Effects of N-alkyl and ammonium groups on the hydrolytic cleavage of DNA with a Cu(II)TACH (1,3,5-triaminocyclohexane) complex. Speciation, kinetic, and DNA-binding studies for reaction mechanism

Journal of Inorganic Biochemistry

Volumn 101, Issue 2, 2007, Pages 348-361

  Kobayashi, Tohru ^a   Tobita, Satoko ^a   Kobayashi, Michiyoshi ^a   Imajyo, Takuya ^a   Chikira, Makoto ^b   Yashiro, Morio ^c   Fujii, Yuki ^a  

^a IBARAKI UNIVERSITY   (Japan)

^b CHUO UNIVERSITY   (Japan)

^c TOKYO POLYTECHNIC UNIVERSITY   (Japan)

Author keywords

cis,cis 1,3,5 Triaminocyclohexane; Copper; DNA; Hydrolysis; Kinetics; N alkyl cis,cis 1,3,5 triaminocyclohexane; Speciation; trans,cis 1,3,5 Triaminocyclohexane

Indexed keywords

1,3,5 TRIAMINOCYCLOHEXANE DERIVATIVE; ALKYL GROUP; AMMONIA; COPPER COMPLEX; CYCLOHEXANE DERIVATIVE; DNA; LIGAND; PLASMID DNA; UNCLASSIFIED DRUG;

ARTICLE; COMPLEX FORMATION; DNA BINDING; DNA CLEAVAGE; HYDROLYSIS; KINETICS; REACTION ANALYSIS; SPECIES DIFFERENTIATION;

ALKYLATION; ANIMALS; CATTLE; COPPER; CYCLOHEXYLAMINES; DNA; DNA, SUPERHELICAL; HYDROLYSIS; KINETICS; ORGANOMETALLIC COMPOUNDS; POTENTIOMETRY; QUATERNARY AMMONIUM COMPOUNDS; SPECTROPHOTOMETRY, ULTRAVIOLET; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 33846077030     PISSN: 01620134     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jinorgbio.2006.10.011     Document Type: Article

References (58)

