2-azapurine compounds and their uses

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

Reexamination Certificate

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C536S024300, C536S024330, C536S025300, C435S006120, C435S091200

Reexamination Certificate

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07612187

ABSTRACT:
Within oligonucleotides 2-azapurine and especially 2-azaadenine bases form specifically base pairs with guanine. This base pair is of analogous stability as an adenine-thymine but less stable than a guanine-cytosine base pair. Therefore, the incorporation of 2-azaadenine residues into oligonucleotides instead of cytosine leads specifically to hybridization complexes with nucleic acids with homogenous stability. This is useful for the adaptation of the stabilities of different oligonucleotide sequences in all kinds of hybridization techniques, for example in oligomer chip technology.

REFERENCES:
patent: 4458066 (1984-07-01), Caruthers et al.
patent: 4683202 (1987-07-01), Mullis
patent: 3943522 (1991-07-01), None
patent: 0 286 028 (1988-03-01), None
patent: 0 324 474 (1989-12-01), None
patent: 0 476 014 (1990-07-01), None
patent: 0 624 161 (1992-09-01), None
patent: 0 680 969 (1995-04-01), None
patent: WO 92/02638 (1990-08-01), None
patent: WO 92/20702 (1992-05-01), None
Acedo et al. (1995) “Synthesis and Biophysical Properties of Ologonucleotides Containing 2-Aza-2′-Deoxyinosine.”Journal of Organic Chemistry, 60: 6262-6269.
Beaucage et al. (1981) “Deoxynucleoside Phoshoramidites—A New Class of Key Intermediates for Deoxypolynucleotide Synthesis.”Tetrahedron Letters, 22(20): 1859-1862.
Bennett et al. (1976) “Nucleosides of 2-Aza-Purines—Cytotoxicities and Activities as Substrates for Enzymes Metabolizing Purine Nucleosides.”Biochemical Pharmacology, 25(5): 517-521.
Brown et al. (1979) “Chemical Synthesis and Cloning of a Tyrosine tRNA Gene.”Methods In Enzymology, 68: 109-151.
Bussolari et al. (1996) “The Synthesis and Biological Evaluation of 4-p-Nitrobenzylthio-v-triazolo(4,5-d) pyrodazine and Imidazo(4,5-d) pyridazine Ribosides as Potential Nucleoside Transport Inhibitors.”Bioorganic&Medicinal Chemistry, 4(1): 1725-1731.
Carbon (1960) “Synthesis of Some Imidazo(4, 5-d) Pyridazines and Imidazo (4,5-d) trazolo (4,3-b) pyridazines.”Journals of Organic Chemistry, 25(4): 579-582.
Chollet et al. (1998) “DNA containing the base analogue 2-aminoadenine: preparation, use as hybridization probes and cleavage by restriction endonucleases.”Nucleic Acids Research, 16(1): 305-317.
Eritja et al. (1995) “Preparation of Oligonucleotides Containing Non-Natural Base Analogues.”Nucleosides and Nucleotides, 14(3-5): 821-824.
Feranadez-Forner et al. (1991) “Preparation of Oligonucleotides Containing dAICA Using an Unexpected Side-Reaction Observed on a Projected Derivative of 2-Aza-2′Deoxyinosine.”Tetrahedron, 47(42): 8917-8930.
Fukui et al. (1978) “XLIV Synthesis and Properties of Poly(2-Azaadentlic Acid) and Poly(2-Azainosinic Acid).”Biochimica et Biophysica Acta, 520: 441-451.
Hoheisel (1996) “Sequence-Independence and Linear Variation of Oligonucleotide DNA Binding Stabilities.”Nucleic Acids Research, 24(3): 430-432.
Hoheisel (1997) “Oligomer-Chip Technology.”Tibtech, 15: 465-469.
Kazimierczuk et al. (1990) “Steroselective Synthesis of 2-Azapurine 2′Deoxy-β-D-Ribonucleosides by Nucleobase-Anion Glycosylation.”Liebigs Ann. Chem, 647-651.
Lin et al. (1999) “Synthesis and Properties of a Novel Phosphodiester Analogue, Nucleoside Boranophosphorothioate.”Chemical Communicaitons, 1517-1518.
Montgomery et al. (1975) “Nucleosides of 2-Azapurines. 7H-Imidazo4,5-D-1,2,3-Triaznes.”Journal of Medicinal Chemistry, American Chemical Society18(6): 564-567.
Narang et al. (1979) “Improved Phosphotriester Method for the Synthesis of Gene Fragements.”Methods in Enzymology, 68:90-98.
Saunders et al. (1986) “Mechanisms of 5-(3,3,-Dimethyl-1-trazeno) imidazole-4-car boxamide (Dicarbazine) Cytotoxicity Toward Chinese Hamster Ovary Cells in Vitro are Dictates by Incubation Conditions.”Chemico-Biological Interactions, 58(3): 319-331.
Seela et al. (1999) “Synthesis, Base Pairing and Stacking Properties of Oligonucleotides Containing 2-Aza-2′-deoxyadenosin.”Collection Symposium Series, 2: 124-128.
Seela et al. (2000) “Synthesis, Base-Pairing and Stacking Properties of Oligonucleotides Containing 2-Aza-2′-deoxyadenosine.”Chemical Abstracts, 133: Abstract No. 89731z.
Sugiyama et al. (2000) “2-Aza-2′-Deoxyadenosine: Synthesis, Base-Pairing Selectivity, and Stacking Properties of Oligonucleotides.”Chemistry A European Journal, 6(2): 369-378.
Yamaji et al. (1975) “The Synthesis of 2-Aza-Adenosine-3′, 5′-Cyclic Phosphate via 1, N6—Etheno-Adenosine-3′, 5′-Cylic Phosphate.”Chemistry Letters, 311-314.

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