Effects of metal-ion binding on nucleobase pairing: stabilization, prevention and mismatch formation †

Abstract

Depending on the site of metal binding to a nucleic acid constituent and the geometry of the metal entity, either a stabilization of a nucleobase ensemble, complementary or not (‘metal-modified’ base pair, triplet or quartet), or a prevention of nucleobase pairing may result.

References

1. W. Saenger, Principles of Nucleic Acid Structures, Springer, New York, 1984.
2. G. J. Quigley, G. Ughetto, G. A. van der Marel, J. H. van Boom, A. H.-J. Wang and A. Rich, Science, 1986, 232, 1255 and refs. therein.
3. O. Kennard and W. N. Hunter, Angew. Chem., Int. Ed. Engl., 1991, 30, 1254.
4. M. D. Topal and J. R. Fresco, Nature (London), 1976, 263, 285; M. D. Topal and J. R. Fresco, Nature (London), 1976, 263, 289.
5. T. Brown, W. N. Hunter and G. A. Leonard, Chem. Br., 1993, 484.
6. M. F. Goodman, Nature (London), 1995, 378, 237 and refs. therein.
7. N. Pattabiraman, Biopolymers, 1986, 25, 1603.
8. J. H. van de Sande, N. B. Ramsing, N. W. German, W. Elhorst, B. W. Kalisch, V. E. Kitzing, R. T. Pon, R. C. Clegg and T. M. Jovin, Science, 1988, 241, 551.
9. K. Liu, H. T. Miles, J. Frazier and V. Sasisekharan, Biochemistry, 1993, 32, 11 802.
10. H. Robinson, G. A. van der Marel, J. H. van Boom and A. H.-J. Wang, Biochemistry, 1992, 31, 10 510.
11. G. Felsenfeld, D. R. Davies and A. Rich, J. Am. Chem. Soc., 1957, 79, 2023; V. N. Soyfer and V. N. Potaman, Triple-Helical Nucleic Acids, Springer, New York, 1996.
12. L. Betts, J. A. Josey, J. M. Veal and S. R. Jordan, Science, 1995, 270, 1838.
13. L. Van Meervelt, D. Vlieghe, A. Dautant, B. Gallois, G. Précigoux and O. Kennard, Nature (London), 1995, 374, 742.
14. D. G. Knorre, V. V. Vlassov, C. F. Zarytova, A. V. Lebedev and O. S. Federova, Design and Targeted Reactions of Oligonucleotide Derivatives, CRC Press, Boca Raton, FL, 1994.
15. S. M. Mirkin, V. I. Lyamichev, K. N. Drushlyak, V. N. Dobrynin, S. A. Filippov and M. D. Frank-Kamenetskii, Nature (London), 1987, 330, 495.
16. N. T. Thuong and C. Hélène, Angew. Chem., Int. Ed. Engl., 1993, 32, 666.
17. A. Lebrun and R. Lavery, J. Biomol. Struct. Dynamics, 1995, 13, 459 and refs. therein.
18. D. M. J. Lilley and R. M. Clegg, Q. Rev. Biophys., 1993, 26, 131.
19. C. Kang, X. Zhang, R. Ratiliff, R. Moyzis and A. Rich, Nature (London), 1992, 356, 126; G. Laughlan, A. I. H. Murchie, D. B. Norman, M. H. Moore, P. C. E. Moody, D. M. J. Lilley and B. Luisi, Science, 1994, 265, 520.
20. C. Cheong and P. B. Moore, Biochemistry, 1992, 31, 8406.
21. K. Gehring, J.-L. Leroy and M. Guéron, Nature (London), 1993, 363, 561.
22. See, for example, H. Sigel and A. Sigel(Editors), Met. Ions Biol. Syst., 1979, 8; 1996, 32, 33.
23. K. Aoki, Met. Ions Biol. Syst., 1996, 32, 91; A. Terron, Comments Inorg. Chem., 1993, 14, 63.
24. E. Sletten and N. A. Frøystein, Met. Ions Biol. Syst., 1996, 32, 397.
25. H. Sigel, NATO ASI Ser., Ser. C, 1995, 155.
26. M. Sabat and B. Lippert, Met. Ions Biol. Syst., 1996, 33, 143 and refs. therein.
27. J. V. Burda, J. Sponer and P. Hobza, J. Phys. Chem., 1996, 100, 7250 and refs. therein.
28. S. Metzger, A. Erxleben and B. Lippert, J. Biol. Inorg. Chem., 1997, 2, 256.
29. O. Krizanovic, M. Sabat, R. Beyerle-Pfnür and B. Lippert, J. Am. Chem. Soc., 1993, 115, 5538.
30. R. Beyerle-Pfnür, B. Brown, R. Faggiani, B. Lippert and C. J. L. Lock, Inorg. Chem., 1985, 24, 4001.
31. S. Menzer, M. Sabat and B. Lippert, J. Am. Chem. Soc., 1992, 114, 4644.
32. E. C. Fusch and B. Lippert, J. Am. Chem. Soc., 1994, 116, 7204.
33. V. I. Poltev, G. g. Malenkov, E. J. Gonzalez, A. V. Teplukhin, R. Rein, M. Shibata and J. H. Miller, J. Biomol. Struct. Dynamics, 1996, 13, 717.
