DCDHF fluorophores for single-molecule imaging in cells

ChemPhysChem

Volumn 10, Issue 1, 2009, Pages 55-65

  Lord, Samuel J ^a   Conley, Nicholas R ^a   Lee, Hsiao Lu D ^a   Nishimura, Stefanie Y ^a   Pomerantz, Andrea K ^a   Willets, Katherine A ^a   Lu, Zhikuan ^b   Wang, Hui ^b   Liu, Na ^b   Samuel, Reichel ^b   Weber, Ryan ^b   Semyonov, Alexander ^b   He, Meng ^b   Twieg, Robert J ^b   Moerner, W E ^a  

^a STANFORD UNIVERSITY   (United States)

^b KENT STATE UNIVERSITY   (United States)

Author keywords

Biosensors; Fluorescent probes; Imaging agents; Photochemistry; Single molecule studies

Indexed keywords

BIOSENSORS; FLUOROPHORES; MOLECULES; PHOTOCHEMICAL REACTIONS; PHOTOPHYSICS; RED SHIFT; SOLUBILITY; WATER ABSORPTION;

ABSORPTION WAVELENGTHS; CELLULAR ENVIRONMENT; FLUORESCENT PROBES; IMAGING AGENT; MEMBRANE PERMEABILITY; SINGLE-MOLECULE IMAGING; SINGLE-MOLECULE STUDIES; SUPER RESOLUTION IMAGING;

FLUORESCENCE IMAGING;

EID: 58149489618     PISSN: 14394235     EISSN: 14397641     Source Type: Journal    
DOI: 10.1002/cphc.200800581     Document Type: Short Survey

References (72)

