Organic compounds -- part of the class 532-570 series – Organic compounds – Carbohydrates or derivatives
Reexamination Certificate
2007-07-10
2007-07-10
Riley, Jezia (Department: 1637)
Organic compounds -- part of the class 532-570 series
Organic compounds
Carbohydrates or derivatives
C536S023100, C536S024300, C435S006120
Reexamination Certificate
active
10863999
ABSTRACT:
The present invention relates to PNA derivatives which carry, at the N terminus of the PNA backbone, a phosphoryl radical. The phosphoryl radical can be, for example, a phosphate radical, or a substituted phosphoryl radical, with substituted phosphoryl derivatives carrying, where appropriate, one or more labeling groups, groups for crosslinking, groups which promote intracellular uptake, or groups which increase the binding affinity of the PNA derivative for nucleic acids. The invention furthermore relates to a process for preparing the abovementioned PNA derivatives and to their use as pharmaceuticals and diagnostic agents.
REFERENCES:
patent: 5874553 (1999-02-01), Peyman et al.
patent: 6043352 (2000-03-01), Manoharan et al.
patent: 6046306 (2000-04-01), Breipohl et al.
patent: 2217377 (1998-04-01), None
patent: 19508923 (1996-09-01), None
patent: 19640974 (1998-04-01), None
patent: WO 92/20702 (1992-11-01), None
patent: WO9611205 (1996-04-01), None
patent: WO 99/33867 (1999-07-01), None
patent: WO9933867 (1999-07-01), None
Uhlmann et al Nucleosides & Nucleotides vol. 16 (5&6) pp. 603-608 1997.
Weiler et al. (NAR vol. 25 No. 14 pp. 2792-2799 pp. 1997.
Praseuth et al., “Triple Helix Formation and the Antigene Strategy for Sequence-Specific Control of Gene Expression”,Biochem. Biophys. Acta1489(1):181-206, Dec. 10, 1999.
Mischiati et al., “Interaction of the Human NF-κβ p. 52 Transcription Factor with DNA-PNA Hybrids Mimicking the NF-κβ Binding Sites of the Human Immunodeficiency Virus Type 1 Promoter”,J. Biol. Chem.274(46):33114-33122, Nov. 12, 1999.
Cole-Strauss et al., “Correction of the Mutation Responsible for Sickle Cell Anemia by an RNA-DNA Oligonucleotide”,Science273:1386-1389, Sep. 6, 1996.
Ørum et al., “Labeling of PNA”,Peptide Nucleic Acids: Protocols and Applications, pp. 81-86, 1999.
Lohse et al., “Fluorescein-Conjugated Lysine Monomers for Solid Phase Synthesis of Fluorescent Peptides and PNA Oligomers”,Bioconjugate Chem.8(4):503-509, Jul./Aug. 1997.
Wiitung et al., “Phospholipid Membrane Permeability of Peptide Nucleic Acid”,FEBS Lett.365(1):27-29, May 22, 1995.
Koch et al., “PNA-Peptide Chimerae”,Tetrahedron Lett.36(38):6933-6936, Sep. 18, 1995.
Egholm et al., “Peptide Nucleic Acids (PNA): Oligonucleotide Analogues with an Achiral Peptide Backbone”,J. Am. Chem. Soc.114(5):1895-1897, Feb. 26, 1992.
Nielsen et al., Appendix, “Peptide Nucleic Acids—Protocols and Applications”,Horizon Scientific Press, pp. 253-255, 1999.
Falkiewicz, B., “Peptide Nucleic Acids and Their Structural Modifications”,Acta Biochim. Polonica46(3):509-529, 1999.
Sosnowski et al., “Rapid Determination of Single Base Mismatch Mutations in DNA Hybrids by Direct Electric Field Control”,Proc. Natl. Acad. Sci. USA94(4):1119-1123, Feb. 1997.
Hung et al., “Comparison of Fluorescence Energy Transfer Primers with Different Donor-Acceptor Dye Combinations”,Analytical Biochemistry255(1):32-38, Jan. 1, 1998.
Tarrason et al., “Intracellular Distribution of Digoxigenin-Labeled Phosphorothioate Oligonucleotides”,Methods in Enzymology313:257-268, 1999.
Matthes et al., “Telomerase Protein Rather than its RNA is the Target of Phosphorothioate-Modified Oligonucleotides”,Nucleic Acids Research27(4):1152-1158, Feb. 15, 1999.
