Organic compounds -- part of the class 532-570 series – Organic compounds – Carbohydrates or derivatives
Patent
1995-06-06
1998-08-11
Wilson, James O.
Organic compounds -- part of the class 532-570 series
Organic compounds
Carbohydrates or derivatives
536 221, 536 253, 536 2533, 536 2534, 536 255, 536 256, C07H 3170
Patent
active
057928479
ABSTRACT:
Oligomers which have substituents on the 2' position are resistant to oligonucleases and furthermore can be derivatized to deliver reagents or drugs, to carry label, or to provide other properties.
REFERENCES:
patent: 4458066 (1984-07-01), Caruthers et al.
patent: 4476301 (1984-10-01), Imbach et al.
patent: 4711955 (1987-12-01), Ward et al.
patent: 4828979 (1989-05-01), Klevan et al.
patent: 4924624 (1990-05-01), Suhadolnik et al.
patent: 4981957 (1991-01-01), Lebleu et al.
patent: 5013830 (1991-05-01), Ohtsuka et al.
patent: 5109126 (1992-04-01), Agrawal et al.
patent: 5112962 (1992-05-01), Letsinger et al.
patent: 5264423 (1993-11-01), Cohen et al.
patent: 5386023 (1995-01-01), Sanghvi et al.
patent: 5434257 (1995-07-01), Matteucci et al.
Chavis et al., "Synthesis of 2',3'--Differentiated Ribonucleosides via Glycosylation Reactions with 2-O-Me or 2-O-TBDMS Ribofuranose Derivatives. 1. Pyrimidine Series," J Org Chem 47:202-206 (1982).
Fukukawa et al., "Synthesis of 2'(R)--Substituted Neplanocin A's (Nucleosides and Nucleotides. XXXVII)," Chem Pharm Bull 29(2):597-600 (1981).
Hobbs et al., "Poly 2'-Deoxy-2'-Aminouridylic Acid," Biochem Biophys Res Comm 46(4):1509-1515 (1972).
Hobbs et al., "Polynucleotides Containing 2'-Chloro-2'-deoxyribose," Biochem 11(23):4336-4344 (1972).
Janik et al., "Synthesis and Properties of Poly 2'-Fluoro-2'-Deoxyuridylic Acid," Biochem Biophys Res Comm 46(3):1153-1160 (1972).
Kaufmann et al., "Monofunctional Substrates of Polynucleotide Phosphorylase," Eur J Biochem 24:4-11 (1971).
Mackey et al., "New Approach to the Synthesis of Polyribonucleotides of Defined Sequence," Nature 233:551-553 (Oct. 22, 1971).
Matsuda et al., "Alkyl Addition Reaction of Pyrimidine 2'-Ketonucleosides: Synthesis of 2'-Branched-Chain Sugar Pyrimidine Nucleosides (Nucleosides and Nucleotides. LXXXI)," Chem Pharm Bull 36(3):945-953 (1988).
Smrt et al., "Oligonucleotidic Compounds. I. the Direct Blocking of 2'-Hydroxyl in Ribonucleoside-3' Phosphates. Synthesis of 6-Azauridylyl-(5'->3')-Uridine," Collect Czech Chem Commun 27:73-86 (1962).
Smrt et al., "Oligonucleotidic Compounds. XIII. 2'-O-(1-Ethoxyethyl)-5'-O-Acetylderivatives of Uridine 3'-Phosphate and N-Acetylcytidine 3'-Phosphate," Collect Czech Chem Commun 31:2978-2984 (1966).
Torrence et al., "Unexpected Conformational Stability of Poly(2'-azido-2'-deoxyuridylic acid)," J Am Chem Soc 94(10):3638-3639 (May 17, 1972).
Lamond et al., "Antisense oligonucleotides made of 2'-O-alkylRNA: their properties and applications in RNA biochemistry," FEBS 325(1,2):123-127 (Jun. 1993).
Alderfer et al., "Comparative Studies on Homopolymers of Adenylic Acid Possessing Different C-2' Substituents of the Furanose. Poly(deoxyriboadenylic acid), Poly(riboadenylic acid), Poly(2'-O-methyladenylic acid), and Poly(2'-0-ethyladenylic acid)," Biochem 13(8):1615-1622 (1974).
Andrus et al., "Novel Activating and Capping Reagents for Improved Hydrogen-Phosphonate DNA Synthesis," Tet Lett 29(8):861-864 (1988).
Arnott et al., "Structures for the Polynucleotide Complexes Poly(dA)-Poly(dT) and Poly(dT).multidot.Poly(dA).multidot.Poly(dT)," J Mol Biol 88:509-521 (1974).
Baum, R.M., "Mechanism od Sequence-Specific DNA Recognition Elucidated," C&E News pp. 20-26 (Jan. 4, 1988).
Chollet et al., "DNA containing the base analogue 2-aminoadenine: preparation, use as hybridization probes and cleavage by restriction endonucleases," Nuc Acids Res 16(1):305-317 (1988).
Clontech, "Advertisement," Nuc Acids Res 16(22) (Nov. 25, 1988).
Cooney et al., "Site-Specific Oligonucleotide Binding Represses Transcription of the Human c-myc Gene In Vitro," Science 241:456-459 (1988).
Cummins et al., "Characterization of fully 2'-modified oligoribonucleotide hetero-- and homoduplex hybridization and nuclease sensitivity," Nuc Acids Res 23(11):2019-2024 (1995).
