DNA alkylation sites of nitrogen mustards conjugated to polyamines and their implications for polyamine-DNA interactions

Chemical Communications

Volumn , Issue 16, 1998, Pages 1699-1700

  Cullis, Paul M ^a   Merson Davies, Louise ^a   Sutcliffe, Michael J ^a   Weaver, Richard ^a  

^a UNIVERSITY OF LEICESTER   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

CHLORAMBUCIL; CHLORMETHINE; GUANINE; POLYAMINE;

ARTICLE; CONJUGATION; DNA ALKYLATION; DNA STRUCTURE;

EID: 0032555465     PISSN: 13597345     EISSN: None     Source Type: Journal    
DOI: 10.1039/a803399d     Document Type: Article

References (19)

1. O. Heby, Differentiation, 1981, 19, 1.
2. C.W. Tabor and H. Tabor, Annu. Rev. Biochem. 1984, 53, 749.
3. H. R. Drew and R. E. Dickerson, J. Mol. Biol., 1981, 151, 535.
4. D. Bancroft, L. D. Williams, A. Rich and M. Egli, Biochemistry, 1994, 33, 1073.
5. A.M. Liquori, L. Constantino, V. Crescenzi, V. Elia, E. Giglio, R. Puliti, S. M. DeSantis and V. Vitigliano, J. Mol. Biol., 1967, 24, 113.
6. I. S. Haworth, A. Rodger and W.G. Richards, J. Biomol. Struct. Dyn., 1992, 10, 195.
7. H-J. Schneider and T. Blatter, Angew. Chem., Int. Ed. Engl., 1992, 31, 1207.
8. K. Zakrzewski and B. Pullman, Biopolymers, 1986, 25, 375.
9. L. W. Tari and A. S. Secco, Nucleic Acids Res., 1995, 23, 2065.
10. P. M. Cullis, L. Merson-Davies and R. Weaver, J. Am. Chem. Soc., 1995, 117, 8033.
11. K. W. Kohn, J. A. Hartley and W. B. Mattes, Nucleic Acids Res., 1987, 15, 10 531;
12. A. Sunters, C. J. Springer, K. D. Bagshawe, R. L. Souhami and J. A. Hartley, Biochem. Pharmacol., 1992, 44, 59.
13. A. Pullman and B. Pullman, Quart. Rev. Biophys., 1981, 14, 289.
14. A. S. Prakash, W. A. Denny, T. A. Gourdie, K. K. Valu, P. D. Woodgate and L. P. Wakelin, Biochemistry, 1990, 29, 9799.
15. Conjugate 1 was synthesised by our published method (G. M. Cohen, P. M. Cullis, J. A. Hartley, A. Mather, M. C. R. Symons and R. T. Wheelhouse, J. Chem. Soc., Chem. Commun., 1992, 298)
16. 1/2 of ca. 20 min) in aqueous solutions at pH 7, 37°C.
17. W.B. Mattes, J.A. Hartley and K.W. Kohn, Nucleic Acids Res., 1986, 14, 2971.
18. P. M. Cullis, R. E. Green and M. E. Malone, J. Chem. Soc., Perkin Trans. 2, 1995, 1503.
19. Molecular modeling and molecular dynamics refinements were performed on a duplex 19-mer canonical B-DNA, sequence d(CTATATTGGGCGGGATTAA)/d(TTAATCCCGCCCAATATAG) [where G is the first alkylation site], alkylated by 4 using InsightII and Discover (AMBER forcefield; MSI, San Diego, USA).