X-ray crystal structure of tetrakis(1-methylcytosine)copper(II) perchlorate dihydrate: Effect of 1-methyl substitution on cytosine on the spectral and redox behaviour

Inorganica Chimica Acta

Volumn 340, Issue , 2002, Pages 139-146

  Selvi, Pitchumony Tamil ^a   Murali, Mariappan ^a   Palaniandavar, Mallayan ^a   Köckerling, Martin ^b   Henkel, Gerald ^b  

^a BHARATHIDASAN UNIVERSITY   (India)

^b UNIVERSITY OF DUISBURG ESSEN   (Germany)

Author keywords

1 Methylcytosine; Crystal structures; Cu(II) complexes; EPR and electronic spectra; Metal nucleobase interaction; Redox chemistry

Indexed keywords

ATOMS; CHLORINE COMPOUNDS; CHROMIUM COMPOUNDS; COMPLEX NETWORKS; CRYSTAL STRUCTURE; ELECTRON SPIN RESONANCE SPECTROSCOPY; HYDROGEN; HYDROGEN BONDS; INORGANIC COMPOUNDS; X RAYS;

1-METHYLCYTOSINE; CU COMPLEXES; ELECTRONIC SPECTRUM; NUCLEOBASES; REDOX CHEMISTRY;

COPPER COMPOUNDS;

1 METHYLCYTOSINE; AMINE; CARBONYL DERIVATIVE; CHEMICAL COMPOUND; COPPER; CYTIDINE; CYTOSINE; CYTOSINE DERIVATIVE; HYDROGEN; METAL; METHYL GROUP; OXYGEN; TETRAKIS(1 METHYLCYTOSINE)COPPER PERCHLORATE; UNCLASSIFIED DRUG;

AQUEOUS SOLUTION; ARTICLE; ATOMIC PARTICLE; CHEMICAL ANALYSIS; CHEMICAL BOND; CHEMICAL INTERACTION; CHEMICAL PARAMETERS; CRYSTAL STRUCTURE; DISSOLUTION; ELECTROCHEMISTRY; ELECTRON; ELECTRON SPIN RESONANCE; GEOMETRY; HYDROGEN BOND; ISOLATION PROCEDURE; OXIDATION REDUCTION REACTION; SOLID STATE; SPECTROSCOPY; STRUCTURE ANALYSIS; X RAY ANALYSIS;

EID: 0037175564     PISSN: 00201693     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0020-1693(02)01091-5     Document Type: Article

References (77)

