Smart near-infrared fluorescence probes with donor-acceptor structure for in vivo detection of β-amyloid deposits

Journal of the American Chemical Society

Volumn 136, Issue 9, 2014, Pages 3388-3394

  Cui, Mengchao ^a,b   Ono, Masahiro ^a   Watanabe, Hiroyuki ^a   Kimura, Hiroyuki ^a   Liu, Boli ^b   Saji, Hideo ^a  

^a KYOTO UNIVERSITY   (Japan)

^b BEIJING NORMAL UNIVERSITY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

AZO DYES; BRAIN; FLUORESCENCE; GLYCOPROTEINS; IMAGING TECHNIQUES; INFRARED DEVICES; MAMMALS; MOLECULAR IMAGING;

ALZHEIMER'S DISEASE; AMYLOID DEPOSITS; BLOOD-BRAIN BARRIER; CARBON-CARBON DOUBLE BONDS; FLUORESCENT STAINING; INTRAVENOUS INJECTIONS; MAXIMUM EMISSIONS; NEAR-INFRARED FLUORESCENCE;

PROBES;

AMYLOID BETA PROTEIN; CARBON; CONGO RED; THIOFLAVINE;

ALZHEIMER DISEASE; AMYLOID PLAQUE; ANIMAL CELL; ANIMAL EXPERIMENT; ANIMAL MODEL; ANIMAL TISSUE; ARTICLE; BLOOD BRAIN BARRIER; BRAIN CORTEX; CHEMICAL BOND; CONTROLLED STUDY; EARLY DIAGNOSIS; ELECTRON; EX VIVO STUDY; FLUORESCENCE; HUMAN; HUMAN CELL; HUMAN TISSUE; IN VITRO STUDY; IN VIVO STUDY; MOLECULAR IMAGING; MOUSE; NEAR INFRARED IMAGING SYSTEM; NONHUMAN; PROTEIN STRUCTURE; TRANSGENIC MOUSE;

AMYLOID BETA-PEPTIDES; ANIMALS; CELL LINE; CELL SURVIVAL; DRUG DESIGN; FLUORESCENT DYES; HUMANS; INFRARED RAYS; MICE; OPTICAL IMAGING; PEPTIDE FRAGMENTS; PROTEIN MULTIMERIZATION; PROTEIN STRUCTURE, SECONDARY;

EID: 84897699654     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja4052922     Document Type: Article

References (32)

