Antisense sequence-directed cross-linking of DNA oligonucleotides by mitomycin C

Bioconjugate Chemistry

Volumn 7, Issue 5, 1996, Pages 541-544

  Maruenda, Helena ^a,b   Tomasz, Maria ^a  

^a CITY UNIVERSITY OF NEW YORK   (United States)

^b LAWRENCE BERKELEY NATIONAL LABORATORY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

DNA; DNA SEQUENCES; ELECTROPHORESIS; GENE EXPRESSION;

ALKYLATING AGENTS; ANTICANCER DRUG; ANTISENSE; CROSS LINKING; DNA-OLIGONUCLEOTIDES; DUPLEX DNA; MITOMYCIN C; OLIGONUCLEOTIDE CONJUGATES; POLYACRYLAMIDE GEL ELECTROPHORESIS; SYNTHESISED;

OLIGONUCLEOTIDES;

EID: 0030250418     PISSN: 10431802     EISSN: None     Source Type: Journal    
DOI: 10.1021/bc960054r     Document Type: Article

References (15)

1. Pascolo, E., Hudrisier, D., Sproat, B., Thuong, N. T., and Toulmé, J. J. (1994) Relative contribution of photo-addition, helper oligonucleotide and RNase H to the antisense effect of psoralen-oligonucleotide conjugates, on in vitro translation of Leishmania mRNAs. Biochim. Biophys. 1219, 98-106.
2. Levis, J. T., and Miller, P. S. (1994) Properties of exonuclease-resistant, psoralen-conjugated oligodeoxyribonucleotides in vitro and in cell culture. Antisense Res. Dev. 4, 231-241.
3. Grigoriev, M., Praseuth, D., Guieysse, A. L., Robin, P., Thuong, N. T., Hélène, C., and Harel-Bellan, A. (1993) Inhibition of gene expression by triple helix-directed DNA crosslinking of specific sites. Proc. Natl. Acad. Sci. U.S.A. 90, 3501-3505.
4. Degols, G., Clarenc, J. P., Lebleu, B., and Léonetti, J. P. (1994) Reversible inhibition of gene expression by a psoralen functionalized triple helix forming oligonucleotide in intact cells. J. Biol. Chem. 269, 16933-16937.
5. Kean, J. M., and Miller, P. S. (1993) Detection of psoralen cross-link sites in DNA modified by psoralen-conjugated oligodeoxyribonucleotide methylphosphonates. Bioconjugate Chem. 4, 184-187.
6. Praseuth, D., Perrouault, L., Le Doan, T., Chassignol, M., Thuong, N., and Helene, C. (1988) Sequence-specific binding and photocrosslinking of alpha and beta oligodeoxynucleotides to the major groove of DNA via triple-helix formation. Proc. Natl. Acad. Sci. U.S.A. 85, 1349-1353.
7. Vlassov, V. V., Zarytova, V. F., Kutyavin, I. V., Mamaev, S. V., and Podyminogin, M. A. (1986) Complementary addressed modification and cleavage of a single stranded DNA fragment with alkylating oligonucleotide derivatives. Nucleic Acids Res. 14, 4065-4076.
8. Meyer, R. B., Tabone, J. C., Hurst, G. D., Smith, T. M., and Gamper, H. J. (1989) Efficient specific cross-linking and cleavage of DNA by stable synthetic complementary oligodeoxyribonucleotides. J. Am. Chem. Soc. 111, 8517-8519.
9. Chatterjee, M., and Rokita, S. E. (1994) The role of a quinone methide in the sequence specific alkylation of DNA. J. Am. Chem. Soc. 116, 1690-1697.
10. Tomasz, M. (1994) The mitomycins: Natural cross-linkers of DNA. Molecular Aspects of Anticancer Drug-DNA Interactions (S. Neidle and M. Waring, Eds.) Vol. 2, pp 312-349, CRC Press, Boca Raton, FL.
11. Iyengar, B. S., Lyn, H.-Y., Cheng, L., and Remers, W. A. (1981) Development of new mitomycin C and porfiromycin analogues. J. Med. Chem. 24, 975-981.
12. Maniatis, T., Fritsch, E. F., and Sambrook, J. (1989) Molecular Cloning. A Laboratory Manual, 2nd ed., Cold Spring Harbor Laboratory, Cold Spring Harbor, NY.
13. Tomasz, M., Chowdary, D., Lipman, R., Shimotakahara, S., Veiro, D., Walker, V., and Verdine, G. L. (1986) Reaction of DNA with chemically or enzymatically activated mitomycin C: Isolation and structure of the major covalent adduct. Proc. Natl. Acad. Sci. U.S.A. 83, 6702-6706.
14. Borowy-Borowski, H., Lipman, R., Chowdary, D., and Tomasz, M. (1990) Duplex oligodeoxyribonucleotides cross-linked by mitomycin C at a single site: Synthesis, properties, and cross-link reversibility. Biochemistry 29, 2992-2999.
15. Singer B., and Grunberger, D. (1983) Molecular Biology of Mutagens and Carcinogens, pp 295-334, Plenum Press, New York.