Dervan, P.B., "Sequence Specific Recognition of Double Helical DNA. A Synthetic Approach," Nucleic Acids And Molecular Biology (Eckstein & Lilley, Eds.) 2:49-64 (1988).
Fran.cedilla.ois et al.,"Sequence-specific recognition of the major groove of DNA by oligodeoxynucleotides via triple helix formation. Footprinting studies," Nuc Acids Res 16:11431-11440 (1988).
Froehler et al., "Deoxynucleoside H-Phosphonate Diester Intermediates in the Synthesis of Internucleotide Phosphate Analogues," Tet Lett 27:5575-5578 (1986).
Froehler et al., "The Use of Nucleoside H-Phosphonates in the Synthesis of Deoxyoligonucleotides," Nucls & Nuclt 6:287-291 (1987).
Griffin et al., "Recognition of Thymine-Adenine Base Pairs by Guanine in a Pyrimidine Triple Helix Motif," Science 245:967-971 (1989).
Hobbs et al., "Polynucleotides Containing 2'-Amino-2'-deoxyribose and 2'-Azido-2'-deoxyribose," Biochem 12:5138-5145 (1973).
Inoue et al., "Sequence-dependent hydrolysis of RNA using modified oligonucleotide splints and RNase H," Febs 215(2):327-330 (May 1987).
Inoue et al., "Synthesis and hybridization studies on two complementary nona(2'-methyl)ribonucleotides," Nuc Acids Res 15:6131-6148 (1987).
Inoue et al., "Synthesis and properties of novel nucleic acid probes," Nuc Acids Res 16:165-169 (1985).
Iribarren et al., "2'-O-Alkyl oligoribonucleotides as antisense probes," Proc Natl Acad Sci 87:7747-7751 (Oct. 1990).
Izant et al., "Constitutive and Conditional Suppression of Exogenous and Endogenous Genes by Anti-Sense RNA," Science 229:345-352 (1985).
Keller et al., "Synthesis and hybridization properties of oligonucleotides containing 2'-O-modified ribonucleotides," Nuc Acids Res 21(19):4499-4505 (1993).
Larock, Richard C., "Comprehensive Organic Transformations: a guide to functional group preparations," 353:358-362 (1989).
Lesnik et al., "Oligodeoxynucleotides Containing 2'-O-Modified Adenosine: Synthesis and Effects on Stability of DNA:RNA Duplexes," Biochem 32:7832-7838 (1993).
Letsinger et al., "Cationic Oligonucleotides," J Am Chem Soc 110:4470-4471 (1988).
Maher et al., "Inhibition of DNA Binding Proteins by Oligonucleotide-Directed Triple Helix Formation," Science 245:725-730 (1989).
Maniatis et al., "Molecular Cloning -- A Laboratory Manual," Molecular Cloning -- A Laboratory Manual pp. 324-325 (1982).
Maniatis et al., "Molecular Cloning -- A Laboratory Manual," Molecular Cloning -- A Laboratory Manual pp. 326-328; 382-389 (1982).
Maniatis et al., "Molecular Cloning -- A Laboratory Manual," Molecular Cloning -- A Laboratory Manual pp. 458-460 (1982).
Mukai et al., "A new method for the unidirectional deletion of DNA with Bal 31 nuclease using 2'-0-MeRNA-DNA chimeric adaptors," Nuc Acids Res 19:117-120 (1988).
Ranki et al., "Sandwich hybridization as a convenient method for the detection of nucleic acids in crude samples," GENE 21:77-85 (1983).
Shibahara et al., "Site-directed cleavage of RNA," Nuc Acids Res 15(11):4403-4415 (1987).
Sproat et al., "Highly efficient chemical synthesis of 2'-O-methyloligoribonucleotides and tetrabiotinylated derivatives; novel probes that are resistant to degradation by RNA or DNA specific nucleases," Nuc Acids Res 17:3373-3386 (1989).
Stein et al., "Oligodeoxynucleotides as Inhibitors of Gene Expression: A Review," Cancer Res 48:2659-2668 (1988).
Stein et al., "Phosphorotioate and normal oligodeoxyribonucleotides with 5'-linked acridine: characterization and preliminary kinetics of cellular uptake," Gene 72:333-341 (1988).
Strobel et al., "Double-Strand Cleavage of Genomic DNA at a Single Site by Triple-Helix Formation," J Am Chem Soc 110:7927-7929 (1988).
Telser et al., "DNA Duplexes Covalently Labeled at Two Sites: Synthesis and Characterization by Steady-State and Time-Resolved Optical Spectroscopies," J Am Chem Soc 111:7226-7232 (1989).
Telser et al., "DNA Oligomers and Duplexes Containing a Covalently Attached Derivative of Tris(2,2'-bipyridine)ruthenium(II): Synthesis and Characterization by Thermodynamic and Optical Spectroscopic Measurements," J Am Chem Soc 111:7221-7226 (1989).
Wallace et al., "The use of synthetic oligonucleotides as hybridization probes. II. Hybridization of oligonucleotides of mixed sequence to rabbit beta-globin DNA," Nuc Acids Res 9(4):879-894 (1981).
Wetmur et al., "Kine
Buhr Chris A.
Matteucci Mark
Gilead Sciences, Inc.
Muenchau Daryl D.
Wilson James O.
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