Inhibition of fluorescent dyes for the design of efficient activatable probes dedicated to non-invasive small animal imaging

Progress in Biomedical Optics and Imaging - Proceedings of SPIE

Volumn 6449, Issue , 2007, Pages

  Texier, Isabelle ^a   Heinrich, Emilie ^a  

^a CEA GRENOBLE   (France)

Author keywords

Activatable probes; Fluorescence; In vivo optical imaging

Indexed keywords

FLUORESCENCE; GOLD COMPOUNDS; LIGANDS; MOLECULAR SPECTROSCOPY; NANOPARTICLES; OPTICAL PROPERTIES;

ACTIVATABLE PROBES; ANIMAL IMAGING; IN VIVO OPTICAL IMAGING;

DYES;

EID: 34247366360     PISSN: 16057422     EISSN: None     Source Type: Conference Proceeding    
DOI: 10.1117/12.699928     Document Type: Conference Paper

References (45)

1. K. Licha, C. Olbrich, "Optical imaging in drug discovery and diagnostic applications", Adv. Drug Deliv. Rev., 57, 1087-1108, 2005.
2. T.F. Massoud, S.S. Gambhir, "Molecular imaging in living subjects: seing fundamental biological processes in a new light", Genes & Development, 17, 545-580, 2003.
3. R. Weissleder, "Scaling down imaging: molecular mapping of cancer in mice", Nature Reviews, 2, 1-8, 2002.
4. T. Vo-Dinh, Biomedical Photonics Handbook. 2003: D.C. Press.
5. S. Achilefu, "Lighting up tumors with receptor-specific optical molecular probes", Technol. Cancer Res. Treat., 3, 393-405, 2004.
6. C.H. Tung, "Fluorescent peptide probes for in vivo diagnostic imaging", Biopolymers, 76, 391-403, 2004.
7. S. Folli, P. Westerman, D. Braichotte, A. Pèlegrin, G. Wagnières, H. van den Bergh, J.-P. Mach, "Antibody-indocyanin conjugates for immunophotodetection of human sqamous cell carcinoma in nude mice", Cancer Res., 54, 2643-2649, 1994.
8. D. Neri, B. Carnemolla, A. Nissim, A. Leprini, G. Querzè, E. Balza, A. Pini, L. Tarli, C. Halin, P. Neri, L. Zardi, G. Winter, "Targeting by affinity-matured recombinant antibody-fragments of an angiogenesis associated fibronectin isoform", Nat. Biotech., 15, 1271-1275, 1997.
9. B. Ballou, G.W. Fisher, J.-S. Deng, T.R. Hakala, M. Srivastava, D.L. Farkas, "Cyanine fluorochrome-labeled antibodies in vivo: assessment of tumor imaging using Cy3, Cy5, Cy5.5 and Cy7", Cancer Detection and Prevention, 22, 251-257, 1998.
10. B. Ballou, G.W. Fisher, A.S. Waggoner, D.L. Farkas, J.M. Reiland, R. Jaffe, R.B. Mujumdar, S.R. Mujumdar, T.R. Hakala, "Tumor labelling in vivo using cyanine-conjugated monoclonal antibodies", Cancer Immunol. Immunother., 41, 257-263, 1995.
11. A. Becker, B. Riefke, B. Ebert, U. Sukowski, H. Rinneberg, W. Semmler, K. Licha, "Macromolecular contrats agents for optical imaging of tumors: comparison of indotricarbocyanine-labeled human serum albumin and transferrin", Photochem. Photobiol., 72, 234-241, 2000.
12. J.E. Bugaj, S. Achilefu, R.B. Dorshow, R. Rajagopalan, "Novel fluorescent contrast agents for optical imaging of in-vivo tumors based on a receptor-targeted dye-peptide conjugate platform", J. Biomed. Optics, 6, 122-133, 2001.
13. S. Achilefu, R.B. Dorshow, J.E. Bugaj, R. Rajagopalan, "Novel receptor-targeted fluorescent contrats agents for in vivo tumor imaging", Invest. Radiol., 35, 479-485, 2000.
14. A. Becker, C. Hessenius, K. Licha, B. Ebert, U. Sukowski, W. Semmler, B. Wiedenmann, C. Grötzinger, "Receptor-targeted optical imaging of tumors with near-infrared fluorescent ligands", Nat. Biotech., 19, 327-331, 2001.
15. K. Licha, C. Hessenius, A. Becker, P. Henklein, M. Bauer, S. Wisniewski, B. Wiedenmann, W. Semmler, "Synthesis, characterization, and biological properties of cynanine-labeled somatostatin analogues as receptor-targeted fluorescent probes", Bioconjug. Chem., 12, 44-50, 2001.
16. J.V. Frangioni, "In vivo near-infrared fluorescence imaging", Curt. Op. Chem. Biol., 7, 626-634, 2003.
17. N.-H. Ho, R. Weissleder, C.H. Tung, "Development of water-soluble far-red fluorogenic dyes for enzyme sensing", Tetrahedron, 62, 578-585, 2006.
18. W. Zhao, E.M. Carreira, "Conformationally restricted aza-bodipy: a highly fluorescent, stable, near-infrared-absorbing dye", Angew. Chem. Int. Ed., 44, 1677-1679, 2005.
19. Z. Shen, H. Röhr, K. Rurack, H. Uno, M. Spieles, B. Schulz, G. Reck, N. Ono, "Boron-diindomethene (BDI) dyes and their tetrahydrobicyclo precursors-en route to a new class of highly emissive fluorophores for the red spectral range", Chem. Eur. J., 10, 2004.