1. Sigel H., Fischer B.E., Farkas E. Inorg. Chem. 22:1983;925.
2. Sabat M., Satyshur A., Sundaralingam M. J. Am. Chem. Soc. 105:1983;976.
3. Koren R., Mildvan A.S. Biochem. 16:1977;241.
4. Bean B.L., Koren R., Mildvan A.S. Biochem. 16:1977;3322.
5. Daune M. Sigel H., Metal Ions in Biological Systems. 2:1974;Academic Press, New York.
6. Dekker M., Eichhorn G.L. Eichhorn G.L., Inorganic Biochemistry. 1973;Elsevier, Amsterdam. Chapter 33.
7. Zubay G., Doty P. Biochim. Biophys. Acta. 29:1958;47.
8. Felsenfeld G., Huang S. Biochim. Biophys. Acta. 29:1958;234.
9. Fuwa K., Wacker W.E.C., Drugan R., Bartholomay A.F., Vallee B.L. Proc. Natl. Acad. Sci. USA. 46:1960;1298.
10. Shack J., Bynum B. Nature. 184:1959;635.
11. Mukherjee G., Ghosh T. J. Inorg. Biochem. 59:1995;827.
12. Sunderman F.W. Bio. Trace Elem. Res. 1:1979;63.
13. Roberts J.J., Thomson A.J. Prog. Nucl. Acid Res. Mol. Biol. 22:1979;71.
14. Barton J.K., Lippard S.J. Spiro T.G., Metal Ions in Biology. 1:1980;31 Wiley, New York.
15. Marzilli L.G. Prog. Inorg. Chem. 23:1977;255.
16. Dale R.M.K., Martin E., Livingston D.C., Ward D.C. Biochem. 14:1975;2447.
17. Dale R.M.K., Ward D.C. Biochem. 14:1975;2458.
18. Dale R.M.K., Livingston D.C., Ward D.C. Proc. Natl. Acad. Sci. USA. 70:1973;2238.
19. Aoki K. Met. Ions Biol. Syst. 32:1996;91.
20. Terron A. Comments Inorg. Chem. 14:1993;63.
21. Sletten E., Frøystein N.A. Met. Ions Biol. Syst. 32:1996;397.
22. H. Sigel, NATO ASI Ser., Ser. C (1995) 155.
23. B. Lippert, J. Chem. Soc., Dalton Trans. (1997) 3971.
24. Murata M., Kobayashi M., Kawanishi S. Biochem. 38:1999;7624.
25. Yamashita N., Tanemura H., Kawanishi S. Mutat. Res. 425:1999;107.
26. Murata M., Imada M., Inoue S., Kawanishi S. Free Rad. Biol. Med. 25:1998;586.
27. Eichhorn G.L. Nature (London). 194:1962;474.
28. Hiai S. J. Mol. Biol. 11:1965;672.
29. Zimmer C. Z. Chem. 11:1971;441.
30. Tawa R., Imakura Y., Lee K.H., Sakurai H. Biochem. Pharmacol. 47:1994;1920.
31. Yamshita N., Murata M., Inoue S., Hiraku Y., Yoshinaga T., Kawanishi S. Mutat. Res. 397:1998;191.
32. Shirotake S., Sakaguchi T. Chem. Pharm. Bull. 25:1977;3232.
33. Szalda D.J., Marzilli L.G., Kistenmacher T.J. Acta Crystallogr., B. 33:1977;865.
34. P. De Meester, A.C. Skapski, J. Chem. Soc., Dalton Trans. (1973) 1596.
35. De Meester P., Goodgame D.M.L., Skapski A.C., Warnke Z. Biochim. Biophys. Acta. 324:1973;301.
36. Szalda D.J., Marzilli L.G., Kistenmacher T.J. Biochem. Biophys. Res. Commun. 63:1975;601.
37. Saito K., Terashima R., Sakaki T., Tomita K. Biochem. Biophys. Res. Commun. 61:1974;83.
38. Marzilli L.G., Szalda D.J., Kistenmacher T.J. Acta Crystallogr., B. 31:1975;2416.
39. Kistenmacher T.J., Marzilli L.G., Szalda D.J. Inorg. Chem. 14:1975;2076.
40. Sundaralingam M., Carrabine J.A. J. Mol. Biol. 61:1971;287.
41. M. Palaniandavar, I. Somasundaram, M. Lakshminarayanan, H. Manohar, J. Chem. Soc., Dalton Trans. (1996) 1333.
42. Panfil A., Terron A., Fiol J.J. Polyhedron. 13:1994;2513.
43. Melanson R., Rochon F.D. Inorg. Chem. 17:1978;679.
44. Sinn E., Flynn C.M., Martin R.B. Inorg. Chem. 16:1977;2403.
45. Louie S., Bau R. J. Am. Chem. Soc. 99:1977;3874.
46. Wienkötter T., Sabat M., Trötscher-Kaus G., Lippert B. Inorg. Chim. Acta. 255:1997;361.
47. Lippert B., Schöllhorn H., Thewalt U. J. Am. Chem. Soc. 108:1986;6616.
48. SHELX-TL Program Package, Siemens Analytical X-Ray Instruments, Madison, WI (1990).
49. Johnson C.K. ORTEP-II: A Program for Thermal Ellipsoidal Plotting. 1976;Oak Ridge National Laboratory, Oak Ridge, TN.
50. Geary W.J. Coord. Chem. Rev. 7:1971;81.
51. Holthenrich D., Zangrando E., Pichierri F., Randaccio L., Lippert B. Inorg. Chim. Acta. 248:1996;175.
52. Beauchamp A.L. Inorg. Chim. Acta. 91:1984;33.
53. Kistenmacher T.J., Rossi M., Marzilli L.G. Inorg. Chem. 18:1979;240.
54. Marzilli L.G., Kistenmacher T.J., Rossi M. J. Am. Chem. Soc. 99:1977;2797.
55. Hathaway B.J. Struct. Bonding (Berlin). 14:1973;49.
56. Hegmans A., Zangrando E., Freisinger E., Pichierri F., Randaccio L., Mealli C., Gerdan M., Trautwein A.X., Lippert B. Chem. Eur. J. 5:1999;3010.
57. Krumm M., Mutikainen I., Lippert B. Inorg. Chem. 30:1991;884.
58. Hegmans A., Freisinger E., Zangrando E., Ashfar A., Hübener E., Appleton T.G., Lippert B. Inorg. Chim. Acta. 279:1998;152.
59. I.M. Procter, B.J. Hathaway, P. Nicholas, J. Chem. Soc. A (1968) 1978.
60. Hathaway B.J., Billing D.E. Coord. Chem. Rev. 5:1970;143.
61. Schugar J. Karlin K.D., Zubieta J.A., Copper Coordination Chemistry: Biochemical and Inorganic Perspectives. 1983;49 Adenine Press, Guilderland, NY.
62. T. Pandiyan, M. Palaniandavar, M. Lakshminarayanan, H. Manohar, J. Chem. Soc., Dalton Trans. (1992) 3377.
63. Scholl H.J., Huttermann J. J. Phys. Chem. 96:1992;9684.
64. Addison A.W., Carpenter M., Lau L.M.K., Wicholas M. Inorg. Chem. 17:1978;1545.
65. West D.X., Palaniandavar M. Inorg. Chim. Acta. 76:1983;L149.
66. U. Sakaguchi, A.W. Addison, J. Chem. Soc., Dalton Trans. (1979) 600.
67. Peisach J., Blumberg W.E. Arch. Biochem. Biophys. 145:1974;691.
68. Bard A.J., Faulkner L.R. Electrochemical Methods: Fundamental Applications. 1980;218 Wiley, New York.
69. Carter M.T., Rodriguez M., Bard A.J. J. Am. Chem. Soc. 111:1989;8901.
70. Corriera dos Santos M.M., Sousa P.M.P., Modesto A.M.M., Goncalves M.L.S. Bioelectorchem. Bioenerg. 45:1998;267.
71. Yokoi H., Addison A.W. Inorg. Chem. 16:1977;1341.
72. Laurent G., Erickson L.C., Sharkey N.A., Kohn K.W. Cancer Res. 41:1981;3347.
73. Cheong C., Moore P.B. Biochem. 31:1992;8406.
74. Gehring K., Leroy J.L., Guéron M. Nature (London). 363:1993;561.
75. Kang C., Zhang X., Ratiliff R., Moyzis R., Rich A. Nature (London). 356:1992;1263.
76. Laughlan G., Murchie A.I.H., Norman D.B., Moore M.H., Moody P.C.E., Lilley D.M.J., Luisi B. Science. 265:1994;520.
77. I. Somasundaram, M.K. Kommiya, M. Palaniandavar, J. Chem. Soc., Dalton Trans. (1991) 2083.