Influence of calcium-induced aggregation on the sensitivity of aminobis(methylenephosphonate)-containing potential MRI contrast agents

Inorganic Chemistry

Volumn 50, Issue 14, 2011, Pages 6472-6481

  Henig, Jörg ^a   Mamedov, Ilgar ^b   Fouskova, Petra ^c   Tóth, Éva ^c   Logothetis, Nikos K ^b,d   Angelovski, Goran ^b   Mayer, Hermann A ^a  

^a UNIVERSITY OF TÜBINGEN   (Germany)

^b MAX PLANCK INSTITUTE FOR BIOLOGICAL CYBERNETICS   (Germany)

^c CENTRE DE BIOPHYSIQUE MOLÉCULAIRE   (France)

^d UNIVERSITY OF MANCHESTER   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

CALCIUM; CHELATING AGENT; CONTRAST MEDIUM; LANTHANIDE; ORGANOMETALLIC COMPOUND;

ARTICLE; CHEMICAL STRUCTURE; CHEMISTRY; NUCLEAR MAGNETIC RESONANCE IMAGING; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; STEREOISOMERISM; SYNTHESIS;

CALCIUM; CHELATING AGENTS; CONTRAST MEDIA; LANTHANOID SERIES ELEMENTS; MAGNETIC RESONANCE IMAGING; MAGNETIC RESONANCE SPECTROSCOPY; MOLECULAR STRUCTURE; ORGANOMETALLIC COMPOUNDS; STEREOISOMERISM;

EID: 79960235802     PISSN: 00201669     EISSN: None     Source Type: Journal    
DOI: 10.1021/ic1024235     Document Type: Article

References (52)

