Photoswitchable Magnetic Resonance Imaging Contrast by Improved Light-Driven Coordination-Induced Spin State Switch

Journal of the American Chemical Society

Volumn 137, Issue 24, 2015, Pages 7552-7555

  Dommaschk, Marcel ^a   Peters, Morten ^a   Gutzeit, Florian ^a   Schütt, Christian ^a   Näther, Christian ^a   Sönnichsen, Frank D ^a   Tiwari, Sanjay ^b   Riedel, Christian ^b   Boretius, Susann ^b   Herges, Rainer ^a  

^a UNIVERSITY OF KIEL   (Germany)

^b Clinic for Diagnostic Radiology   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

SPIN DYNAMICS;

CONTRAST CHANGES; ELECTRON-DONATING SUBSTITUENTS; INTRAMOLECULAR BINDING; PHOTO-SWITCHABLE; PHOTOSTATIONARY STATE; PHOTOSWITCHING; ROOM TEMPERATURE; SWITCHING CYCLES;

MAGNETIC RESONANCE IMAGING;

NUCLEAR MAGNETIC RESONANCE IMAGING AGENT; 3-AZOPYRIDINE; CONTRAST MEDIUM; COORDINATION COMPOUND; DIMETHYL SULFOXIDE; METALLOPORPHYRIN; NICKEL; PYRIDINE DERIVATIVE;

ARTICLE; BLUE LIGHT; GREEN LIGHT; IRRADIATION; ISOMERIZATION; LIGHT; LIMIT OF DETECTION; NUCLEAR MAGNETIC RESONANCE IMAGING; PH; PHOTOCHEMISTRY; PHOTOSWITCHING; RELAXATION TIME; ROOM TEMPERATURE; TRANS ISOMER; VIOLET BLUE LIGHT; CHEMICAL STRUCTURE; CHEMISTRY; ELECTRON; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY;

CONTRAST MEDIA; COORDINATION COMPLEXES; DIMETHYL SULFOXIDE; ELECTRONS; LIGHT; MAGNETIC RESONANCE IMAGING; MAGNETIC RESONANCE SPECTROSCOPY; METALLOPORPHYRINS; MODELS, MOLECULAR; NICKEL; PYRIDINES;

EID: 84933059851     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/jacs.5b00929     Document Type: Article

References (48)

