Lanthanide-based conjugates as polyvalent probes for biological labeling

European Journal of Inorganic Chemistry

Volumn , Issue 18, 2008, Pages 2856-2862

  Claudel Gillet, Stéphanie ^a   Steibel, Jérôme ^b   Weibel, Nicolas ^a   Chauvin, Thomas ^c   Port, Marc ^d   Raynal, Isabelle ^d   Toth, Eva ^c   Ziessel, Raymond F ^a   Charbonnière, Loïc J ^a  

^a Polymers and Materials   (France)

^b Université de Strasbourg Faculté de Psychologie   (France)

^c CENTRE DE BIOPHYSIQUE MOLÉCULAIRE   (France)

^d Laboratoire Guerbet   (France)

Author keywords

Bio conjugation; Lanthanides; Luminescence; Relaxivity; Time resolved luminescence microscopy

Indexed keywords

ANTENNAS; BODY FLUIDS; CARBOXYLATION; DYSPROSIUM COMPOUNDS; EXCITED STATES; GADOLINIUM COMPOUNDS; LIGANDS; LUMINESCENCE; MOLECULES; TERBIUM COMPOUNDS; TIME-RESOLVED SPECTROSCOPY;

BIO-CONJUGATION; BIOLOGICAL LABELING; BOVINE SERUM ALBUMINE; GD COMPLEXES; LANTHANIDES COMPLEXES; LUMINESCENCE MICROSCOPY; RELAXIVITY; TIME-RESOLVED LUMINESCENCE; TIME-RESOLVED LUMINESCENCE MICROSCOPY; WATER MOLECULE;

RARE EARTH ELEMENTS;

EID: 53249127237     PISSN: 14341948     EISSN: 10990682     Source Type: Journal    
DOI: 10.1002/ejic.200800269     Document Type: Article

References (45)

