Near-infrared fluorescent divalent RGD ligand for integrin αvβ3-targeted optical imaging

Bioorganic and Medicinal Chemistry Letters

Volumn 22, Issue 17, 2012, Pages 5405-5409

  Ye, Yunpeng ^a   Akers, Walter ^a   Xu, Baogang ^a   Bloch, Sharon ^a   Odonkor, Charles ^a   Achilefu, Samuel ^a  

^a WASHINGTON UNIVERSITY SCHOOL OF MEDICINE   (United States)

Author keywords

Cypate; Divalent ligand; Integrin v 3; Optical imaging; RGD peptide

Indexed keywords

ARGINYLGLYCYLASPARTIC ACID; CARBOCYANINE; CARBOXYLIC ACID DERIVATIVE; VITRONECTIN RECEPTOR;

ARTICLE; BINDING AFFINITY; IMAGING; MOLECULAR DYNAMICS; NEAR INFRARED SPECTROSCOPY; SYNTHESIS;

ANIMALS; CARBOCYANINES; CELL LINE, TUMOR; FLUORESCENT DYES; HUMANS; INTEGRIN ALPHAVBETA3; MICE; MICE, NUDE; NEOPLASMS; OLIGOPEPTIDES; OPTICAL IMAGING;

MUS MUSCULUS;

EID: 84865122027     PISSN: 0960894X     EISSN: 14643405     Source Type: Journal    
DOI: 10.1016/j.bmcl.2012.07.044     Document Type: Article

References (38)