34. V. Brabec, M. Sip and M. Leng, Biochemistry, 1993, 32, 11 676.
35. P. Carloni and W. Andreoni, J. Phys. Chem., 1996, 100, 17 797.
36. H. Schöllhorn, U. Thewalt and B. Lippert, J. Am. Chem. Soc., 1989, 111, 7213.
37. O. Renn, B. Lippert and A. Albinati, Inorg. Chim. Acta, 1991, 190, 285.
38. B. Lippert, H. Schöllhorn and U. Thewalt, J. Am. Chem. Soc., 1986, 108, 6616.
39. F. Pichierri, D. Holthenrich, E. Zangrando, B. Lippert and L. Randaccio, J. Biol. Inorg. Chem., 1996, 1, 439.
40. G. Frommer, I. Mutikainen, F. J. Pesch, E. C. Hillgeris, H. Preut and B. Lippert, Inorg. Chem., 1992, 31, 2429.
41. F. Zamora, M. Kunsman, M. Sabat and B. Lippert, Inorg. Chem., 1997, 36, 1583.
42. A. Warshel, J. Agvist and S. Creighton, Proc. Natl. Acad. Sci. USA, 1989, 86, 5820.
43. R. Sigel, E. Freisinger and B. Lippert, unpublished work.
44. G. Schröder, J. Kozelka, M. Sabat, M.-H. Fouchet, R. Beyerle-Pfnür and B. Lippert, Inorg. Chem., 1996, 35, 1647 and refs. therein G. Schröder, M. Sabat, I. Baxter, J. Kozelka and B. Lippert, Inorg. Chem., 1997, 36, 490.
45. P. M. Takahara, A. C. Rosenzweig, C. A. Frederick and S. J. Lippard, Nature (London), 1995, 377, 649; P. M. Takahara, C. A. Frederick and S. J. Lippard, J. Am. Chem. Soc., 1996, 118, 12 309.
46. B. Lippert, J. Am. Chem. Soc., 1981, 103, 5691.
47. D. Yang, S. S. G. E. van Boom, J. Reedijk, J. H. van Boom and A. H.-J. Wang, Biochemistry, 1995, 34, 12 912 and refs. therein.
48. R. M. Wing, P. Pjura, H. R. Drew and R. E. Dickerson, EMBO J., 1984, 3, 1201.
49. I. Dieter-Wurm, M. Sabat and B. Lippert, J. Am. Chem. Soc., 1992, 114, 357.
50. (a) R. Sigel and B. Lippert, unpublished work; (b) G. Schröder, B. Lippert, M. Sabat, D. J. C. Lock, R. Faggiani, B. Song and H. Sigel, J. Chem. Soc., Dalton Trans., 1995, 3767.
51. R. Faggiani, C. J. L. Lock and B. Lippert, J. Am. Chem. Soc., 1980, 102, 5418; R. Faggiani, B. Lippert, C. J. L. Lock and R. A. Speranzini, Inorg. Chem., 1992, 21, 3216.
52. (a) D. Burnout, M. Daune and R. P. P. Fuchs, Proc. Natl. Acad. Sci. USA, 1987, 84, 3758; D. Burnout, C. Gauthier, J. C. Chottard and R. P. P. Fuchs, Proc. Natl. Acad. Sci. USA, 1990, 87, 6087; (b) B. Lippert, H. Schöllhorn and U. Thewalt, Inorg. Chim. Acta, 1992, 198–200, 723.
53. A. R. Katritzky and J. M. Lagowski, Adv. Hetercycl. Chem., 1963, 1, 311.
54. B. Fischer, H. Preut and B. Lippert, Polyhedron, 1990, 9, 2199.
55. A. Schimanski, E. Freisinger and B. Lippert, unpublished work.
56. H. Witkowski, E. Freisinger and B. Lippert, Chem. Commun., in the press.
57. S. Metzger and B. Lippert, J. Am Chem. Soc., 1996, 118, 12 467.
58. M. C. Wahl, S. T. Rao and M. Sundaralingam, Nature Struct. Biol., 1996, 3, 24.
59. A. Schreiber, E. C. Hillgeris and B. Lippert, Z. Naturforsch., Teil B, 1993, 48, 1603.
60. A. Schreiber, M. S. Lüth, A. Erxleben, E. C. Fusch and B. Lippert, J. Am. Chem. Soc., 1996, 118, 4142.
61. W. Brüning and B. Lippert, unpublished work.
62. A. D. Burrows, C.-W. Chan, M. M. Chowdry, J. E. McGrandy and D. M. P. Mingos, Chem. Soc. Rev., 1995, 329 and refs. therein.
63. J. M. Lehn, Supramolecular Chemistry, VCH, Weinheim, 1995.
64. B. Lippert, Prog. Inorg. Chem., 1989, 37, 1.
65. B. Lippert, Met. Ions Biol. Syst., 1996, 33, 105.
66. E. Zangrando, F. Pichierri, L. Randaccio and B. Lippert, Coord. Chem. Rev., 1996, 156, 275.
67. C. A. Stein and Y.-C. Cheng, Science, 1993, 261, 1004; A. de Mesmaeker, R. Häner, P. Martin and H. E. Moser, Acc. Chem. Res., 1995, 28, 366; D. E. Szymkowski, Drug Discovery Today, 1996, 1, 415.
68. C. Colombier, B. Lippert and M. Leng, Nucleic Acids Res., 1996, 24, 4519.