1. Selkoe, D. J. JAMA, J. Am. Med. Assoc. 2000, 283, 1615-1617
2. Selkoe, D. J. Physiol. Rev. 2001, 81, 741-766
3. Hardy, J. A.; Higgins, G. A. Science 1992, 256, 184-185
4. Hardy, J. A.; Selkoe, D. J. Science 2002, 297, 353-356
5. Hardy, J. Neurobiol. Aging 1999, 20, 85, discussion 87.
6. Kung, H. F. ACS Med. Chem. Lett. 2012, 3, 265-267
7. Cai, L.; Innis, R. B.; Pike, V. W. Curr. Med. Chem. 2007, 14, 19-52
8. Quigley, H.; Colloby, S. J.; O'Brien, J. T. Int. J. Geriatr. Psychiatry 2011, 26, 991-999
9. Rowe, C. C.; Villemagne, V. L. J. Nucl. Med. 2011, 52, 1733-1740
10. Mathis, C. A.; Mason, N. S.; Lopresti, B. J.; Klunk, W. E. Semin. Nucl. Med. 2012, 42, 423-432
11. Mathis, C. A.; Wang, Y.; Holt, D. P.; Huang, G. F.; Debnath, M. L.; Klunk, W. E. J. Med. Chem. 2003, 46, 2740-2754
12. Klunk, W. E.; Engler, H.; Nordberg, A.; Wang, Y.; Blomqvist, G.; Holt, D. P.; Bergstrom, M.; Savitcheva, I.; Huang, G. F.; Estrada, S.; Ausen, B.; Debnath, M. L.; Barletta, J.; Price, J. C.; Sandell, J.; Lopresti, B. J.; Wall, A.; Koivisto, P.; Antoni, G.; Mathis, C. A.; Langstrom, B. Ann. Neurol. 2004, 55, 306-319
13. Kadir, A.; Marutle, A.; Gonzalez, D.; Scholl, M.; Almkvist, O.; Mousavi, M.; Mustafiz, T.; Darreh-Shori, T.; Nennesmo, I.; Nordberg, A. Brain 2011, 134, 301-317
14. Choi, S. R.; Golding, G.; Zhuang, Z.; Zhang, W.; Lim, N.; Hefti, F.; Benedum, T. E.; Kilbourn, M. R.; Skovronsky, D.; Kung, H. F. J. Nucl. Med. 2009, 50, 1887-1894
15. Wong, D. F.; Rosenberg, P. B.; Zhou, Y.; Kumar, A.; Raymont, V.; Ravert, H. T.; Dannals, R. F.; Nandi, A.; Brasic, J. R.; Ye, W.; Hilton, J.; Lyketsos, C.; Kung, H. F.; Joshi, A. D.; Skovronsky, D. M.; Pontecorvo, M. J. J. Nucl. Med. 2010, 51, 913-920
16. Lin, K. J.; Hsu, W. C.; Hsiao, I. T.; Wey, S. P.; Jin, L. W.; Skovronsky, D.; Wai, Y. Y.; Chang, H. P.; Lo, C. W.; Yao, C. H.; Yen, T. C.; Kung, M. P. Nucl. Med. Biol. 2010, 37, 497-508
17. Camus, V.; Payoux, P.; Barre, L.; Desgranges, B.; Voisin, T.; Tauber, C.; La Joie, R.; Tafani, M.; Hommet, C.; Chetelat, G.; Mondon, K.; de La Sayette, V.; Cottier, J. P.; Beaufils, E.; Ribeiro, M. J.; Gissot, V.; Vierron, E.; Vercouillie, J.; Vellas, B.; Eustache, F.; Guilloteau, D. Eur. J. Nucl. Med. Mol. Imaging 2012, 39, 621-631
18. Ntziachristos, V.; Bremer, C.; Weissleder, R. Eur. Radiol. 2003, 13, 195-208
19. Ntziachristos, V. Annu. Rev. Biomed. Eng. 2006, 8, 1-33
20. Frangioni, J. V. Curr. Opin. Chem. Biol. 2003, 7, 626-634
21. Licha, K.; Olbrich, C. Adv. Drug Delivery Rev. 2005, 57, 1087-1108
22. Hintersteiner, M.; Enz, A.; Frey, P.; Jaton, A. L.; Kinzy, W.; Kneuer, R.; Neumann, U.; Rudin, M.; Staufenbiel, M.; Stoeckli, M.; Wiederhold, K. H.; Gremlich, H. U. Nat. Biotechnol. 2005, 23, 577-583
23. Nesterov, E. E.; Skoch, J.; Hyman, B. T.; Klunk, W. E.; Bacskai, B. J.; Swager, T. M. Angew. Chem., Int. Ed. Engl. 2005, 44, 5452-5456
24. Ran, C.; Xu, X.; Raymond, S. B.; Ferrara, B. J.; Neal, K.; Bacskai, B. J.; Medarova, Z.; Moore, A. J. Am. Chem. Soc. 2009, 131, 15257-15261
25. Ono, M.; Ishikawa, M.; Kimura, H.; Hayashi, S.; Matsumura, K.; Watanabe, H.; Shimizu, Y.; Cheng, Y.; Cui, M.; Kawashima, H.; Saji, H. Bioorg. Med. Chem. Lett. 2010, 20, 3885-3888
26. Ono, M.; Watanabe, H.; Kimura, H.; Saji, H. ACS Chem. Neurosci. 2012, 3, 319-324
27. Meyers, F.; Marder, S. R.; Pierce, B. M.; Bredas, J. L. J. Am. Chem. Soc. 1994, 116, 10703-10714
28. Organic Structure Analysis; Crews, P.; Rodriguez, J.; Jaspars, M., Eds.; Oxford University Press: New York, 1998.
29. Cui, M.; Ono, M.; Kimura, H.; Kawashima, H.; Liu, B. L.; Saji, H. Nucl. Med. Biol. 2011, 38, 313-320
30. Ametamey, S. M.; Honer, M.; Schubiger, P. A. Chem. Rev. 2008, 108, 1501-1516
31. Plaz̀uk, D.; Janowska, I.; Kłys, A.; Hameed, A.; Zakrzewski, J. Synth. Commun. 2003, 33, 381-385
32. Cheng, Y.; Prusoff, W. H. Biochem. Pharmacol. 1973, 22, 3099-3108