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Nucleic Acids Research, 1989, Vol. 17, No. 12 4769-4782
© 1989

CHEMISTRY

Regiospecific inhibition of DNA duplication by antisense phosphate-methylated oligodeoxynucleotides

Harold M. Moody, Marcel H.P. van Genderen, Leo H. Koole, Henk J.M. Kocken, Emmo M. Meijer and Henk M. Buck

Department of Organic Chemistry, Eindhoven University of Technology PO Box 513, 5600 MB Eindhoven, The Netherlands

Received March 3, 1989. Revised May 15, 1989. Accepted May 15, 1989.

A new synthesis route for long phosphate-methylated oligodeoxynucleo-tides is described, which were used as antisense inhibitors of the DNA replication. Phosphate-methylated oligomers hybridize more strongly with natural DNA than their natural analogues, due to the absence of electrostatic interstrand repulsions. Compared with phosphate-ethylated and methyl phosphonate systems, phosphate-methylated systems are preferable as antisense DNA, which was concluded from the high Tm values and sharp melting transitions of duplexes of phosphate-methylated and natural DNA. By using the Sanger dideoxy technique, it was shown that a complementary phosphate-methylated 18-mer can effectively and site-specifically block the DNA replication process at room temperature.


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