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Nucleic Acids Research, Vol 24, Issue 4 760-765, Copyright © 1996 by Oxford University Press

ARTICLES

Antisense oligonucleotide containing an internal, non-nucleotide-based linker promote site-specific cleavage of RNA

MA Reynolds, TA Beck, PB Say, DA Schwartz, BP Dwyer, WJ Daily, MM Vaghefi, MD Metzler, RE Klem and LJ Arnold
Genta Inc., San Diego, CA 92121, USA.

We have designed and synthesized a series of novel antisense methylphosphonate oligonucleotide (MPO) cleaving agents that promote site-specific cleavage on a complementary RNA target. These MPOs contain a non- nucleotide-based linking moiety near the middle of the sequence in place of one of the nucleotide bases. The region surrounding the unpaired base on the RNA strand (i.e. the one directly opposite the non-nucleotide-linker) is sensitive to hydrolytic cleavage catalyzed by ethylenediamine hydrochloride. Furthermore, the regions of the RNA comprising hydrogen bonded domains are resistant to cleavage compared with single-stranded RNA alone. Several catalytic moieties capable of supporting acid/base hydrolysis were coupled to the non- nucleotide-based linker via simple aqueous coupling chemistries. When tethered to the MPO in this manner these moieties are shown to catalyze site-specific cleavage on the RNA target without any additional catalyst.
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