Amine-derivatized nucleosides and oligonucleosides

Chemistry: molecular biology and microbiology – Measuring or testing process involving enzymes or... – Involving nucleic acid

Reexamination Certificate

Rate now

  [ 0.00 ] – not rated yet Voters 0   Comments 0

Details

C514S04400A, C536S023100, C536S024500

Reexamination Certificate

active

07037646

ABSTRACT:
Nucleosides and oligonucleosides functionalized to include alkylamino functionality, and derivatives thereof. In certain embodiments, the compounds of the invention further include steroids, reporter molecules, reporter enzymes, lipophilic molecules, peptides or proteins attached to the nucleosides through the alkylamino group.

REFERENCES:
patent: 3687808 (1972-08-01), Merigan et al.
patent: 4381344 (1983-04-01), Rideout et al.
patent: 4689320 (1987-08-01), Kaji
patent: 4743535 (1988-05-01), Carrico
patent: 4910300 (1990-03-01), Urdea et al.
patent: 4959463 (1990-09-01), Froehler et al.
patent: 5015733 (1991-05-01), Smith et al.
patent: 5108921 (1992-04-01), Low et al.
patent: 5138045 (1992-08-01), Cook et al.
patent: 5378825 (1995-01-01), Cook et al.
patent: 5451463 (1995-09-01), Nelson et al.
patent: 5466786 (1995-11-01), Buhr et al.
patent: 5470967 (1995-11-01), Huie et al.
patent: 5578718 (1996-11-01), Cook et al.
patent: 0 251 283 (1987-06-01), None
patent: WO 86/02929 (1986-05-01), None
patent: WO 89/02931 (1989-04-01), None
patent: WO 90/10448 (1990-09-01), None
patent: WO 91/00243 (1991-01-01), None
patent: WO 91/06556 (1991-05-01), None
patent: WO 91/14696 (1991-10-01), None
patent: WO 91/15500 (1991-10-01), None
patent: 92/05186 (1992-04-01), None
patent: WO 92/05186 (1992-04-01), None
Goodchild, Bioconjugate Chemistry, 1(3):165-187. May 6, /Jun. 1990.
Asseline, U. et al., “Nucleic acid-binding molecules with high affinity and base sequence specificity: Intercalating agents covalently linked to oligodeoxynucleotides”,Proc. Natl. Acad. Sci.,1984, 81, 3297-3301.
Atherton et al.,The Peptides, Gross and Meienhofer, (eds.), Academic Press; New York, 1983, vol. 9, 1-38.
Beaucage, S.L. et al., “Advances in the Synthesis of Oligonucleotides by the Phosphoramidite Approach”,Tetrahedron, 1992, 48, 2223-2311.
Betebenner, D.A. et al., “Hepatobiliary Delivery of Polyaminopolycarboxylate Chelates: Synthesis and Characterization of a Cholic Acid Conjugate of EDTA and Biodistribution and Imaging Studies with Its Indium-111 Chelate”,Bioconjugate Chem.,1991, 2, 117-123.
Chollet, A., “Selective Attachment of Oligonucleotides to Interleukin 1β and Targeted Delivery to Cells”,Nucleosides&Nucleotides,1990, 9, 957-966.
Cohen,Oligonucleotides: Antisense Inhibitors of Gene Expression, CRC Press, Inc., Boca Raton, Florida, 1989.
Corey, D.R. et al., “Generation of a Hybrid Sequence-Specific Single-Stranded Deoxyribonuclease”,Science, 1987, 238, 1401-1403.
Corey, D.R. et al., “Sequence-Selective Hydrolysis of Duplex DNA by and Oligonucleotide-Directed Nuclease”,J. Am. Chem. Soc.,1989, 111, 8523-8525.
Damha, M.J. et al., “An improved procedure for derivatization of controlled-pore glass beads for solid-phase oligonucleotides synthesis”,Nucl. Acids Res.,1990, 18(13), 3813-3821.
Delgado, C. et al., “The Uses and Properties of PEG-Linked Proteins”,Crit. Rev. in Therapeutic Drug Carrier Sys.,1992, 9, 249-304.
Dreyer, G.B. et al., “Sequence-specific cleavage of single-stranded DNA: Oligodeoxynucleotide-EDTA-Fe(II)”,Proc. Natl. Acad. Sci.,1985, 82, 968-972.
Englisch, U. et al., “Chemically Modified Oligonucleotides as Probes and Inihbitors”,Angew. Chem. Int. Ed. Eng.,1991, 30, 613-629.
Goodchild, J., “Conjugates of Oligonucleotides and Modified Oligonucleotides: A Review of Their Synthesis and Properties,”Bioconjugate Chem.,1990, 1(3), 165-187.
Greene et al.,Protective Groups in Organic Synthesis, 2d edition, New York: John Wiley & Sons, 1991.
Guerra, F.I. et al., “Synthetic 6-Glucosyl Phospholipid as a Drug Transport System”,Tetrahedron Letts.,1987, 28, 3581-3584.
Haralambidis, J. et al., “Preparation of base-modified nucleosides suitable for non-radioactive label attachment and their incorporation into synthetic oligodeoxyribonucleotides”,Nucl. Acids. Res.,1987, 15, 4856-4877.
Haralambidis, J. et al., “The Solid Phase Synthesis of Oligonucleotides Containing a 3′-Peptide-Moeity”,Tetrahedron Letts., 1987, 28, 5199-5202.
