Functionalizable red emitting calcium sensor bearing a 1,4-triazole chelating moiety

RSC Advances

Volumn 5, Issue 9, 2015, Pages 6993-7000

  Collot, Mayeul ^a   Wilms, Christian ^b   Mallet, Jean Maurice ^c,d,e  

^a UNIVERSITÉ DE STRASBOURG   (France)

^b UNIVERSITY COLLEGE LONDON   (United Kingdom)

^c Centre National de la Recherche Scientifique   (France)

^d ECOLE NORMALE SUPÉRIEURE   (France)

^e CNRS   (France)

Author keywords

[No Author keywords available]

Indexed keywords

CHELATION; FLUORESCENCE; PROBES;

CALCIUM SENSORS; CHELATING GROUPS; CHELATING MOIETIES; CLICK CHEMISTRY; FLUORESCENCE ENHANCEMENT; HIGH DYNAMIC RANGE; HUISGEN CYCLOADDITION; SENSING PROPERTY;

CALCIUM;

EID: 84920811584     PISSN: None     EISSN: 20462069     Source Type: Journal    
DOI: 10.1039/c4ra12858c     Document Type: Article

References (33)

1. R. M. Paredes, J. C. Etzler, L. T. Watts, W. Zheng and J. D. Lechleiter, Methods, 2008, 46, 143.
2. A. E. Palmer, ACS Chem. Biol., 2009, 4, 157.
3. G. Grynkiewicz, M. Poenie and R. Y. Tsien, J. Biol. Chem., 1985, 260, 3440.
4. J. P. Kao, A. T. Harootunian and R. Y. Tsien, J. Biol. Chem., 1989, 264, 8179.
5. D. Thomas, S. C. Tovey, T. J. Collins, M. D. Bootman, M. J. Berridge and P. Lipp, Cell Calcium, 2000, 28, 213.
6. M. Bannwarth, I. R. Corrêa, M. Sztretye, S. Pouvreau, C. Feally, A. Aebischer, L. Royer, E. Rios and K. Johnsson, ACS Chem. Biol., 2009, 4, 179.
7. T. Egawa, K. Hanaoka, Y. Koide, S. Ujita, N. Takahashi, Y. Ikegaya, N. Matsuki, T. Terai, T. Ueno, T. Komatsu and T. Nagano, J. Am. Chem. Soc., 2011, 133, 14157.
8. M. Oheim, M. van 't Hoff, A. Feltz, A. Zamaleeva, J.-M. Mallet and M. Collot, Biochim. Biophys. Acta, Mol. Cell Res., 2014, 843, 2284.
9. M. Collot, C. Loukou, A. V. Yakovlev, C. D. Wilms, D. Li, A. Evrard, A. Zamaleeva, L. Bourdieu, J.-F. Leger, N. Ropert, J. Eilers, M. Oheim, A. Feltz and J.-M. Mallet, J. Am. Chem. Soc., 2012, 134, 14923.
10. L. A. Levy, E. Murphy, B. Raju and R. E. London, Biochemistry, 1988, 27, 4041.
11. H. J. Kim, J. H. Han, M. K. Kim, C. S. Lim, H. M. Kim and B. R. Cho, Angew. Chem., Int. Ed., 2010, 49, 6786.
12. (a) E. Arunkumar, A. Ajayaghosh and J. Daub, J. Am. Chem. Soc., 2005, 127, 3156-3164;
13. (b) P. Ashokkumar, V. T. Ramakrishnan and P. Ramamurthy, Eur. J. Org. Chem., 2009, 34, 5941.
14. E. Lallana, R. Riguera and E. Fernandez-Megia, Angew. Chem., Int. Ed., 2011, 50, 8794.
15. J. P. Byrne, J. A. Kitchen and T. Gunnlaugsson, Chem. Soc. Rev., 2014, 43, 5302.
16. M. Juríček, P. H. J. Kouwer and A. E. Rowan, Chem. Commun., 2011, 47, 8740.
17. D. Kushwaha, R. S. Singh and V. K. Tiwari, Tetrahedron Lett., 2014, 55, 4532.
18. J. A. Christensen and J. T. Fletcher, Tetrahedron Lett., 2014, 55, 4612.
19. M. Vedamalai and S.-P. Wu, Eur. J. Org. Chem., 2012, 6, 1158.
20. W.-J. Shi, J.-Y. Liu and D. K. P. Ng, Chem.-Asian J., 2012, 7, 196.
21. B. C. Boren, S. Narayan, L. K. Rasmussen, L. Zhang, H. Zhao, Z. Lin, G. Jia and V. V. Fokin, J. Am. Chem. Soc., 2008, 130, 8923.
22. F. Song, S. Watanabe, P. E. Floreancig and K. Koide, J. Am. Chem. Soc., 2008, 130, 16460.
23. S. Zhang, J. Geng, W. Yang and X. Zhang, RSC Adv., 2014, 4, 12596.
24. P. Jiang and Z. Guo, Coord. Chem. Rev., 2004, 248, 205.
25. http://www.lifetechnologies.com.
26. (a) W. Ansorge and R. Pepperkok, J. Biochem. Biophys. Methods, 1988, 16, 283;
27. (b) R. Pepperkok, M. Zanetti, R. King, D. Delia, W. Ansorge, L. Philipson and C. Schneider, Proc. Natl. Acad. Sci. U. S. A., 1988, 85, 6748;
28. (c) D. J. Fishkind, L. G. Cao and Y. L. Wang, J. Cell Biol., 1991, 114, 967.
29. M. Collot, A. Lasoroski, A. I. Zamaleeva, A. Feltz, R. Vuilleumier and J.-M. Mallet, Tetrahedron, 2013, 69, 10482.
30. J. Berlin and M. Konishi, Biophys. J., 1993, 65, 1632.
31. C. Buon, L. Chacun-Lefèvre, R. Rabot, P. Bouyssou and G. Coudert, Tetrahedron, 2000, 56, 605.
32. D. C. Knapp, J. D'Onofrio and J. W. Engels, Bioconjugate Chem., 2010, 21, 1043.
33. T. T. Nielsen, V. Wintgens, C. Amiel, R. Wimmer and K. L. Larsen, Biomacromolecules, 2010, 11, 1710.