVATIVE; RENILLA LUCIFERIN 2 MONOOXYGENASE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL REACTION KINETICS; CONJUGATION; ELECTRON; NONHUMAN; PHOTOCHEMISTRY; SPECTROSCOPY; SYNTHESIS;

RENILLA LUCIFERASE;

EID: 84865162901     PISSN: 00404039     EISSN: 18733581     Source Type: Journal    
DOI: 10.1016/j.tetlet.2012.07.041     Document Type: Article

References (25)

1. L. Rowe, E. Dikici, and S. Daunert Anal. Chem. 81 2009 8662 8668
2. E. Michelini, L. Cevenini, L. Mezzanotte, D. Ablamsky, T. Southworth, B. Branchini, and A. Roda Anal. Chem. 80 2008 60 67
3. A. De Curr. Pharm. Biotechnol. 12 2011 558 568
4. V. Menon, A. Ranganathn, V.H. Jorgensen, M. Sabio, C.T. Christoffersen, M.A. Uberti, K.A. Jones, and P.S. Babu Assay Drug Dev. Technol. 6 2008 787 793
5. J.C. Watts, K. Giles, S.K. Grillo, A. Lemus, S.J. DeArmond, and S.B. Prusiner Proc. Natl. Acad. Sci. U.S.A. 108 2011 2528 2533
6. M.R. Patel, Y.F. Chang, I.Y. Chen, M.H. Bachmann, X. Yan, C.H. Contag, and S.S. Gambhir Cancer Res. 70 2010 10141 10149
7. A.K. Campbell Chemiluminescence, principles and applications in biology and medicine 1988 Ellis Horwood Ltd Chichester (England) pp. 189-218
8. O. Shimomura Bioluminescence, chemical principles and methods 2006 World Scientific Publishing Co. Ltd Singapore pp. 159-176
9. F. Liu, Y. Liu, L. De Vico, and R. Lindh J. Am. Chem. Soc. 131 2009 6181 6188
10. H. Isobe, S. Yamanaka, M. Okumura, and K. Yamaguchi J. Phys. Chem. A 113 2009 15171 15187
11. K. Hori, J.E. Wampler, and M.J. Cormier Chem. Commun. 1973 492 493
12. R. Weissleder Nat. Biotechnol. 19 2001 316 317
13. A.M. Loening, A.M. Wu, and S.S. Gambhir Nat. Methods 4 2007 641 643
14. S. Inouye, and O. Shimomura Biochem. Biophys. Res. Commun. 233 1997 349 353
15. A. Dragulescu-Andrasi, C.T. Chan, A. De, T.F. Massoud, and S.S. Gambhir Proc. Natl. Acad. Sci. U.S.A. 108 2011 12060 12065
16. C. Wu, H. Nakamura, A. Murai, and O. Shimomura Tetrahedron Lett. 42 2001 2997 3000
17. P. Naumov, Y. Ozawa, K. Ohkubo, and S. Fukuzumi J. Am. Chem. Soc. 131 2009 11590 11605
18. H. Nakamura, M. Aizawa, and A. Murai Synlett 1996 1015 1017
19. D.A. DeBie, A. Ostrowicz, G. Guertsen, and H.C. VanDerPlas Tetrahedron 44 1988 2977 2983
20. K. Jones, M. Keenan, and F. Hibbert Synlett 1996 509 510
21. M. Adamczyk, D.D. Johnson, P.G. Mattingly, Y. Pan, and R.E. Reddy Org. Prep. Proced. Int. 33 2001 477 485
22. N. Sato J. Heterocycl. Chem. 15 1978 665 670
23. M. Shimazaki, M. Hikita, T. Hosoda, and A. Ohta Heterocycles 32 5 1991 937 947
24. M. Adamczyk, D.D. Johnson, P.G. Mattingly, Y. Pan, and R.E. Reddy Synth. Commun. 32 2002 3199 3205
25. O. Shimomura, and K. Teranishi Luminescence 15 2000 51 58