Spontaneous assembly of helical cyanine dye aggregates on DNA nanotemplates

Journal of the American Chemical Society

Volumn 121, Issue 13, 1999, Pages 2987-2995

  Seifert, Jennifer L ^a   Connor, Rebecca E ^a   Kushon, Stuart A ^a   Wang, Miaomiao ^a   Armitage, Bruce A ^a  

^a CARNEGIE MELLON UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ADENINE; BENZOTHIAZOLE; CYANINE DYE; CYTOSINE; DIMER; DNA; INOSINE; OLIGONUCLEOTIDE; THYMINE;

ARTICLE; BINDING SITE; CIRCULAR DICHROISM; DIMERIZATION; DNA STRUCTURE; FLUORESCENCE; FLUORESCENCE SPECTROSCOPY; VISCOMETRY;

EID: 0033531661     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja984279j     Document Type: Article

References (76)

1. Sturmer, D. M. Synthesis and Properties of Cyanine Dyes and Related Dyes; Weissberger, A., Taylor E. C., Eds.; Wiley: New York, 1977; Vol. 30.
2. West, W.; Gilman, P. B. In Theory of the Photographic Process: James, T. H., Ed.; Macmillan: New York, 1977; p 277.
3. Kurihara, K.; Toyoshima, Y.; Sukigara, M. J. Phys. Chem. 1977, 81, 1833.
4. Fahey, P. F.; Koppel, D. E.; Barak, L. S.; Wolf, D. E.; Elson, E. L.; Webb, W. W. Science 1977, 195, 305.
5. Wu, E. S.; Jacobsen, K.; Papahadjopoulos, D. Biochemistry 1977, 16, 3936.
6. Fahey, P.; Webb, W. W. Biochemistry 1978, 17, 3046.
7. Derzko, Z.; Jacobson, K. Biochemistry 1980, 19, 6050.
8. Klausner, R. D.; Wolf, D. E. Biochemistry 1980, 19, 6199.
9. Wolf, D. E.; Handyside, A. H.; Edidin, M. Biophys. J. 1982, 38, 295.
10. Armitage, B.; O'Brien, D. F. J. Am. Chem. Soc. 1991, 113, 9678.
11. Armitage, B.; O'Brien, D. F. J. Am. Chem. Soc. 1992, 114, 7396.
12. Sims, P. J.; Waggoner, A. S.; Wang, C.-H.; Hoffman, J. F. Biochemistry 1974, 13, 3313.
13. Waggoner, A. S.; Wang, C.-H.; Tolles, R. L. J. Membr. Biol. 1977, 33, 109.
14. Dragsten, P. R.; Webb, W. W. Biochemistry 1978, 17, 5228.
15. Reers, M.; Smith, T. W.; Chen, L. B. Biochemistry 1991, 30, 4480.
16. Chatterjee, S.; Gottschalk, P.; Davis, P. D.; Schuster, G. B. J. Am. Chem. Soc. 1988, 110, 2326.
17. Clapp, P. J.; Armitage, B.; O'Brien, D. F. Macromolecules 1997, 30, 32.
18. Lindsey, J. S.; Brown, P. A.; Siesel, D. A. Tetrahedron 1989, 45, 4845.
19. Clapp, P. J.; Armitage, B.; Roosa, P.; O'Brien, D. F. J. Am. Chem. Soc. 1994, 116, 9166.
20. Armitage, B.; Klekotka, P.; Oblinger, E.; O'Brien, D. F. J. Am. Chem. Soc. 1993, 115, 7920.
21. Owen, D. J.; VanDerveer, D.; Schuster, G. B. J. Am. Chem. Soc. 1998, 120, 1705.
22. Khairutdinov, R. F.; Serpone, N. J. Phys. Chem. B 1997, 101, 2602.