1. Design and Synthesis of Organic Molecular Compounds for Efficient Second Harmonic Generation, J. F. Nicoud, R. J. Twieg in Nonlinear Optical Properties of Organic Molecules and Crystals (Eds: D. S. Chemla, J. Zyss), Academic Press, New York, 1987, pp. 227-296.
2. P. N. Prasad, D. J. Williams, Introduction to Nonlinear Optical Effects in Molecules and Polymers, Wiley, New York, 1991.
3. J. Zyss, Molecular Nonlinear Optics, Academic Press, New York, 1994.
4. J. A. Davies, A. Elangovan, P. A. Sullivan, B. C. Olbricht, D. H. Bale, T. R. Ewy, C. M. Isborn, B. E. Eichinger, B. H. Robinson, P. J. Reid, X. Li, L. R. Dalton, J. Am. Chem. Soc. 2008, 130, 10565-10575.
5. U. Gubler, M. He, D. Wright, Y. Roh, R. J. Twieg, W. E. Moerner, Adv. Mater. 2002, 14, 313-317.
6. O. Ostroverkhova, D. Wright, U. Gubler, W. E. Moerner, M. He, A. Sastre-Santos, R. J. Twieg, Adv. Funct. Mater. 2002, 12, 621-629.
7. O. Ostroverkhova, W. E. Moerner, Chem. Rev. 2004, 104, 3267-3314.
8. P. E. Stevenson, J. Mol. Spectrosc. 1965, 15, 220-256.
9. B. Kippelen, F. Meyers, N. Peyghambarian, S. R. Marder, J. Am. Chem. Soc. 1997, 119, 4559-4560.
10. A. Grunnet-Jepsen, C. L. Thompson, W. E. Moerner, J. Opt. Soc. Am. B 1998, 15, 905-913.
11. F. Würthner, R. Wortmann, K. Meerholz, ChemPhysChem 2002, 3, 17-31.
12. R. Wortmann, C. Poga, R. J. Twieg, C. Geletneky, C. R. Moylan, P. M. Lundquist, R. G. DeVoe, P. M. Cotts, H. Horn, J. E. Rice, D. M. Burland, J. Chem. Phys. 1996, 105, 10637-10647.
13. K. A. Willets, O. Ostroverkhova, M. He, R. J. Twieg, W. E. Moerner, J. Am. Chem. Soc. 2003, 125, 1174-1175.
14. D. Wright, U. Gubler, Y. Roh, W. E. Moerner, M. He, R. J. Twieg, Appl. Phys. Lett. 2001, 79, 4274-4276.
15. K. A. Willets, P. R. Callis, W. E. Moerner, J. Phys. Chem. B 2004, 108, 10465-10473.
16. P. J. Schuck, K. A. Willets, D. P. Fromm, R. J. Twieg, W. E. Moerner, Chem. Phys. 2005, 318, 7-11.
17. K. A. Willets, S. Y. Nishimura, P. J. Schuck, R. J. Twieg, W. E. Moerner, Acc. Chem. Res. 2005, 38, 549-556.
18. S. Y. Nishimura, S. J. Lord, L. O. Klein, K. A. Willets, M. He, Z. K. Lu, R. J. Twieg, W. E. Moerner, J. Phys. Chem. B 2006, 110, 8151-8157.
19. H. Wang, Z. Lu, S. Lord, K. Willets, J. Bertke, S. Bunge, W. Moerner, R. Twieg, Tetrahedron 2007, 63, 103-114.
20. S. J. Lord, Z. Lu, H. Wang, K. A. Willets, P. J. Schuck, H. D. Lee, S. Y. Nishimura, R. J. Twieg, W. E. Moerner, J. Phys. Chem. A 2007, 111, 8934-8941.
21. N. R. Conley, A. K. Pomerantz, H. Wang, R. J. Twieg, W. E. Moerner, J. Phys. Chem. B 2007, 111, 7929-7931.
22. H. Wang, Z. Lu, S. J. Lord, W. E. Moerner, R. J. Twieg, Tetrahedron Lett. 2007, 48, 3471-3474.
23. S. J. Lord, N. R. Conley, H. D. Lee, R. Samuel, N. Liu, R. J. Twieg, W. E. Moerner, J. Am. Chem. Soc. 2008, 130, 9204-9205.
24. Z. Lu, N. Liu, S. J. Lord, S. D. Bunge, W. E. Moerner, R. J. Twieg, unpublished results.
25. G. S. Harms, L. Cognet, P. H. M. Lommerse, G. A. Blab, T. Schmidt, Biophys. J. 2001, 80, 2396-2408.
26. S. Y. Kim, A. N. Semyonov, R. J. Twieg, A. L. Horwich, J. Frydman, W. E. Moerner, J. Phys. Chem. B 2005, 109, 24517-24525.
27. H. D. Lee, E. A. Dubikovskaya, H. Hwang, A. N. Semyonov, H. Wang, L. R. Jones, R. J. Twieg, W. E. Moerner, P. A. Wender, J. Am. Chem. Soc. 2008, 130, 9364-9370.
28. J. R. Lakowicz, Principles of Fluorescence Spectroscopy, Springer, New York, 2006, p. 954.
29. P. Suppan, J. Photochem. Photobiol. A 1990, 50, 293-330.
30. Z. R. Grabowski, K. Rotkiewicz, W. Rettig, Chem. Rev. 2003, 103, 3899-4031.