1. Hegg E.L., and Burstyn J.N. Coord. Chem. Rev. 173 (1998) 133-165
2. Sreedhara A., and Cowan J.A. J. Biol. Inorg. Chem. 6 (2001) 337-347
3. Cowan J.A. Curr. Opin. Chem. Biol. 5 (2001) 634-642
4. Liu C., Wng M., Zhang T., and Sun H. Coord. Chem. Rev. 248 (2004) 147-168
5. Wilcox D.E. Chem. Rev. 96 (1996) 2435-2458
6. Cowan J.A. Chem. Rev. 98 (1998) 1067-1087
7. Basile L.A., Raphael A.L., and Barton J.K. J. Am. Chem. Soc. 109 (1987) 7550-7551
8. Chin J., and Zou X. J. Am. Chem. Soc. 110 (1988) 223-225
9. Chin J., Banaszczyk M., Jubian V., and Zou X. J. Am. Chem. Soc. 111 (1989) 186-190
10. Hettich R., and Schneider H.-J. J. Am. Chem. Soc. 119 (1997) 5638-5647
11. Morrow J.R., and Trogler W.C. Inorg. Chem. 27 (1988) 3387-3394
12. Burstyn J.N., and Deal K.A. Inorg. Chem. 32 (1993) 3585-3586
13. Deal K.A., Hengge A.C., and Burstyn J.N. J. Am. Chem. Soc. 118 (1996) 1713-1718
14. Deal K.A., and Burstyn J.N. Inorg. Chem. 35 (1996) 2792-2798
15. Hegg E.L., and Burstyn J.N. Inorg. Chem. 35 (1996) 7474-7481
16. Hegg E.L., Mortimore S.H., Cheung C.L., Huyyet J.E., Powell D.R., and Burstyn J.N. Inorg. Chem. 38 (1999) 2961-2968
17. Deck K.M., Tseng T.A., and Burstyn J.N. Inorg. Chem. 31 (2002) 669-677
18. Young M.J., Wahnon D., Hynes R.C., and Chin J. J. Am. Chem. Soc. 117 (1995) 9441-9447
19. Kovari E., Heitker J., and Kramer R.J. Chem. Soc., Chem. Commun. 117 (1995) 1205-1206
20. Kovari E., and Kramer R. J. Am. Chem. Soc. 118 (1996) 12704-12709
21. Itoh T., Hisada H., Sumiya T., Hosono Y., Usui Y., and Fujii Y. Chem. Commun. (1997) 677-678
22. Itoh T., Hisada H., Usui Y., and Fujii Y. Inorg. Chim. Acta 283 (1998) 51-60
23. Deal K.A., Park G., Shao J., Chasteen N.D., Brechbiel M.W., and Planalp R.P. Inorg. Chem. 40 (2001) 4176-4182
24. Gajda T., Dupre Y., Torok I., Harmer J., Schweiger A., Sander J., Kuppert D., and Hegetschweiler K. Inorg. Chem. 40 (2001) 4918-4927
25. Scarpellini M., Neves A., Horner R., Bortoluzzi A.J., Szpoganics B., Zucco C., Nome Silva R.A., Drago V., Mangridh A.S., Ortiz W.A., Passos W.A.C., de Oliveira M.C.B., and Terenzi H. Inorg. Chem. 42 (2003) 8353-8365
26. Sissi C., Mancin F., Gatos M., Palumbo M., Tecilla P., and Tonellato U. Inorg. Chem. 44 (2005) 2310-2317
27. Koike T., and Kimura E. J. Am. Chem. Soc. 113 (1991) 8935-8941
28. Bazzicalupi C., Bencini A., Bianchi A., Fusi V., Giorgi C., Paoletti P., Valtancoli B., and Zanchi D. Inorg. Chem. 36 (1997) 2784-2790
29. Bazzicalupi C., Bencini A., Berni E., Bianchi A., Fedi V., Fusi V., Giorgi C., Paoletti P., and Valtancoli B. Inorg. Chem. 38 (1999) 4115-4122
30. Bencini A., Berni E., Bianchi A., Fedi V., Giorgi C., Paoletti P., and Valtancoli B. Inorg. Chem. 38 (1999) 6323-6325
31. Arca M., Bencini A., Berni E., Caltagirone C., Devillanova F.A., Isaia F., Garau A., Giorgi C., Lippolis V., Perra A., Tei L., and Valtancoli B. Inorg. Chem. 42 (2003) 6929-6939
32. Bonfa L., Gatos M., Mancin F., Tecilla P., and Tonellato U. Inorg. Chem. 42 (2003) 3943-3949
33. Jurek P.E., Jurek A.M., and Martell A.E. Inorg. Chem. 39 (2000) 1016-1020
34. Gomez-Tagle P., and Yatsimirsky A.K. Inorg. Chem. 40 (2001) 3786-3796
35. Neves A., Terenzi H., Horner R., Horn Jr. A., Szpoganicz B., and Sugai J. Inorg. Chem. Commun. 4 (2001) 388-391
36. Liu C., Yu S., Li D., Liao Z., Sun X., and Xu H. Inorg. Chem. 41 (2002) 913-922
37. Ren R., Yang P., Zheng W., and Hua Z. Inorg. Chem. 39 (2000) 5454-5463
38. Sreedhara A., Freed J.D., and Cowan J.A. J. Am. Chem. Soc. 122 (2000) 8814-8824
39. Branum M.K., and Que Jr. L. J. Biol. Inorg. Chem. 4 (1999) 593-600
40. Branum M.K., Tipton A.K., Zhu S., and Que Jr. L. J. Am. Chem. Soc. 123 (2001) 1898-1904
41. Sakamoto F., Suzuki E., and Fujii Y. J. Biochem. Biophys. Methods 52 (2002) 97-109
42. Bowen T., Planalp R.P., and Brechbiel M.W. Bioorg. Med. Chem. Lett. 6 (1996) 807-810
43. Ben-Ishai D., and Berger A.J. Org. Chem. 17 (1952) 1564-1569
44. Lions F., and Martin K.V. J. Am. Chem. Soc. 79 (1957) 1572-1575
45. Richman J.E., and Atkins T.J. J. Am. Chem. Soc. 96 (1974) 2268-2270
46. Park G., Lu F.H., Ye N., Brechbiel M.W., Torti S.V., Torti F.M., and Planalp R.P. J. Biol. Inorg. Chem. 3 (1998) 449-457
47. Park G., Shao J., Lu F.H., Rogers R.D., Chasteen N.D., Brechbiel M.W., and Planalp R.P. Inorg. Chem. 40 (2001) 4167-4175
48. Jancso A., Gajda T., Mulliez M., and Korecz L. J. Chem. Soc. Dalton. Trans. (2000) 2679-2684
49. Grover N., Gupta N., Singh P., and Thorp H. Inorg. Chem. 31 (1992) 2014-2020
50. Basile L.A., and Barton J.K. J. Am. Chem. Soc. 109 (1987) 7548-7550
51. Kishikawa H., Jiang Y.P., Goodisman J., and Dabrowiak J.C. J. Am. Chem. Soc. 113 (1991) 5434-5440
52. Wentworth R.A.D., and Felten J.J. J. Am. Chem. Soc. 90 (1968) 621-626
53. Fujii Y., Kiss T., Gajda T., Tan X.S., Sato T., Nakano Y., Hayashi Y., and Yashiro M. J. Biol. Inorg. Chem. 7 (2002) 843-851
54. Hirohama T., Chiba A., Chikira M., and Fujii Y. J. Inorg. Biochem. 98 (2004) 371-376
55. Wei N., Murthy N.N., and Karlin K.D. Inorg. Chem. 17 (1994) 2531-2536
56. Sillen L.G., and Martell A.E. Stability Constants of Metal-Ion Complexes, Supplement No. 1 (1971), Chemical Society of London
57. In: Saenger W., and Nishimura Y. (Eds). Principles of Nucleic Acid Structure (1987), Springer-Verlag, Tokyo
58. Eichhorn G.L., and Shin Y.A. J. Am. Chem. Soc. 90 (1968) 7323-7328