1. J.P. Xiong, T. Stehle, B. Diefenbach, R. Zhang, R. Dunker, D.L. Scott, A. Joachimiak, S.L. Goodman, and M.A. Arnaout Science 294 2001 339
2. G.C. Tucker Curr. Opin. Investig. Drugs 4 2003 722
3. X. Chen, E. Sievers, Y. Hou, R. Park, M. Tohme, R. Bart, R. Bremner, J.R. Bading, and P.S. Conti Neoplasia 7 2005 271
4. S. Liu Mol. Pharm. 3 2006 472
5. A.R. Hsu, A. Veeravagu, W. Cai, L.C. Hou, V. Tse, and X. Chen Recent Pat. Anticancer Drug Discov. 2 2007 143
6. M. Schottelius, B. Laufer, H. Kessler, and H.J. Wester Acc. Chem. Res. 42 2009 969
7. A. Zannetti, S. Del Vecchio, F. Iommelli, A. Del Gatto, S. De Luca, L. Zaccaro, A. Papaccioli, J. Sommella, M. Panico, A. Speranza, P. Grieco, E. Novellino, M. Saviano, C. Pedone, and M. Salvatore Clin. Cancer Res. 15 2009 5224
8. K. Temming, R.M. Schiffelers, G. Molema, and R.J. Kok Drug Resist Update 8 2005 381
9. M. Benezra, O. Penate-Medina, P.B. Zanzonico, D. Schaer, H. Ow, A. Burns, E. DeStanchina, V. Longo, E. Herz, S. Iyer, J. Wolchok, S.M. Larson, U. Wiesner, and M.S. Bradbury J. Clin. Investig. 121 2011 2768
10. A.R. Reynolds, I.R. Hart, A.R. Watson, J.C. Welti, R.G. Silva, S.D. Robinson, G. Da Violante, M. Gourlaouen, M. Salih, M.C. Jones, D.T. Jones, G. Saunders, V. Kostourou, F. Perron-Sierra, J.C. Norman, G.C. Tucker, and K.M. Hodivala-Dilke Nat. Med. 15 2009 392
11. S. Achilefu Technol. Cancer Res. Treat. 3 2004 393
12. S. Achilefu, R.B. Dorshow, J.E. Bugaj, and R. Rajagopalan Invest. Radiol. 35 2000 479
13. J.E. Bugaj, S. Achilefu, R.B. Dorshow, and R. Rajagopalan J. Biomed. Opt. 6 2001 122
14. Ye, Y.; Chen, X. Theranostics1, 102.
15. S. Achilefu, S. Bloch, M.A. Markiewicz, T. Zhong, Y. Ye, R.B. Dorshow, B. Chance, and K. Liang Proc. Natl. Acad. Sci. U.S.A. 102 2005 7976
16. Y. Ye, S. Bloch, B. Xu, and S. Achilefu J. Med. Chem. 49 2006 2268
17. W.B. Edwards, W.J. Akers, Y. Ye, P.P. Cheney, S. Bloch, B. Xu, R. Laforest, and S. Achilefu Mol. Imaging 8 2009 101
18. Y. Ye, S. Bloch, J. Kao, and S. Achilefu Bioconjug. Chem. 16 2005 51
19. Y. Ye, S. Bloch, B. Xu, and S. Achilefu Bioconjug. Chem. 19 2008 225
20. Y. Pu, W.B. Wang, G.C. Tang, F. Zeng, S. Achilefu, J.H. Vitenson, I. Sawczuk, S. Peters, J.M. Lombardo, and R.R. Alfano Technol. Cancer Res. Treat. 4 2005 429
21. Y. Ye, B. Xu, G.V. Nikiforovich, S. Bloch, and S. Achilefu Bioorg. Med. Chem. Lett. 21 2011 2116
22. X. Chen, R. Park, M. Tohme, A.H. Shahinian, J.R. Bading, and P.S. Conti Bioconjug. Chem. 15 2004 41
23. X. Chen, C. Plasencia, Y. Hou, and N. Neamati J. Med. Chem. 1098 2005 48
24. Weiss, S.; Keller, M.; Bernhardt, G.; Buschauer, A.; Konig, B. Bioorg Med Chem18, 6292.
25. C.C. Kumar, H. Nie, C.P. Rogers, M. Malkowski, E. Maxwell, J.J. Catino, and L. Armstrong J. Pharmacol. Exp. Ther. 283 1997 843
26. A. Borgne-Sanchez, S. Dupont, A. Langonne, L. Baux, H. Lecoeur, D. Chauvier, M. Lassalle, O. Deas, J.J. Briere, M. Brabant, P. Roux, C. Pechoux, J.P. Briand, J. Hoebeke, A. Deniaud, C. Brenner, P. Rustin, L. Edelman, D. Rebouillat, and E. Jacotot Cell Death Differ. 14 2007 422
27. E. Werner, and Z. Werb J. Cell Biol. 158 2002 357
28. Vaidyanath, A.; Hashizume, T.; Nagaoka, T.; Takeyasu, N.; Satoh, H.; Chen, L.; Wang, J.; Kasai, T.; Kudoh, T.; Satoh, A.; Fu, L.; Seno, M. J Cell Mol Med15, 2525.
29. Xu, L.; Vagner, J.; Alleti, R.; Rao, V.; Jagadish, B.; Morse, D. L.; Hruby, V. J.; Gillies, R. J.; Mash, E. A. Bioorg. Med. Chem. Lett. 20, 2489.
30. S. Knor, S. Sato, T. Huber, A. Morgenstern, F. Bruchertseifer, M. Schmitt, H. Kessler, R. Senekowitsch-Schmidtke, V. Magdolen, and C. Seidl Eur. J. Nucl. Med. Mol. Imaging 35 2008 53
31. T.A. Shewmake, F.J. Solis, R.J. Gillies, and M.R. Caplan Biomacromolecules 9 2008 3057
32. C. Ryppa, H. Mann-Steinberg, M.L. Biniossek, R. Satchi-Fainaro, and F. Kratz Int. J. Pharm. 368 2009 89
33. Z. Liu, S. Liu, F. Wang, and X. Chen Eur. J. Nucl. Med. Mol. Imaging 36 2009 1296
34. J. Shi, Y.S. Kim, S. Zhai, Z. Liu, X. Chen, and S. Liu Bioconjug. Chem. 20 2009 750
35. J. Aaron, N. Nitin, K. Travis, S. Kumar, T. Collier, S.Y. Park, M. Jose-Yacaman, L. Coghlan, M. Follen, R. Richards-Kortum, and K. Sokolov J. Biomed. Opt. 12 2007 034007
36. Jin, Z. H.; Furukawa, T.; Waki, A.; Akaji, K.; Coll, J. L.; Saga, T.; Fujibayashi, Y. Biol. Pharm. Bull 33, 370.
37. Z. Cheng, Y. Wu, Z. Xiong, S.S. Gambhir, and X. Chen Bioconjug. Chem. 16 2005 1433
38. Ye, Y.; Zhu, L.; Ma, Y.; Niu, G.; Chen, X. Bioorg. med. chem. lett. 21, 1146.