31. S. Sawada, T. Iio, Y. Hayashi, S. Takahashi, Anal. Biochem. 1992, 204, 110-117.
32. T. Iwaki, C. Torigoe, M. Noji, M. Nakanishi, Biochemistry 1993, 32, 7589-7592.
33. M. K. Kuimova, G. Yahioglu, J. A. Levitt, K. Suhling, J. Am. Chem. Soc. 2008, 130, 6672-6673.
34. W. E. Moerner, D. P. Fromm, Rev. Sci. Instrum. 2003, 74, 3597-3619.
35. Z. Lu, R. Weber, R. J. Twieg, Tetrahedron Lett. 2006, 47, 7213-7217.
36. H. Kautsky, Trans. Faraday Soc. 1939, 35, 216-219.
37. N. J. Turro, Modern Molecular Photochemistry, University Science Books, Sausalito, 1991, p. 628.
38. A. Toutchkine, D. Nguyen, K. M. Hahn, Org. Lett. 2007, 9, 2775-2777.
39. I. Rasnik, S. A. McKinney, T. Ha, Nat. Methods 2006, 3, 891-893.
40. C. E. Aitken, R. A. Marshall, J. D. Puglisi, Biophys. J. 2008, 94, 1826-1835.
41. J. Widengren, U. Mets, R. Rigler, J. Phys. Chem. 1995, 99, 13368-13379.
42. C. G. Hübner, A. Renn, I. Renge, U. P. Wild, J. Chem. Phys. 2001, 115, 9619-9622.
43. A. Renn, J. Seelig, V. Sandoghdar, Mol. Phys. 2006, 104, 409.
44. J. Widengren, A. Chmyrov, C. Eggeling, P. Lofdahl, C. Seidel, J. Phys. Chem. A 2007, 111, 429-440.
45. E. Betzig, G. H. Patterson, R. Sougrat, O. W. Lindwasser, S. Olenych, J. S. Bonifacino, M. W. Davidson, J. Lippincott-Schwartz, H. F. Hess, Science 2006, 313, 1642-1645.
46. S. T. Hess, T. P. K. Girirajan, M. D. Mason, Biophys. J. 2006, 91, 4258-4272.
47. M. J. Rust, M. Bates, Nat. Methods 2006, 3, 793-795.
48. W. E. Moerner, Nat. Methods 2006, 3, 781-782.
49. W. E. Moerner, Proc. Natl. Acad. Sci. USA 2007, 104, 12596-12602.
50. J. Bouffard, Y. Kim, T. M. Swager, R. Weissleder, S. A. Hilderbrand, Org. Lett. 2008, 10, 37-40.
51. C. Hansch, A. Leo, R. W. Taft, Chem. Rev. 1991, 91, 165-195.
52. E. F. V. Schriven, Azides and Nitrenes: Reactivity and Utility, Academic Press, Orlando, 1984, p. 542.
53. N. Soundararajan, M. S. Platz, J. Org. Chem. 1990, 55, 2034-2044.
54. F. Kotzyba-Hibert, I. Kapfer, M. Goeldner, Angew. Chem. 1995, 107, 1391-1408;
55. Angew. Chem. Int. Ed. 1995, 34, 1296-1312.
56. R. M. Dickson, A. B. Cubitt, R. Y. Tsien, W. E. Moerner, Nature 1997, 388, 355-358.
57. G. H. Patterson, J. Lippincott-Schwartz, Science 2002, 297, 1873-1877.
58. R. Ando, H. Mizuno, A. Miyawaki, Science 2004, 306, 1370-1373.
59. M. Bates, T. R. Blosser, X. Zhuang, Phys. Rev. Lett. 2005, 94, 108101-1-108101-4.
60. J. Fölling, V. Belov, R. Kunetsky, R. Medda, A. Schönle, A. Egner, C. Eggeling, M. Bossi, S. W. Hell, Angew. Chem. 2007, 119, 6382-6386;
61. Angew. Chem. Int. Ed. 2007, 46, 6266-6270.
62. N. R. Conley, J. S. Biteen, W. E. Moerner, J. Phys. Chem. B 2008, 112, 11878-11880.
63. G. Dreyfuss, K. Schwartz, E. R. Blout, J. R. Barrio, F. Liu, N. J. Leonard, Proc. Natl. Acad. Sci. USA 1978, 75, 1199-1203.
64. M. E. Dockter, J. Biol. Chem. 1979, 254, 2161-2164.
65. S. Tyagi, H. A. Kramers, Nat. Biotechnol. 1996, 14, 303.
66. M. Kasha, H. R. Rawls, M. A. El-Bayoumi, Pure Appl. Chem. 1965, 11, 371-392.
67. J. B. Rothbard, T. C. Jessop, P. A. Wender, Adv. Drug Delivery Rev. 2005, 57, 495-504.
68. S. W. Hell, Science 2007, 316, 1153-1158.
69. S. Habuchi, R. Ando, P. Dedecker, W. Verheijen, H. Mizuno, A. Miyawaki, J. Hofkens, Proc. Natl. Acad. Sci. USA 2005, 102, 9511-9516.
70. T. Schmidt, U. Kubitscheck, D. Rohler, U. Nienhaus, Single Mol. 2002, 3, 327.
71. G. Patterson, R. N. Day, D. Piston, J. Cell Sci. 2001, 114, 837-838.
72. S. A. Soper, H. L. Nutter, R. A. Keller, L. M. Davis, E. B. Shera, Photochem. Photobiol. 1993, 57, 972-977.