23. West, W.; Pearce, S. J. Phys. Chem. 1965, 69, 1894.
24. Herz, A. H. Photogr. Sci. Eng. 1974, 18, 323.
25. Gibbs, E. J.; Tinoco, I., Jr.; Maestre, M. F.; Ellinas, P. A.; Pasternack, R. F. Biochem. Biophys. Res. Commun. 1988, 157, 350.
26. Cooper, T. M.; Stone, M. O. Langmuir 1998, 14, 6662.
27. (a) Nakashima, N.; Kunitake, T. J. Am. Chem. Soc. 1982, 104, 4261.
28. (b) Nakashima, N.; Ando, R.; Fukushima, H.; Kunitake, T. J. Chem. Soc., Chem. Commun. 1982, 707.
29. Kasatani, K.; Ohashi, M.; Kawasaki, M.; Sato, H. Chem. Lett. 1987, 1633.
30. Kasatani, K.; Ohashi, M.; Sato, H. Carbohydrate Res. 1989, 192, 197.
31. Ohashi, M.; Kasatani, K.; Shinohara, H.; Sato, H. J. Am. Chem. Soc. 1990, 112, 5824.
32. Buss, V. Angew. Chem., Int. Ed. Engl. 1991, 30, 869.
33. Buss, V. In Minutes, Sixth International Symposium on Cyclodextrins; Chicago, IL, 1992; p 160.
34. Wenzel, S.; Brinschwitz, T.; Lenzmann, F.; Buss, V. J. Incl. Phenom. Mol. Recognit. Chem. 1995, 22, 277.
35. Roos, C.; Buss, V. J. Ind. Phenom. Mol. Recognit. Chem. 1997, 27, 49.
36. Seifert, J. L.; Armitage, B. A. Unpublished data.
37. Job, P. Ann. Chim. (Paris) 1928, 9, 113.
38. Arnott, S.; Chandrasekan, R.; Hall, I. H.; Puigjaner, L. C. Nucleic Acids Res. 1983, 11, 4141.
39. Alexeev, D. G.; Lipanov, A. A.; Skurativskii, I. Y. Nature 1987, 325, 831.
40. Marky, L. A.; MacGregor, R. B. J. Biochemistry 1990, 29, 4805.
41. Wemmer, D. E.; Geierstanger, B. H.; Fagan, P. A.; Dwyer, T. J.; Jacobsen, J. P.; Pelton, J. G.; Ball, G. E.; Leheny, A. R.; Chang, W.-H.; Bathini, Y.; Lown, J. W.; Rentzeperis, D.; Marky, L. A.; Singh, S.; Kollman, P. In Structural Biology: The State of the Art. Proceedings of the Eighth Conversation on Biomolecular Stereodynamics; Sarma, R. H., Sarma, M. H., Eds.; Adenine: Guilderland, NY, 1993; Vol. 2, p 301.
42. Kopka, M. L.; Yoon, C.; Goodsell, D.; Pjura, P.; Dickerson, R. E. Proc. Natl. Acad. Sci. U.S.A. 1985, 82, 1376.
43. Chen, X.; Ramakrishnan, B.; Rao, S. T.; Sundaralingam, M. Nat. Struct. Biol. 1994, 1, 169.
44. Chen, X.; Ramakrishnan, B.; Sundaralingam, M. J. Mol. Biol. 1997, 267, 1157.
45. Fagan, P.; Wemmer, D. E. J. Am. Chem. Soc. 1992, 114, 1080.
46. Pelton, J. G.; Wemmer, D. E. Proc. Natl. Acad. Sci. U.S.A. 1989, 86, 5723.
47. Rentzeperis, D.; Marky, L. A.; Dwyer, T. J.; Geierstanger, B. H.; Pelton, J. G.; Wemmer, D. E. Biochemistry 1995, 34, 2937.
48. Chen, F.-M.; Sha, F. Biochemistry 1998, 37, 11143.
