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Nucleic Acids Research, 1993, Vol. 21, No. 23 5489-5494
© 1993

CHEMISTRY

Polyamine-linked oligonucleotides for DNA triple helix formation

Ching-Hsuan Tung1, Kenneth J. Breslauer2 and Stanley Stein1,2,*

1Center for Advanced Biotechnology and Medicine Medicine, 679 Hoes Lane, Piscataway, NJ 08854 2department of Chemistry, Rutgers University Taylor Road, Piscataway, NJ 08855, USA

*To whom correspondence should be addressed at: Center for Advanced Biotechnology and Medicine, 679 Hoes Lane, Piscataway, NJ 08854, USA

Received June 21, 1993. Revised September 30, 1993. Accepted September 30, 1993.

The concept of antigene therapy of disease is based on the ability of an oligonucleotide (the therapeutic agent) to bind to double-stranded genomic DNA (the target associated with the disease). Examples are herein given of the linkage of a series of polyamines to a 21-mer homopyrimidine oligonucleotide. These conjugated 21-mers can each form a triple helix with an appropriate double-stranded homopurinehomopyrimidine DNA according to Hoogsteen basepairing rules. No triple helix was found when unmodified third strand was used at 10 mM sodium phosphate, pH 6.5, 100 mM sodium chloride solution. In contrast, the spermine-conjugated oligonucleotide had a melting temperature of 42°C. According to the melting profile, the appended spermine moiety was found to affect the Tm only of the triple helix, but not of the subsequent melting of the underlying double helix. The Tm enhancing ability of the spermineconjugate was found to be better than that of other polyamine-conjugates.


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