Hayashi et al., “In Vivo Transfer of Gene and Oligodeoxynucleotides into Skin of Fetal Rats by Incubation in Amniotic Fluid”,Gene Therapy3(10):878-885, Oct. 1996.
Just et al., “Flow Cytometric Detection of EBV (EBER snRNA) Using Peptide Nucleic Acid Probes”,Journal of Virological Methods73(2):163-174, Aug. 1998.
Strother et al., “Synthesis and Characterization of DNA-Modified Silicon (111) Surfaces”,J. Am. Chem.122(6)1205-1209, Feb. 16, 2000.
Pirrung, M., “Spatially Addressable Combinatorial Libraries”,Chem. Rev.97(2):473-488, Mar./Apr. 1997.
Wang et al., “Peptide Nucleic Acid Probes for Sequence-Specific DNA Biosensors”,J. Am. Chem. Soc.118(33):7667-7670, Aug. 21, 1996.
Will et al., “The Synthesis of Polyamide Nucleic Acids Using a Novel Monomethoxytrityl Protecting-Group Strategy”,Tetrahedron51(44):12069-12082, Oct. 30, 1995.
Breipohl et al., “Novel Synthetic Routes to PNA Monomers and PNA-DNA Linker Molecules”,Tetrahedron53(43):14671-14686, Oct. 27, 1997.
Sonveaux, E., “The Organic Chemistry Underlying DNA Synthesis”,Bioorganic Chemistry14(3):274-325, Sep. 1986.
Beaucage et al., “The Functionalization of Oligonucleotides Via Phosphoramidite Derivatives”,Tetrahedron49(10):1925-1963, Mar. 5, 1993.
Ravin, L., “Preformulation”,Remington's Pharmaceutical Sciences, Mack Publishing Company, Easton, PA, pp. 1409-1423, 1985.
Niemeyer et al., “DNA Microarrays”,Angew. Chem. Int. Ed.38(19)2865-2869, 1999.
PCT Search Report; PCT/EP 01/04027 (Nov. 26, 2001).
Uhlmann et al., Nucleosides & Nucleotides, vol. 16, (5&6), 1997, pp. 603-608.
Weiler et al., (NAR vol. 25, No. 14, 1997, pp. 2792-2799.
Nielsen et al., “Peptide Nucleic Acids—Protocols and Applications”, Horizon Specific Press, 1999, pp. 2-3.
Nielsen et al., “Sequence-Selective Recognition of DNA by Strand Displacement with a Thymine-Substituted Polyamide”,Science254:1497-1500, Dec. 6, 1991.
Egholm et al., “PNA Hybridizes to Complementary Olgionucleotides Obeying the Watson-Crick Hydrogen-Bonding Rules”,Nature365(6446):566-568, Oct. 7, 1993.
Nielsen et al., “Peptide Nucleic Acid (PNA) A DNA Mimic with a Peptide Backbone”,Bioconjugate Chem.5(1):3-7, Jan./Feb. 1994.
Uhlmann et al., “PNA: Synthetic Polyamide Nucleic Acids with Unusual Binding Properties”,Angew. Chem. Int. Ed.37(20):2796-2823, Nov. 2, 1998.
Greiner et la., “Influence of the Type of Junction in DNA-3'-Peptide Nucleic Acid (PNA) Chimeras on Their Binding Affinity to DNA and RNA”,Helvetica Chimica Acta82(12):2151-2159, 1999.
Nielsen et al., “Peptide Nucleic Acids—Protocols and Applications”,Horizon Scientific Press, pp. 2-3, 1999.
Uhlmann et al., “Antisense Oligonucleotides: A New Therapeutic Principle”,Chemical Reviews90(4):543-584, Jun. 1990.
Larsen et al., “Antisense Properties of Peptide Nucleic Acid”,Biochim. Biophys. Acta1489(1):159-166, Dec. 10, 1999.
Weiner et al., “Liposomes as a Drug Delivery System”,Drug Develop. and Ind. Pharm.15(10):1523-1554, 1989.
Breipohl Gerhard
Uhlmann Eugen
Will David William
Riley Jezia
Sanofi-Aventis Deutschland GmbH
LandOfFree
Polyamide nucleic acid derivatives, and agents, and... does not yet have a rating. At this time, there are no reviews or comments for this patent.
If you have personal experience with Polyamide nucleic acid derivatives, and agents, and..., we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Polyamide nucleic acid derivatives, and agents, and... will most certainly appreciate the feedback.
Profile ID: LFUS-PAI-O-3728627