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Nucleic Acids Research, Vol 24, Issue 15 2974-2980, Copyright © 1996 by Oxford University Press

ARTICLES

Oligodeoxynucleotides containing C-7 propyne analogs of 7-deaza-2'- deoxyguanosine and 7-deaza-2'-deoxyadenosine

CA Buhr, RW Wagner, D Grant and BC Froehler
Gilead Sciences, Foster City, CA 94404, USA.

The synthesis, hybridization properties and antisense activities of oligodeoxynucleotides (ODNs) containing 7-(1-propynyl)-7-deaza-2'- deoxyguanosine (pdG) and 7-(1-propynyl)-7-deaza-2'-deoxyadenosine (pdA) are described. The suitably protected nucleosides were synthesized and incorporated into ODNs. Thermal denaturation (Tm) of these ODNs hybridized to RNA demonstrates an increased stability relative to 7- unsubstituted deazapurine and unmodified ODN controls. Antisense inhibition by these ODNs was determined in a controlled microinjection assay and the results demonstrate that an ODN containing pdG is approximately 6 times more active than the unmodified ODN. 7-Propyne-7- deaza-2'-deoxyguanosine is a promising lead analog for the development of antisense ODNs with increased potency.
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