2-Azapurine compounds and their use

Details 2-Azapurine compounds and their use 2-Azapurine compounds and their use

2007-01-30

2007-01-30

Riley, Jezia (Department: 1637)

Chemistry: molecular biology and microbiology

Measuring or testing process involving enzymes or...

Involving nucleic acid

C435S091100, C435S091200, C536S023100, C536S024330, C536S024300, C536S025300

Reexamination Certificate

active

10070340

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: 0286028(B1) (1988-03-01), None
patent: 0324474(B1) (1989-12-01), None
patent: 0476014(B1) (1990-07-01), None
patent: 0624161(B1) (1992-09-01), None
patent: 0680969(A2) (1995-04-01), None
patent: 0680969(A3) (1995-04-01), None
patent: WO9202638(A1) (1990-08-01), None
patent: WO9220702(A1) (1992-05-01), None
patent: PCT/EP 00/08371 (2001-02-01), None
Seela et al. Collection Symposium Series vol. 2, 1999, 124-128.
Chollet et al. Nucleic acids research vol. 16, No. 1 1988 305-317.
Acedo et al., “Syntesis and Biophysical and Biological Properties of Ologonucleotides Containing 2-Aza-2′-Deoxyinosine,”J. Org. Chem.1995, 60, pp. 6262-6269.
Beaucage et al., “Deoxynucleoside Phosphoramidites—A New Class Of Key Intermediates For Deoxypolynucleotide Synthesis,”Tetrahedron Letters,1981, 22: 20, pp. 1859-1862.
Bennett, L.L. et al. “Nucleosides of 2-Aza-Purines—Cytotoxicities and Activities as Substrates for Enzymes Metabolizing Purine Nucleosides”Biochemical Pharmacology,1976, 25: 5, pp. 517-521.
Brown et al., “Chemical Synthesis and Cloning of a Tyrosine tRNA Gene,”Methods In Enzymology,1979, 68, pp. 109-151.
Bussolari J.C. et al. “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,vol. 4, No. 10, 1996, pp. 1725-1731.
Carbon, J.A. “Synthesis of Some Imidazo(4,5-d) pyridazines and Imidazo (4,5-d) trazolo (4,3-b) pyridazines”Journal of Organic Chemistry,vol. 25, No. 4, 1960, pp. 579-582.
Eritja, R. et al. “Preparation of Oligonucleotides Containing Non-Natural Base Analogues”Nucleosides and Nucleotides,vol. 14, No. 3-5, 1995, pp. 821-824.
Fernandez-Fomer, D. et al. “Preparation of Oligonucleotides Containing dAICA Using an Unexpected Side-Reaction Observed On A Projected Derivative of 2-Aza-2′-Deoxyinosine”Tetrahedron,vol. 47, No. 42, 1991, pp. 8917-8930.
Fukui et al., “XLIV Synthesis and Properties of Poly(2-Azaadenylic Acid) and Poly(2-Azainosinic Acid)*,”Biochimica et Biophysica Acta,1978, 520, pp. 441-451.
Hoheisel, J., “Sequence-Independent and Linear Variation of Oligonucleotide DNA Binding Stabilities,”Nucleic Acids Research,1996, 24:3, pp. 430-432.
Hoheisel, J., “Oligomer-Chip Technology,”TIBTECH,1997, 15, pp. 465-469.
Kazimierczuk et al., “Stereoselective Synthesis of 2-Azapurine 2′-Deoxy-β-D-Ribonucleosides By Nucleobase-Anion Glycosylation,”Liebigs Ann. Chem.,1990, pp. 647-651.
Lin et al., “Synthesis and Properties of a Novel Phosphodiester Analogue, Nucleoside Boranophosphorothioate,”Chem. Commun.,1999, pp. 1517-1518.
Montgomery, J.A. et al. Nucleosides Of 2-Azapurines. 7H-Imidazo4,5-D-1,2,3-TriazinesJournal of Medicinal Chemistry, American Chemical Society,18: 6, 1975, pp. 564-567.
Narang et al., “Improved Phosphotriester Method for the Synthesis of Gene Fragments,”Methods in Enzymology,1979, 68, pp. 90-98.
Saunders, P.P. et al.“Mechanisms of 5-(3,3,-Dimethyl-1-triazeno) imidazole-4-car boxamide (Dicarbazine) Cytotoxicity Toward Chinese Hamster Ovary Cells in Vitro are Dictated by Incubation Conditions.”Chemico-Biological Interactions,1986, 58: 3, pp. 319-331.
Seela F. et al. “Synthesis, Base-Pairing and Stacking Properties of Oligonucleotides Containing 2-Aza-2′ -deoxyadenosine.”Chemical Abstracts,2000, 133, Abstract No. 89731z.
Sugiyama, T. et al. “2-Aza-2′-Deoxyadenosine : Synthesis, Base-Pairing Selectivity, and Stacking Properties of Oligonucleotides.”Chemistry A European Journal,2000, 6: 2, pp. 369-378.
Yamaji et al., “The Synthesis of 2-AZA-Adenosine-3′ ,5′-Cyclic Phosphatevia1,N6-Etheno-Adenosine-3′,5′-Cyclic Phosphate,”Chemistry Letters,1975, pp. 311-314.

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