20. Z. Zhang, S. Achilefu, "Synthesis and evaluation of polyhydroxylated near-infrared carbocyanine molecular probes", Org. Lett., 6, 2067-2070, 2004.
21. H. Lee, C. Mason, S. Achilefu, "Heptamethine cyanine dyes with a robust C-C bond at the central position of the chromophore", J. Org. Chem., 71, 7862-7865, 2006.
22. Y. Lin, R. Weissleder, C.-H. Tung, "Novel near-infrared cyanine fluorochromes: synthesis, properties and bioconjugation", Bioconjug. Chem., 13, 605-610, 2002.
23. S.A. Hilderbrand, K.A. Kelly, R. Weissleder, C.H. Tung, "Monofunctional near-infrared fluorochromes for imaging applications", Bioconjug. Chem., 16, 1275-1281, 2005.
24. K. Licha, Contrast agents for optical imaging, in Contrast Agents li. 2002, SPRINGER-VERLAG BERLIN: Berlin, p. 1-29.
25. W. Pham, R. Weissleder, C.H. Tung, "A practical approach for the preparation of monofunctional azulenyl squaraine dye", Tet. Lett., 44, 3975-3978, 2003.
26. W. Pham, Z. Medarova, A. Moore, "Synthesis and application of a water-soluble near-infrared dye for cancer detection using optical imaging", Bioconjug. Chem., 16, 735-740, 2005.
27. C.-H. Tung, U. Mahmood, S. Bredow, R. Weissleder, "In vivo imaging of proteolytic enzyme activity using a novel molecular reporter", Cancer Res., 60, 4953-4958, 2000.
28. R. Weissleder, C.-H. Tung, U. Mahmood, A. Bogdanov Jr., "In vivo imaging of tumors with protease activated near infrared fluorescent probes", Nat. Biotech., 17, 375-378, 1999.
29. C. Bremer, C.-H. Tung, R. Weissleder, "In vivo molecular target assesment of matrix metalloproteinase inhibition", Nat. Med., 7, 743-748, 2001.
30. K. Kim, M. Lee, H. Park, J.-H. Kim, S. Kim, H. Chung, K. Choi, I.-S. Kim, B. Seong, I. Kwon, "Cell-Permeable and biocompatible polymeric nanoparticles for apoptosis imaging", J. Am. Chem. Soc., 128, 3490-3491, 2006.
31. A.K. Galande, R. Weissleder, C.H. Tung, "Fluorescent probe with a pH-sensitive trigger", Bioconjug. Chem., 17, 255-257, 2006.
32. J. Razkin, V. Josserand, D. Boturyn, Z. Jin, P. Dumy, M. Favrot, J.L. Coll, I. Texier, "Activatable fluorescent probes for tumor-targeting imaging in live mice", ChemMedChem, 1, 1069-1072, 2006.
33. R. Sens, K.H. Drexhage, "Fluorescence quantum yield of oxazine and carbazine laser dyes", J. Lumines., 24-25, 709-712, 1981.
34. J.X. Duggan, J. DiCesare, J.F. Williams, Investigations on the Use of Laser Dyes as Quantum Counters for Obtaining Corrected Fluorescence Spectra in the Near Infrared, in New Directions in Molecular Luminescence, E. ASTM STP 822. D. Eastwood, Editor. 1983, American Society for Testing and Materials, p. 112-126.
35. R.C. Benson, H.A. Kues, "Absorption and fluorescent properties of cyanine dyes", J. Chem. Eng. Data, 22, 379-383, 1977.
36. A. Mishra, R.K. Behera, P.K. Behera, B.K. Mishra, G.B. Behera, "Cyanines during the 1990s: a review", Chem. Rev., 100, 1973-2011, 2000.
37. H. Zollinger, Color chemistry: syntheses, properties, and applications of organic dyes and pigments (3rd edition). 2003, Switzerland: VHCA and Wiley-VCH.
38. R. Cubeddu, D. Comelli, C. D'Andrea, P. Taroni, G. Valentini, "Time-resolvedfluorescence imaging in biology and medicine", J. Phys. D: Appl. Phys., 35, R61-R76, 2002.
39. B. Dubertret, M. Calame, A. Libchaber, "Single-mismatch detection using gold-quenched fluorescent oligonucleotides", Nat. Biotech., 19, 365-370, 2001.
40. J.R. Lakowicz, Principles of Fluorescence Spectroscopy, 2nd edition. 1999, New York: Kluwer Academics/Plenum Publishers.
41. D. Takahashi, H. Oda, T. Izumi, R. Hirohashi, "Substituents effects on aggregation phenomena in aqueous solution of thiacarbocyanine dyes", Dyes and Pigments, 66, 1-6, 2005.
42. J.R. Lakowicz, "Radiative decay engineering: biophysical and biomedical applications", Anal. Biochem., 298, 1-24, 2001.
43. P.P.H. Cheng, D. Silvester, G. Wang, G. Kalyuzhny, A. Douglas, R.W. Murray, "Dynamic and static quenching of fluorescence by 1.4 nm diameter gold monolayer-protected clusters", J. Phys. Chem. B, 110, 4637-4644, 2006.
44. J. Chen, F. Saeki, B.J. Wiley, H. Gang, M.J. Cobb, Z.Y. Li, L. Au, H. Zhang, M.B. Kimmey, X. Li, Y. Xia, "Gold nanocages: bioconjugation and their potential use as optical imaging contrast agents", Nano Lett., 5, 473-477, 2005.
45. C. Loo, A. Lowery, N. Halas, J. West, R. Drezek, "Immunotargeted nanoshells for integrated cancer imaging and therapy", Nano Lett., 5, 709-711, 2005.