49. Dwyer, T. J.; Geierstanger, B. H.; Bathini, Y.; Lown, J. W.; Wemmer, D. E. J. Am. Chem. Soc. 1992, 114, 5911.
50. Browne, K. A.; He, G-X.; Bruice, T. C. J. Am. Chem. Soc. 1993, 115, 5, 7072.
51. Kopka, M. L.; Goodsell, D. S.; Han, G. W.; Chiu, T. K.; Lown, J. W.; Dickerson, R. E. Structure 1997, 5, 1033.
52. Kielkopf, C. L.; White, S.; Srewczyk, J. W.; Turner, J. M.; Baird, E. E.; Dervan, P. B.; Rees, D. C. Science 1998, 282, 111.
53. Geierstanger, B. H.; Mrksich, M.; Dervan, P. B.; Wemmer, D. E. Science 1994, 266, 646.
54. Mrksich, M.; Dervan, P. B. J. Am. Chem. Soc. 1995, 117, 3325.
55. Sehlstedt, U.; Kim, S. K.; Nordén, B. J. Am. Chem. Soc. 1993, 115, 12258.
56. Cohen, G.; Eisenberg, H. Biopolymers 1969, 8, 45.
57. Suh, D.; Chaires, J. B. Bioorg. Med. Chem. 1995, 3, 723.
58. LePecq, J. B.; Paoletti, C. J. Mol. Biol. 1967, 27, 87.
59. Nakanishi, K.; Berova, N.; Woody, R. W. Circular Dichroism: Principles and Applications: VCH Publishers: New York, 1994.
60. Rodger, A.; Nordén, B. Circular Dichroism and Linear Dichroism; Oxford University Press: Oxford. U.K., 1997: Vol. 1.
61. Sahyun, M. R. V.; Serpone, N. J. Phys. Chem. A 1997, 101, 9877.
62. Sundström, V.; Gillbro, T. Chem. Phys. 1981, 61, 257.
63. Khimenko, V.; Chibisov, A. K.; Görner, H. J. Phys. Chem. A 1997, 101, 7304.
64. O'Brien, D. F.; Kelly, T. M.; Costa, L. F. Photogr. Sci. Eng. 1974, 18, 76.
65. Kumar, S.; Bathini, Y.; Joseph, T.; Pon, R. T.; Lown, J. W. J. Biomol. Struct. Dynam. 1991, 9, 1.
66. Plouvier, B.; Bailly, C.; Houssin, R.; Rao, K. E.; Lown, J. W.; Hénichart, J.-P. Nucleic Acids Res. 1991, 19, 5821.
67. Kasha, M. Physical Processes in Radiation Biology; Academic Press: New York, 1964.
68. Kasha, M.; Rawls, H. R.; El-Bayoumi, M. In Proceedings of the VIII European Congress on Molecular Spectroscope; Butterworth: London, 1965; p 371.
69. McRae, E. G.; Kasha, M. J. Chem. Phys. 1958, 28, 721.
70. Davidson, Y. Y.; Gunn, B. M.; Soper, S. A. Appl. Spectrosc. 1996, 50, 211.
71. Hudson, B. P.; Sou, J.; Berger, D. J.; McMillin, D. R. J. Am. Chem. Soc. 1992, 114, 8997.
72. Pasternack, R. F.; Giannetto, A.; Pagano, P.; Gibbs, E. J. J. Am. Chem. Soc. 1991, 113, 7799.
73. Mukundan, N. E.; Pethö, G.; Dixon, D. W.; Kim, M. S.; Marzilli, L. G. Inorg. Chem. 1994, 33, 4676.
74. Mukundan, N. E.; Pethö, G.; Dixon, D. W.; Marzilli, L. G. Inorg. Chem. 1995, 34, 3677.
75. Chen, Q.; Kuntz, I. D.; Shafer, R. H. Proc. Natl. Acad. Sci. U.S.A. 1996, 93, 2635.
76. Williamson, J. R. Annu. Rev. Biophys. Biomol. Struct. 1994, 23, 703.