1. The Chemistry of Contrast Agents in Medical Magnetic Resonance Imaging; Tóth, É., Merbach, A. E., Eds.; Wiley: Chichester, 2001.
2. Caravan, P.; Ellison, J. J.; McMurry, T. J.; Lauffer, R. B. Chem. Rev. 1999, 99, 2293-2352
3. Jasanoff, A. Curr. Opin. Neurobiol. 2007, 17, 593-600
4. Yoo, B.; Pagel, M. D. Front. Biosci. 2008, 13, 1733-1752
5. Zhang, S. R.; Wu, K. C.; Sherry, A. D. Angew. Chem., Int. Ed. 1999, 38, 3192-3194
6. Woods, M.; Kiefer, G. E.; Bott, S.; Castillo-Muzquiz, A.; Eshelbrenner, C.; Michaudet, L.; McMillan, K.; Mudigunda, S. D. K.; Grin, D.; Tircso, G.; Zhang, S. R.; Zhao, P.; Sherry, A. D. J. Am. Chem. Soc. 2004, 126, 9248-9256
7. Mamedov, I.; Mishra, A.; Angelovski, G.; Mayer, H. A.; Palsson, L. O.; Parker, D.; Logothetis, N. K. Dalton Trans. 2007, 5260-5267
8. Garcia-Martin, M. L.; Martinez, G. V.; Raghunand, N.; Sherry, A. D.; Zhang, S.; Gillies, R. J. Magn. Reson. Med. 2006, 55, 309-315
9. Angelovski, G.; Fouskova, P.; Mamedov, I.; Canals, S.; Toth, E.; Logothetis, N. K. ChemBioChem 2008, 9, 1729-1734
10. Dhingra, K.; Maier, M. E.; Beyerlein, M.; Angelovski, G.; Logothetis, N. K. Chem. Commun. 2008, 3444-3446
11. Li, W. H.; Fraser, S. E.; Meade, T. J. J. Am. Chem. Soc. 1999, 121, 1413-1414
12. Hanaoka, K.; Kikuchi, K.; Urano, Y.; Narazaki, M.; Yokawa, T.; Sakamoto, S.; Yamaguchi, K.; Nagano, T. Chem. Biol. 2002, 9, 1027-1032
13. Hanaoka, K.; Kikuchi, K.; Urano, Y.; Nagano, T. J. Chem. Soc., Perkin Trans. 2 2001, 1840-1843
14. Major, J. L.; Parigi, G.; Luchinat, C.; Meade, T. J. Proc. Natl. Acad. Sci. U. S. A. 2007, 104, 13881-13886
15. Major, J. L.; Boiteau, R. M.; Meade, T. J. Inorg. Chem. 2008, 47, 10788-10795
16. Zhang, X. A.; Lovejoy, K. S.; Jasanoff, A.; Lippard, S. J. Proc. Natl. Acad. Sci. U. S. A. 2007, 104, 10780-10785
17. Dhingra, K.; Fouskova, P.; Angelovski, G.; Maier, M. E.; Logothetis, N. K.; Tóth, É. JBIC 2008, 13, 35-46
18. Mamedov, I.; Canals, S.; Henig, J.; Beyerlein, M.; Murayama, Y.; Mayer, H. A.; Logothetis, N. K.; Angelovski, G. ACS Chem. Neurosci. 2010, 1, 819-828
19. Kotková, Z.; Pereira, G. A.; Djanashvili, K.; Kotek, J.; Rudovský, J.; Hermann, P.; Elst, L. V.; Muller, R. N.; Geraldes, C. F. G. C.; Lukes, I.; Peters, J. A. Eur. J. Inorg. Chem. 2009, 119-136
20. Helm, L. Prog. Nucl. Magn. Reson. Spectrosc. 2006, 49, 45-64
21. Hermann, P.; Kotek, J.; Kubicek, V.; Lukes, I. Dalton Trans. 2008, 3027-3047
22. Kubicek, V.; Rudovsky, J.; Kotek, J.; Hermann, P.; Elst, L. V.; Muller, R. N.; Kolar, Z. I.; Wolterbeek, H. T.; Peters, J. A.; Lukes, I. J. Am. Chem. Soc. 2005, 127, 16477-16485
23. Adzamli, I. K.; Blau, M.; Pfeffer, M. A.; Davis, M. A. Magn. Res. Med. 1993, 29, 505-511
24. Westerback, S. J.; Martell, A. E. Nature 1956, 178, 321-322
25. Buglyo, P.; Kiss, T.; Dyba, M.; Jezowska-Bojczuk, M.; Kozlowski, H.; Bouhsina, S. Polyhedron 1997, 16, 3447-3454
26. Matczak-Jon, E.; Kurzak, B.; Kamecka, A.; Sawka-Dobrowolska, W.; Kafarski, P. J. Chem. Soc., Dalton Trans. 1999, 3627-3637
27. Corsi, D. M.; Platas-Iglesias, C.; van Bekkum, H.; Peters, J. A. Magn. Reson. Chem. 2001, 39, 723-726
28. Irving, H. M.; Miles, M. G.; Pettit, L. D. Anal. Chim. Acta 1967, 38, 475-488
29. Zekany, L.; Nagypal, I. Computational methods for the determination of formation constants; Plenum Press: New York, 1985.
30. Zitha-Bovens, E.; Vander Elst, L.; Muller, R. N.; van Bekkum, H.; Peters, J. A. Eur. J. Inorg. Chem. 2001, 3101-3105
31. Peters, J. A.; Huskens, J.; Raber, D. J. Prog. Nucl. Magn. Reson. Spectrosc. 1996, 28, 283-350
32. Raiford, D. S.; Fisk, C. L.; Becker, E. D. Anal. Chem. 1979, 51, 2050-2051
33. Hedrera, M. E.; Perillo, I. A. J. Heterocycl. Chem. 2000, 37, 1431-1438
34. Moedritz., K.; Irani, R. R. J. Org. Chem. 1966, 31, 1603-1607
35. Matczak-Jon, E.; Kurzak, B.; Kafarski, P.; Wozna, A. J. Inorg. Biochem. 2006, 100, 1155-1166
36. Alajarín, M.; Pastor, A.; Orenes, R.-A.; Martínez-Viviente, E.; Pregosin, P. S. Chem.-Eur. J. 2006, 12, 877-886
37. Cohen, Y.; Avram, L.; Frish, L. Angew. Chem., Int. Ed. 2005, 44, 520-554
38. Macchioni, A.; Ciancaleoni, G.; Zuccaccia, C.; Zuccaccia, D. Chem. Soc. Rev. 2008, 37, 479-489
39. Mamedov, I.; Parac-Vogt, T. N.; Logothetis, N. K.; Angelovski, G. Dalton Trans. 2010, 39, 5721-5727
40. Valentini, M.; Rüegger, H.; Pregosin, P. S. Helv. Chim. Acta 2001, 84, 2833-2853
41. Henig, J.; Tóth, É.; Engelmann, J.; Gottschalk, S.; Mayer, H. A. Inorg. Chem. 2010, 49, 6124-6138
42. Yao, S.; Babon, J. J.; Norton, R. S. Biophys. Chem. 2008, 136, 145-151
43. Livramento, J. B.; Weidensteiner, C.; Prata, M. I. M.; Allegrini, P. R.; Geraldes, C. F. G. C.; Helm, L.; Kneuer, R.; Merbach, A. E.; Santos, A. C.; Schmidt, P.; Tóth, É. Contrast Med. Mol. Imaging 2006, 1, 30-39
44. Aime, S.; Botta, M.; Garino, E.; Crich, S. G.; Giovenzana, G.; Pagliarin, R.; Palmisano, G.; Sisti, M. Chem.-Eur. J. 2000, 6, 2609-2617
45. Atkinson, P.; Bretonniere, Y.; Parker, D. Chem. Commun. 2004, 438-439
46. Atkinson, P.; Murray, B. S.; Parker, D. Org. Biomol. Chem. 2006, 4, 3166-3171
47. Beeby, A.; Clarkson, I. M.; Dickins, R. S.; Faulkner, S.; Parker, D.; Royle, L.; de Sousa, A. S.; Williams, J. A. G.; Woods, M. J. Chem. Soc., Perkin Trans. 2 1999, 493-503
48. Supkowski, R. M.; Horrocks, W. D. Inorg. Chim. Acta 2002, 340, 44-48
49. Congreve, A.; Parker, D.; Gianolio, E.; Botta, M. Dalton Trans. 2004, 1441-1445
50. Rojas-Quijano, F. A.; Benyo, E. T.; Tircso, G.; Kalman, F. K.; Baranyai, Z.; Aime, S.; Sherry, A. D.; Kovacs, Z. Chem.-Eur. J. 2009, 15, 13188-13200
51. Kubicek, V.; Vitha, T.; Kotek, J.; Hermann, P.; Vander Elst, L.; Muller, R. N.; Lukes, I.; Peters, J. A. Contrast Med. Mol. Imaging 2010, 5, 294-296
52. Nicholson, C.; ten Bruggencate, G.; Stockle, H.; Steinberg, R. J. Neurophysiol. 1978, 41, 1026-1039