Chemisch modifizierte Oligonucleotide als Sonden und Agentien

Abstract

Oligonucleotide binden spezifisch an andere einzelstringige Nucleinsiuren, wenn diese cine komplementare 13asensequenz in gegenliufiger Anordnung aufweisen; es bildet sich eine Doppelhelix

An Efficient Approach to the Synthesis of Nucleosides: Gold(I)‐Catalyzed N‐Glycosylation of Pyrimidines and Purines with Glycosyl ortho‐Alkynyl Benzoates

“…The synthesis of nucleosides has continuously been a topical subject in efforts to develop new therapeutic agents (e.g., antitumor and antiviral drugs), [1] to manipulate genetic processes (e.g., antisense oligonucleotides and RNA interference), [2] and to expand the genetic code and understand the scope and limits of Watson-Crick base pairing. [3] However, the key technique for such syntheses, namely, the N-glycosidic coupling of sugars and nitrogen heterocycles, is rather conventional.…”

Enzymatic Synthesis of Phosphonomethyl Oligonucleotides by Therminator Polymerase

“…The oligonucleotides synthesized by this enzymatic approach show enhanced stability towards nucleolytic degradation: The synthetic nucleotide monomers are substrates for polymerases, but the oligomers obtained are not substrates for nucleases. An enzymatic route for the synthesis and isolation of phoshonate oligomers can be regarded as an important step towards making these non‐natural polymers available for further studies 25. The 5′‐phosphorylated semisynthetic oligonucleotides obtained after phosphodiesterase degradation of the polymerization products may be used directly for incorporation in plasmids and investigation of the transliteration of this enzymatically stable potential information system 7…”

Sequence verification of oligodeoxynucleotides and oligophosphorothioates using electrospray ionization (tandem) mass spectrometry

“…The [a n -B n -3H] À series was also incomplete, missing the [a 6 -T 6 -3H] À fragment. Further signals could be assigned to an x type series ranging from [x 3 -2H] À to [x 6 -2H] À and to the fragments y 3 À , [c 4 -2H] À , b 5 À and b 6 À (see Fig. 12).…”

“…The antisense strategy, a promising new pharmaceutical therapy, uses synthetic oligodeoxynucleotides or analogous structures to bind messenger-ribonucleic acid (m-RNA) thereby inhibiting the synthesis of specific proteins. [1][2][3] Among the synthetic analogues of DNA and RNA, oligophosphorothioates are widely used in the antisense and antigene strategy as they are potent inhibitors of gene expression, readily available, and stable against enzymatic degradation. [4][5][6][7] Specific binding to a target m-RNA is believed to require a strand of 12 to 18 bases, complementary in sequence to a part of the m-RNA.…”