Non-standard nucleobases implementing the isocytidine and...

Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Carbohydrate doai

Reexamination Certificate

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C536S023100, C536S029200

Reexamination Certificate

active

07741294

ABSTRACT:
This invention provides compositions of matter that, when incorporated into an oligonucleotide, present to a complementary strand in a Watson-Crick pairing geometry a pattern of hydrogen bonds that is different from the pattern presented by adenine, guanine, cytosine, and thymine. Most specifically, this invention discloses and claims compositions of matter that present the same hydrogen bonding patterns as the isocytidine and isoguanosine nucleobases, but do not have unfavorable tautomeric forms, do not become disassociated from their sugar, and do not make major groove interactions, as much, as easily, or as strongly as isocytidine and isoguanosine.

REFERENCES:
patent: 6001983 (1999-12-01), Benner
patent: 6140496 (2000-10-01), Benner
patent: 6600028 (2003-07-01), Brown et al.
Seela et al., “7-Deazaisoguanisine quartets”, Chemical Communications, 1997, 1869-70, vol. 19.
Voegel, Von Krosigk, Benner (1993) Synthesis & tautomeric equilibrium of 6-amino-5-benzyl-3-methylpyrazin-2-one. J. Org. Chem. 58, 7542-7.
Krosigk, Benner (1995) pH-independent triple helix formation by an oligonucleotide containing a pyrazine donor-donor-acceptor base. J. Am. Chem. Soc. 117, 5361-5362.
Havemann, Hoshika, Hutter, Benner (2008) Incorporation of multiple sequential pseudothymides by DNA polymerases & their impact. Nucleos.Nucleot. Nucl. Acids 27, 261-8.

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