1. a) A. E. Merbach, E. Toth in The Chemistry of Contrast Agents in Medical Magnetic Resonance Imaging, Wiley, London, 2001;
2. b) P. Caravan, J. E. Ellison, T. J. Mc Murry, R. B. Lauffer, Chem. Rev. 1999, 99, 2293-2352;
3. c) M. Botta, Eur. J. Inorg. Chem. 2000, 399-407.
4. a) J. Wöhnert, K. J. Franz, M. Nitz, B. Imperiali, H. Schwalbe, J. Am. Chem. Soc. 2003, 125, 13338-13339;
5. b) M. Prudencio, J. Rohovec, J. A. Peters, E. Tocheva, M. J. Boulanger, M. E. P. Murphy, H.-J. Hupkes, W. Kosters, A. Impagliazzo, M. Ubbink, Chem. Eur. J. 2004, 10, 3252-3260;
6. c) R. S. Prosser, H. Bryant, R. G. Bryant, R. R. Vold, J. Magn. Reson. 1999, 141, 256-260.
7. a) I. Hemmilä, R. Harju in Biological Applications of Labelling Technologies (Eds.: I. Hemmilä, T. Ståhlberg, P. Mottram), Wallac Oy and EG&G Cie Pb, Turku, Finland, 1995, pp. 83-143;
8. b) L. J. Charbonnière, N. Hildebrandt, R. Ziessel, H.-G. Löhmannsröben, J. Am. Chem. Soc. 2006, 128, 12800-12809.
9. J. Chen, P. R. Selvin, J. Am. Chem. Soc. 2000, 122, 657-660.
10. a) A. Beeby, S. W. Botchway, I. M. Clarkson, S. Faulkner, A. W. Parker, D. Parker, J. A. G. Williams, J. Photochem. Photobiol. B 2000, 57, 83-89;
11. b) L. J. Charbonnière, N. Weibel, C. Estournes, C. Leuvrey, R. Ziessel, New J. Chem. 2004, 28, 777-781.
12. R. D. Shannon, Acta Crystallogr., Sect. A 1976, 32, 751-767.
13. a) W. W. De Horrocks Jr, D. R. Sudnick, Acc. Chem. Res. 1981, 14, 384-392;
14. b) R. M. Supkowski, W. W. De Horrocks Jr, Inorg. Chim. Acta 2002, 340, 44-48;
15. c) W. W. De Horrocks Jr, D. R. Sudnick, J. Am. Chem. Soc. 1979, 101, 334-340;
16. d) A. Beeby, I. M. Clarkson, R. S. Dickins, S. Faulkner, D. Parker, S. Royle, A. S. de Sousa, J. A. G. Williams, M. Woods, J. Chem. Soc. Perkin Trans. 2 1999, 493-503.
17. L. J. Charbonnière, R. Ziessel, Helv. Chim. Acta 2003, 86, 3402-3410.
18. a) S. I. Weissmann, J. Chem. Phys. 1942, 10, 214-217;
19. b) N. Sabbatini, M. Guardigli, J.-M. Lehn, Coord. Chem. Rev. 1993, 123, 201-228.
20. A. Congreve, D. Parker, E. Gianolio, M. Botta, Dalton Trans. 2004, 1441-1445.
21. S. Aime, E. Gianolio, D. Corpillo, C. Cavallotti, G. Palmisano, M. Sisti, G. B. Giovenzana, R. Pagliarin, Helv. Chim. Acta 2003, 86, 615-632.
22. D. J. Bornhop, D. S. Hubbard, M. P. Houlne, C. Adair, G. E. Kiefer, B. C. Pence, D. L. Morgan, Anal. Chem. 1999, 71, 2607-2615.
23. I. Nasso, C. Galaup, F. Havas, P. Tisnès, C. Picard, S. Laurent, L. Vander Elst, R. N. Muller, Inorg. Chem. 2005, 44, 8293-8305.
24. N. Weibel, L. J. Charbonnière, M. Guardigli, A. Roda, R. Ziessel, J. Am. Chem. Soc. 2004, 126, 4888-4896.
25. É. Tóth, L. Helm, A. E. Merbach, "Relaxivity of MRI Contrast Agents" in Topics in Current Chemistry (Ed.: W. Krause), Springer-Verlag, Berlin, 2002, vol. 221, chapter 2, pp. 61-101.
26. D. H. Powell, O. M. Ni Dbubhghaill, D. Pubanz, L. Helm, Y. S. Lebedev, W. Schlaepfer, A. E. Merbach, J. Am. Chem. Soc. 1996, 118, 9333-9346.
27. C. Platas-Iglesias, M. Mato-Iglesias, K. Djanashvili, R. N. Muller, L. Vander Elst, J. Peters, A. de Blas, T. Rodríguez-Blas, Chem. Eur. J. 2004, 10, 3579-3590.
28. D. M. J. Doble, M. Botta, J. Wang, S. Aime, A. Barge, K. N. Raymond, J. Am. Chem. Soc. 2001, 123, 10758-10759.
29. S. Laus, R. Ruloff, É. Tóth, A. E. Merbach, Chem. Eur. J. 2003, 9, 3555-3566.
30. P. Caravan, N. J. Cloutier, M. T. Greenfield, S. A. McDermid, S. U. Dunham, J. W. Bulte, J. C. Amedio Jr, R. J. Looby, R. M. Supkowski, W. D. Horrocks Jr, T. J. Mc Murry, R. B. Lauffer, J. Am. Chem. Soc. 2002, 124, 3152-3162.
31. J. B. Livramento, E. Toth, A. Sour, A. Borel, A. E. Merbach, R. Ruloff, Angew. Chem. Int. Ed. 2005, 44, 1480-1484.
32. A. Datta, J. M. Hooker, M. Botta, M. B. Francis, S. Aime, K. N. Raymond, J. Am. Chem. Soc. 2008, 130, 2546-2552.
33. N. Hildebrandt, L. J. Charbonnière, M. Beck, R. F. Ziessel, H.-G. Löhmannsröben, Angew. Chem. Int. Ed. 2005, 44, 7612-7615.
34. N. Siauve, O. Clement, C.-A. Cuenod, S. Benderbous, G. Frija, Magn. Reson. Imaging 1996, 14, 381-390.
35. S. Comby, D. Imbert, A.-S. Chauvin, J.-C. G. Bünzli, L. J. Charbonnière, R. F. Ziessel, Inorg. Chem. 2004, 43, 7369-7379.
36. G. Zucchi, A.-C. Ferrand, R. Scopelliti, J.-C. G. Bünzli, Inorg. Chem. 2002, 41, 2459-2465.
37. G. F. De Sá, O. L. Malta, C. D. Donega, A. M. Simas, R. L. Longo, P. A. Santa-Cruz, E. F. da Silva, Coord. Chem. Rev. 2000, 196, 165-195.
38. T. Kimura, Y. Kato, J. Alloys Compd. 1998, 275, 806-810.
39. a) J. Yu, D. Parker, R. Pal, R. A. Poole, M. J. Cann, J. Am. Chem. Soc. 2006, 128, 2294-2299;
40. b) R. A. Poole, G. Bobba, M. J. Cann, J.-C. Frias, D. Parker, R. D. Peacock, Org. Biomol. Chem. 2005, 3, 1013-1024;
41. c) A. S. Chauvin, S. Comby, B. Song, C. D. B. Vandevyver, F. Thomas, J.-C. G. Bünzli, Chem. Eur. J. 2007, 13, 9515-9526.
42. Please note, rats were not killed only for the purpose of this experiment, but were used previously as blanks in a clinical study.
43. I. J. Namer, J. Steibel, P. Poulet, J. P. Armspach, M. Mohr, Y. Mauss, J. Chambron, Brain 1993, 116, 147-159.
44. D. S. Raiford, C. L. Fisk, E. D. Becker, Anal. Chem. 1979, 51, 2050-2051.
45. Y. Haas, G. Stein, J. Phys. Chem. 1971, 75, 3668-3677.