Iyer, R.P. et al., “3H-1,2-Benzodithiole-3-one, 1,1-Dioxide as an Improved Sulfurizing Reagent in the Solid-Phase Synthesis of Oligodeoxyribonucleoside Phosphorothioates”,J. Am. Chem. Soc.,1990, 112, 1253-1254.
Juby, C.D. et al., “Facile Preparation of 3′Oligonucleotide-Peptide Conjugates”,Tetrahedron Letts.,1991, 32, 879-882.
Krieg, A.M. et al., “Uptake of Oligodeoxyribonucleotides by Lymphoid Cells Is Heterogeneous and Inducible”,Antisense Res.&Dev.,1991, 1, 161-171.
Lamaitre, M. et al., “Specific antiviral activity of a poly(L-lysine)-conjugated oligodeoxyribonucleotide sequence complementrary to vesicular stomatitis virus N protein mRNA initiation site”,Proc. Natl. Acad. Sci.,1987, 84, 648-652.
Leonetti, J.P. et al., “Biological Activity of Oligonucleotide-Poly(L-lysine) Conjugates: Mechanism of Cell Uptake”,Bioconjugate Chem.,1990, 1, 149-153.
Letsinger, R.L. et al., “Cholesteryl-conjugated oligonucleotides: Synthesis, properties and activity as inhibitors of replication of human immunodeficiency virus in cell culture”,Proc. Natl. Acad. Sci.,1989, 86, 6553-6556.
Manoharan, M. et al., “Novel Functionalization of the Sugar Moiety of Nucleic Acids for Multiple Labeling in the Minor Groove”,Tetrahedron Letts.,1991, 32, 7171-7174.
Manoharan, M. et al., “Chemical Modifications to Improve Uptake and Bioavailability of Antisense Oligonucleotides”,Annals NY Acad. Sciences,1992, 660, 306-309.
Miller, P.S. et al., “A New approach to chemotherapy based on molecular biology and nucleic acid chemistry: Matagen (masking tape for gene expression)”,Anti-Cancer Drug Des.,1987, 2, 117-128.
Nelson, P.S. et al., “Bifunctional oligonucleotide probes synthesized using a novel CPG: support are able to detect single base pair mutations”,Nucl. Acids. Res.,1989, 17, 7187-7195.
Ouchi, T. et al., “Synthesis and Antitumor Activity of Poly(Ethylene Glycol)s Linked to 5′-Fluorouracil via a Urethane or Urea Bond”,Drug Des.&Disc.,1992, 9, 93-105.
Ramirez, F. et al., “Nucleotidophospholipids; OIigonucleotide Derrivatives with Membrane-Recognition Groups”,J. Am. Chem. Soc.,1982, 104, 5483-5486.
Ravasio, N. et al., “Selective Hydrogenations Promoted by Copper Catalysts. 1. Chemoselectivity, Regioselectivity, and Stereoselectivity in the Hydrogenation of 3-Substituted Steroids”,J. Org. Chem.,1991, 56, 4329-4333.
Shea, R.G. et al., “Synthesis, hybridization properties and antiviral activity of lipid-oligodeoxynucletide conjugates”,Nucl. Acids Res.,1990, 18, 3777-3783.
Smith-Jones, P.M. et al., “Antibody Labeling with Copper-67 Using the Bifunctional Macrocycle 4-[(1,4,8,11-Tetraazacyclotetradec-1-yl)methyl] benzoic Acid”,Bioconjugate Chem.,1991, 2, 415-421.
Solomons, T.W.G. et al.,Organic Chemistry, 1989,2nd ed., John Wiley & Sons, 818-819.
Stein, C.A. et al., “Antisense Oligonucleotides as Therapeutic Agents—Is the Bullet Really Magical?”,Science, 1993, 261, 1004-1012.
Telser, J. et al., “Synthesis and Characterization of DNA Oligomers and Duplexes Containing Covalently Attached Molecular Labels: Comparison of Biotin, Fluorescein, and Pyrene Labels by Thermodynamic and Optical Spectroscopic Measurements”,J. Am. Chem., Soc.,1989, 111, 6966-6976.
Veber, D.F., “Isonicotinyloxycarbonyl, a Novel Amino Protecting Group for Peptide Synthesis”,J. Org. Chem.,1977, 42, 3286-3288.
Wagner, D. et al., “Preparation and Synthesis Utility of Some Organotin Derivatives of Nucleotides”,J. Org. Chem.,1974, 39, 24-30.
Yamana, K. et al., “Synthesis of Oligonucleotide Derivatives with Pyrene Group at Sugar Fragment”,Tetrahedron Letts.,1991, 32, 6347-6350.
Yamana, K. et al., “Synthesis and Interactive Prope

LandOfFree

Say what you really think

Search LandOfFree.com for the USA inventors and patents. Rate them and share your experience with other people.

Rating

Amine-derivatized nucleosides and oligonucleosides does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Amine-derivatized nucleosides and oligonucleosides, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Amine-derivatized nucleosides and oligonucleosides will most certainly appreciate the feedback.

Rate now

     

Profile ID: LFUS-PAI-O-3577452

  Search
All data on this website is collected from public sources. Our data reflects the most accurate information available at the time of publication.