L-ribo-LNA analogues

Organic compounds -- part of the class 532-570 series – Organic compounds – Carbohydrates or derivatives

Reexamination Certificate

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C536S022100, C536S023100, C536S024300, C435S006120, C435S325000

Reexamination Certificate

active

07053207

ABSTRACT:
Provided are L-ribo bicyclic nucleotide compounds as well as syntheses of such compounds. The nucleoside compounds of the invention are useful in forming oligonucleotides that can produce nucleobase specific duplexes with complementary single stranded and double stranded nucleic acids.

REFERENCES:
patent: 4837312 (1989-06-01), Dervan et al.
patent: 5559101 (1996-09-01), Weis et al.
patent: 6436640 (2002-08-01), Simmons et al.
patent: 6525191 (2003-02-01), Ramasamy
patent: 6670461 (2003-12-01), Wengel et al.
patent: 6794499 (2004-09-01), Wengel et al.
patent: 2002/0068708 (2002-06-01), Wengel et al.
patent: 2003/0018186 (2003-01-01), Ramasamy et al.
patent: 0538194 (1999-04-01), None
patent: WO 93/07883 (1993-04-01), None
patent: WO98/22489 (1998-05-01), None
patent: WO 98/39352 (1998-09-01), None
patent: WO98/39352 (1998-09-01), None
patent: WO99/14226 (1999-03-01), None
Obika et al. Synthesis and conformation of 3′-O, 4′-C-methyleneribonucleosides, novel bicyclic nucleoside analogues for 2′,5′-linked oligonucleotide modification. Chemical Communications, 1997, pp. 1643-1644.
Koshkin et al. LNA(Locked Nucleic Acids): Synthesis of the Adenine, Cytosine, Guanine, 5-Methylcytosine, Thymine and Uracil Bicyclonucleoside Monomers, Oligomerisation, and Unprecedented Nucleic Acid Recognition. Tetrahedron 54, pp. 3607-3630, 1998.
Crooke, S.T. Antisense Research and Application, Chapter 1, Basic Principles of Antisense Therapeutics, (1998), pp. 1-50. Springer-Verlag Press, Berlin, Heidelber, New York.
Tarkoy et al.,Helv. Chim. Acta, 76:481 (1993).
Tarkoy et al.,Angew. Chem., Int. Ed. Engl., 32:1432 (1993).
Egli et al.,J. Am. Chem. Soc., 115:5855 (1993).
Tarkoy et al.,Helv. Chim. Acta, 77:716 (1994).
Bolli et al.,Angew. Chem., Int. Ed. Engl., 34:694 (1995).
Bolli et al.,Helv. Chim. Acta, 78:2077 (1995).
Litten et al.,Bioorg. Med. Chem. Lett., 5:1231 (1995).
Litten et al.,Helv. Chim. Acta, 79:1129 (1996).
Bolli et al.,Chem. Biol., 3:197 (1996).
Bolli et al.,Nucleic Acids. Res., 24:4660 (1996).
K.H. Altmann et al.,Tetrahedron Lett., 35::2331 (1994).
K. H. Altmann et al.,Tetrahedron Lett., 35:7625 (1994).
Marquez et al.,J. Med. Chem., 39:3739 (1996).
Ezzitouni et al.,J. Chem. Soc., Perkin Trans., 1:1073 (1997).
Jones et al.,J. Am. Chem. Soc., 115:9816 (1993).
Wang et al.,Bioorg. Med. Chem. Lett., 7: 229 (1997).
Yannopoulus et al.,Synlett, 378 (1997).
Chima, 36thIUPAC Congress, organized by the Swiss Chemical Society. Poster No. SB-B4: Steffens, R. and Leumann Ch. Tricyclo-DNA: synthesis, enzymatic stability, and pairing properties.
Nielsen, Master Thesis (Odense University, Denmark), p. 67-71 (1995).
Youssefyeh et al.,J. Org. Chem., 44:1301 (1979).
Jones et al.,J. Org. Chem., 44:1309 (1979).
Yang et al.,Tetrahedron Lett., 33:37 (1992).
Thrane et al.,Tetrahedron, 51:10389 (1995).
Nielsen et al.,Bioorg. Med. Chem., 3:1493 (1995).
Freier et al.,Nucleic Acid Research, 25:4429-4443 (1997).
Haly et al.,SYNLETT, 687-689 (1996).
Zou et al.,Tetrahedron Lett., 37:941-944 (1996).
Herdewijn.,Liebigs Ann., 1337-1348 (1996).
Obika et al.,Tetrahedron Lett., 39:5401-5404 (1998).
Obika et al.,Tetrahedron Lett., 38:8735-8738 (1997).
7thAntisense Symposium, Nov. 21-22, 1997. Poster No. 32 and 33: Obika, D.N.; Morio, K. and Imanishi, T. Synthesis and properties of oligonucleotides containing novel bicyclic nucleosides with a fixed N-form sugar puckering.
Chima, 36thIUPAC Congress, organized by the Swiss Chemical Society. Poster No. SB-B12: Egtger, A. and Leumann Ch. Designe, synthesis and properties of bicyclo [3.2.1]-amio nucleic acids.
Chima, 36thIUPAC Congress, organized by the Swiss Chemical Society. Poster No. SB-B5: Epple, C. Ch., Pompizi, I. and Leumann Ch. Bicyclo [3.2.1]-DNA: an oligonucleotide analogue with a conformationally preorganized Phosphodiester backbone and a flexible sugar-base linkage.