1. Kulaksiz, S.; Bau, M. Appl. Geochem. 2011, 26, 1877
2. Hao, D.; Ai, T.; Goerner, F.; Hu, X.; Runge, V. M.; Tweedle, M. J. Magn. Reson. Imaging 2012, 36, 1060
3. Aime, S.; Botta, M.; Fasano, M.; Terreno, E. Acc. Chem. Res. 1999, 32, 941
4. Caravan, P.; Ellison, J. J.; McMurry, T. J.; Lauffer, R. B. Chem. Rev. 1999, 99, 2293
5. Touti, F.; Maurin, P.; Hasserodt, J. Angew. Chem., Int. Ed. 2013, 52, 4654
6. Louie, A. Y.; Huber, M. M.; Ahrens, E. T.; Rothbacher, U.; Moats, R.; Jacobs, R. E.; Fraser, S. E.; Meade, T. J. Nat. Biotechnol. 2000, 18, 321
7. Duimstra, J. A.; Femia, F. J.; Meade, T. J. J. Am. Chem. Soc. 2005, 127, 12847
8. Querol, M.; Chen, J. W.; Weissleder, R.; Bogdanov, A. Org. Lett. 2005, 7, 1719
9. Giardiello, M.; Lowe, M. P.; Botta, M. Chem. Commun. 2007, 4044
10. Hanaoka, K.; Kikuchi, K.; Terai, T.; Komatsu, T.; Nagano, T. Chem.-Eur. J. 2008, 14, 987
11. Mizukami, S.; Takikawa, R.; Sugihara, F.; Hori, Y.; Tochio, H.; Wälchli, M.; Shirakawa, M.; Kikuchi, K. J. Am. Chem. Soc. 2008, 130, 794
12. Trokowski, R.; Zhang, S.; Sherry, A. D. Bioconjugate Chem. 2004, 15, 1431
13. Aime, S.; Delli Castelli, D.; Fedeli, F.; Terreno, E. J. Am. Chem. Soc. 2002, 124, 9364
14. Hall, J.; Häner, R.; Aime, S.; Botta, M.; Faulkner, S.; Parker, D.; de Sousa, A. S. New J. Chem. 1998, 22, 627
15. Aime, S.; Crich, S. G.; Botta, M.; Giovenzana, G.; Palmisano, G.; Sisti, M. Chem. Commun. 1999, 1577
16. Zhang, S.; Wu, K.; Sherry, A. D. Angew. Chem. 1999, 111, 3382
17. Lowe, M. P.; Parker, D.; Reany, O.; Aime, S.; Botta, M.; Castellano, G.; Gianolio, E.; Pagliarin, R. J. Am. Chem. Soc. 2001, 123, 7601
18. Woods, M.; Kiefer, G. E.; Bott, S.; Castillo-Muzquiz, A.; Eshelbrenner, C.; Michaudet, L.; McMillan, K.; Mudigunda, S. D. K.; Ogrin, D.; Tircsó, G.; Zhang, S.; Zhao, P.; Sherry, A. D. J. Am. Chem. Soc. 2004, 126, 9248
19. Tóth, E.; Bolskar, R. D.; Borel, A.; González, G.; Helm, L.; Merbach, A. E.; Sitharaman, B.; Wilson, L. J. J. Am. Chem. Soc. 2005, 127, 799
20. De Leon-Rodriguez, L. M.; Lubag, A. J. M.; Malloy, C. R.; Martinez, G. V.; Gillies, R. J.; Sherry, A. D. Acc. Chem. Res. 2009, 42, 948
21. Li, W.-h.; Fraser, S. E.; Meade, T. J. J. Am. Chem. Soc. 1999, 121, 1413
22. Li, W.-h.; Parigi, G.; Fragai, M.; Luchinat, C.; Meade, T. J. Inorg. Chem. 2002, 41, 4018
23. Dhingra, K.; Fousková, P.; Angelovski, G.; Maier, M. E.; Logothetis, N. K.; Tóth, E. J. Biol. Inorg. Chem. 2007, 13, 35
24. Angelovski, G.; Fouskova, P.; Mamedov, I.; Canals, S.; Toth, E.; Logothetis, N. K. ChemBioChem 2008, 9, 1729
25. Dhingra, K.; Maier, M. E.; Beyerlein, M.; Angelovski, G.; Logothetis, N. K. Chem. Commun. 2008, 3444
26. Mishra, A.; Fousková, P.; Angelovski, G.; Balogh, E.; Mishra, A. K.; Logothetis, N. K.; Tóth, E. Inorg. Chem. 2008, 47, 1370
27. Hanaoka, K.; Kikuchi, K.; Urano, Y.; Nagano, T. J. Chem. Soc., Perkin Trans. 2 2001, 1840
28. Major, J. L.; Parigi, G.; Luchinat, C.; Meade, T. J. Proc. Natl. Acad. Sci. U.S.A. 2007, 104, 13881
29. Major, J. L.; Boiteau, R. M.; Meade, T. J. Inorg. Chem. 2008, 47, 10788
30. Que, E. L.; Gianolio, E.; Baker, S. L.; Wong, A. P.; Aime, S.; Chang, C. J. J. Am. Chem. Soc. 2009, 131, 8527
31. Hifumi, H.; Tanimoto, A.; Citterio, D.; Komatsu, H.; Suzuki, K. Analyst 2007, 132, 1153
32. Tu, C.; Louie, A. Y. Chem. Commun. 2007, 1331
33. Tu, C.; Osborne, E. A.; Louie, A. Y. Tetrahedron 2009, 65, 1241
34. Herges, R.; Jansen, O.; Tuczek, F.; Venkatamarani, S. Molecular Switch. Patent WO 2012022299 A1, Feb 23, 2012.
35. Herges, R.; Jansen, O.; Tuczek, F.; Venkatamarani, S. Photosensitive metal porphyrin complexes with pendant photoisomerizable chelate arm as photochromic molecular switches undergoing photoinduced spin transition. Patent DE 102010034 A1, Feb 16, 2012.
36. Venkataramani, S.; Jana, U.; Dommaschk, M.; Sönnichsen, F. D.; Tuczek, F.; Herges, R. Science 2011, 331, 445
37. Dommaschk, M.; Schütt, C.; Venkataramani, S.; Jana, U.; Nather, C.; Sonnichsen, F. D.; Herges, R. Dalton Trans. 2014, 43, 17395
38. Thies, S.; Sell, H.; Bornholdt, C.; Schütt, C.; Köhler, F.; Tuczek, F.; Herges, R. Chem.-Eur. J. 2012, 18, 16358
39. Thies, S.; Sell, H.; Schütt, C.; Bornholdt, C.; Näther, C.; Tuczek, F.; Herges, R. J. Am. Chem. Soc. 2011, 133, 16243
40. Thies, S.; Bornholdt, C.; Köhler, F.; Sönnichsen, F. D.; Näther, C.; Tuczek, F.; Herges, R. Chem.-Eur. J. 2010, 16, 10074
41. Dommaschk, M.; Gutzeit, F.; Boretius, S.; Haag, R.; Herges, R. Chem. Commun. 2014, 50, 12476
42. Alcover-Fortuny, G.; de Graaf, C.; Caballol, R. Phys. Chem. Chem. Phys. 2015, 17, 217
43. Samanta, S.; McCormick, T. M.; Schmidt, S. K.; Seferos, D. S.; Woolley, G. A. Chem. Commun. 2013, 49, 10314
44. Yang, Y.; Hughes, R. P.; Aprahamian, I. J. Am. Chem. Soc. 2014, 136, 13190
45. Samanta, S.; Beharry, A. A.; Sadovski, O.; McCormick, T. M.; Babalhavaeji, A.; Tropepe, V.; Woolley, G. A. J. Am. Chem. Soc. 2013, 135, 9777
46. Kosower, E. M.; Kanety-Londner, H. J. Am. Chem. Soc. 1976, 98, 3001
47. Vogler, H.; Platzek, J.; Schuhmann-Giampieri, G.; Frenzel, T.; Weinmann, H.-J.; Radbüchel, B.; Press, W.-R. Eur. J. Radiol. 1995, 21, 1
48. Fenchel, M.; Franow, A.; Martirosian, P.; Engels, M.; Kramer, U.; Stauder, N. I.; Helber, U.; Vogler, H.; Claussen, C. D.; Miller, S. Br. J. Radiol. 2007, 80, 884