Sep. 6-10, 1998: 13thInternational Round Table—Nucleoside, Nucleotides and their Biological Applications, Montpeilleir: Oral Communication 1: Wang, G. and Gunic, E. “Conformationally Locked Nucleoside Analogs. Synthesis of 2′-Deoxy-2′-C, 4′-C-Bridged Bicyclic Nucleoside”.
Sep. 6-10, 1998: 13thInternational Round Table—Nucleoside, Nucleotides and their Biological Applications, Montpeilleir: Poster No. 288: Meldgaard, M. et al., “LNA (Locked Nucleic Acids): Synthesis and Thermal Denaturation Studies”.
Sep. 6-10, 1998: 13thInternational Round Table—Nucleoside, Nucleotides and their Biological Applications, Montpeilleir: Poster No. 287 and Proceeding: Koshkin, A. A. et al., “Locked Nucleic Acids as synthetic RNA Mimics for Effective Complementary Recognition.”
Sep. 6-10, 1998: 13thInternational Round Table—Nucleoside, Nucleotides and their Biological Applications, Montpeilleir: Poster No. 67: Nielsen, P. and Wengel, J. “A New Convergent Synthetic Approach Towards a-and β-LNA (Locked Nucleic Acids)”.
Oct. 8, 1998: Antisense 98, Targeting the Molecularl Basis of Disease: Poster No. 24: Havsteen, M. et al., “LNA (Locked Nucleic Acids): A new Class of High Affinity Nucleic Acids With Prime Potential as Antisense and Antigene Agents”.
Jan. 21, 1998: National Seminar on Perspectives in Interfacial Areas of Chemistry and Biology, Delhi University: Wengel, J. “LNA (Locked Nucleic Acids): Synthesis and High Affinity Nucleic Acid Recognition—Stop the Twisting.”
27 Marts 1998: Workshop of Young European Bioorganic Chemists, Munchen: Wengel, J. “LNA (Locked Nucleic Acids): Synthesis and High Affinity Nucleic Acid Recognition—Stop the Twisting.”
Aug. 20, 1998: Årsmødet for Center for Medicinsk Biotecknologi, KVL: Wengel, J. “LNA (Locked Nucleic Acids)”ations, Montpeilleir: Oral Communication 1: Wang, G. and Gunic, E. “Conformationally Locked Nucleoside Analogs. Synthesis of 2′-Deoxy-2′C, 4′-C-Bridged Bicyclic Nucleoside”.
Sep. 7, 1998: 13thInternational Round Table—Nucleoside, Nucleotides and their Biological Applications, Montpeilleir: Oral Communication 2: Wengel, J. “LNA (locked Nucleic Acids)”.
Sep. 8, 1998: Meeting in Lund, Sweden: Jakobsen, M. H. “LNA (Locked Nucleic Acids): A new Class of High Affinity Nucleic Acids With Prime Potential as Antisense and Antigene Agents”.
Nielsen et al.,J. Chem. Soc., Perkin Trans., 1:3423-3433 (1997).
Nielsen et al.,Chem. Commun., 9:825-826 (1997).
Singh et al.,Chem. Commun., 455-456 (1998).
Koshkin et al.,Tetrahedron, 54:36073630 (1998).
Koshkin et al.,Tetrahedron Lett., 39:4381-8384 (1998).
Singh et al.,Chem. Commun., 1237-1248 (1998).
Singh et al.,J. Org. Chem., 63:6078-6079 (1998).
Christensen et al.,J. Am. Chem. Soc., 120:5458-5463 (1998).
Koshkin et al.,J. Org. Chem., 63:2778-2781 (1998).
Kumar et al.,Bioorg. Med. Chem. Lett., 8:2219-2222 (1998).
Wengel et al.,Acc. Chem. Res., 32:301-310 (1999).
Koshkin et al.,J. Am. Chem. Soc., 120:13252-13253 (1998).
Singh et al.,J. Org. Chem., 10035-10039 (1998).
Nielsen et al.,Chem. Commun., 2645-2646 (1998).
Wengel et al.,Nucleosides Nucleoties, 18:1365-1370 (1999).
Nielsen et al.,Nucleosides Nucleotides, 18:701-702 (1999).
Kærno et al.,Chem. Commun., 657-658 (1999).
Rajwanshi et al.,J. Chem. Soc., Perkin Trans., 1:1407-1414 (1999).
Raunkjær et al.,J. Chem. Soc., Perkin Trans., 1:2543-2551 (1999).
Rajwanshi et al.,Chem. Commun., 1395-1396 (1999).
Pfundheller et al.,Nucleosides Nucleotides, 18:2017-2030 (1999).
Rajwanshi et al.,Chem. Commun., 2073-2074 (1999).
Nielsen et al.,J. Biomol. Struc. Dyn., 17:175-191 (1999).
Nielsen et al.,Bioconjugate Chem., 11:228-238 (2000).
Rajwanshi et al.,Angewandte Chemie, 39:1656-1659 (2000).
Minasov et al.,Biochemistry, 39:3525 (2000).
Wahlesttedt et al.,Proc. Natl. Acad. Sci. USA, 97:5633-5638 (2000).
Obika et al.,Tetrahedron Lett., 40:6465-6468 (1999).
Obika et al.,Tetrahedron Lett., 41:215-219 (1999).
Obika et al.,J. Chem. Soc., Chem. Commun., 2423-2424 (1999).
Wang et al.,Bioorg. Med. Chem. Lett., 9:1147-11

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