Compounds and methods for labeling oligonucleotides

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

Reexamination Certificate

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C536S024300, C536S026600, C435S006120, C422S068100

Reexamination Certificate

active

07605243

ABSTRACT:
The invention provides a novel method of labeling oligonucleotides, with reporter moieties, including but not limited to, quenchers, fluorophores, biotin, digoxigenin, peptides and proteins. In addition, this invention provides a method of detecting hybridization of oligonucleotides. This invention also provides novel azo quenchers having the general formula shown below.The invention further provides compositions comprising labeled oligonucleotides and solid supports. The invention also provides kits comprising at least one composition of the present invention.

REFERENCES:
patent: 2264303 (1941-12-01), Dickey
patent: 3407189 (1968-10-01), Merian
patent: 3970617 (1976-07-01), Bruno
patent: 4358535 (1982-11-01), Falkow et al.
patent: 4439356 (1984-03-01), Khanna et al.
patent: 4683194 (1987-07-01), Saiki et al.
patent: 4683195 (1987-07-01), Mullis et al.
patent: 4683202 (1987-07-01), Mullis
patent: 4711955 (1987-12-01), Ward et al.
patent: 4820630 (1989-04-01), Taub
patent: 4868103 (1989-09-01), Stavrianopoulos et al.
patent: 4868105 (1989-09-01), Urdea et al.
patent: 4889818 (1989-12-01), Gelfand et al.
patent: 4914210 (1990-04-01), Levenson et al.
patent: 4954630 (1990-09-01), Klein et al.
patent: 4996143 (1991-02-01), Heller et al.
patent: 5011769 (1991-04-01), Duck et al.
patent: 5108892 (1992-04-01), Burke et al.
patent: 5124246 (1992-06-01), Urdea et al.
patent: 5188934 (1993-02-01), Menchen et al.
patent: 5210015 (1993-05-01), Gelfand et al.
patent: 5272259 (1993-12-01), Claussen et al.
patent: 5304645 (1994-04-01), Klein et al.
patent: 5312728 (1994-05-01), Lizardi et al.
patent: 5326679 (1994-07-01), Yanagisawa et al.
patent: 5328824 (1994-07-01), Ward et al.
patent: 5451463 (1995-09-01), Nelson et al.
patent: 5455157 (1995-10-01), Hinzpeter et al.
patent: 5487972 (1996-01-01), Gelfand et al.
patent: 5492806 (1996-02-01), Drmanac et al.
patent: 5502177 (1996-03-01), Matteucci et al.
patent: 5512667 (1996-04-01), Reed et al.
patent: 5514785 (1996-05-01), Van Ness et al.
patent: 5525464 (1996-06-01), Drmanac et al.
patent: 5556752 (1996-09-01), Lockhart et al.
patent: 5696251 (1997-12-01), Arnold, Jr. et al.
patent: 5801155 (1998-09-01), Kutyavin et al.
patent: 5804375 (1998-09-01), Gelfand et al.
patent: 5824796 (1998-10-01), Petrie et al.
patent: 5830653 (1998-11-01), Froehler et al.
patent: 5846726 (1998-12-01), Nadeau et al.
patent: 5849482 (1998-12-01), Meyer, Jr. et al.
patent: 5876930 (1999-03-01), Livak et al.
patent: 5942610 (1999-08-01), Nelson et al.
patent: 5952202 (1999-09-01), Aoyagi et al.
patent: 6007992 (1999-12-01), Lin et al.
patent: 6028183 (2000-02-01), Lin et al.
patent: 6114518 (2000-09-01), Pitner et al.
patent: 6117986 (2000-09-01), Nardone et al.
patent: 6214979 (2001-04-01), Gelfand et al.
patent: 6312894 (2001-11-01), Hedgpeth et al.
patent: 6323337 (2001-11-01), Singer et al.
patent: 6399392 (2002-06-01), Haugland et al.
patent: 6416953 (2002-07-01), Heller
patent: 6441159 (2002-08-01), Lukhtanov et al.
patent: 6448407 (2002-09-01), Lee et al.
patent: 6465175 (2002-10-01), Horn et al.
patent: 6465644 (2002-10-01), Yan et al.
patent: 6485901 (2002-11-01), Gildea et al.
patent: 6531581 (2003-03-01), Nardone et al.
patent: 6531589 (2003-03-01), Iyer et al.
patent: 6653473 (2003-11-01), Reed et al.
patent: 6699975 (2004-03-01), Reed et al.
patent: 6727356 (2004-04-01), Reed et al.
patent: 6790945 (2004-09-01), Reed et al.
patent: 6800728 (2004-10-01), Schwartz
patent: 6875858 (2005-04-01), DeFrancq et al.
patent: 7173125 (2007-02-01), Schwartz et al.
patent: 7476735 (2009-01-01), Laikhter et al.
patent: 2002/0137070 (2002-09-01), Elghanian et al.
patent: 2003/0144499 (2003-07-01), McGall et al.
patent: 2004/0180343 (2004-09-01), Weber
patent: 2006/0263816 (2006-11-01), Laikhter et al.
patent: 0070685 (1983-01-01), None
patent: 0070686 (1983-01-01), None
patent: 0070687 (1983-01-01), None
patent: 0152886 (1985-08-01), None
patent: 0185494 (1986-06-01), None
patent: 0246864 (1987-11-01), None
patent: 0272007 (1988-06-01), None
patent: 0320308 (1989-06-01), None
patent: 0357011 (1990-03-01), None
patent: 0439182 (1991-07-01), None
patent: 1394368 (1975-05-01), None
patent: 1533121 (1978-11-01), None
patent: 89/09284 (1989-10-01), None
patent: 89/10979 (1989-11-01), None
patent: 90/14353 (1990-11-01), None
patent: 91/005060 (1991-04-01), None
patent: 92/10588 (1992-06-01), None
patent: 96/17957 (1996-06-01), None
patent: 96/28460 (1996-09-01), None
patent: 96/34983 (1996-11-01), None
patent: 97/29154 (1997-08-01), None
patent: 97/39008 (1997-10-01), None
patent: 99/14226 (1999-03-01), None
patent: 99/40226 (1999-08-01), None
patent: 99/51621 (1999-10-01), None
patent: 99/51775 (1999-10-01), None
patent: 99/64431 (1999-12-01), None
patent: 00/06771 (2000-02-01), None
patent: 00/70685 (2000-11-01), None
patent: WO 2004/113562 (2004-12-01), None
Agrawal, S. et al., “Efficient methods for attaching non-radioactive labels to the 5' ends of synthetic oligodeoxyribonucleotides,” Nuc. Acids Res. (1986) 14:6227-6245.
Austermann, S. et al., “Inhibition of human immunodeficiency virus type 1 reverse transcriptase by 3'-blocked oligonucleotide primers,” Biochem. Pharm. (1992) 43(12):2581-2589.
Bollum, F.J., “Oligodeoxyribonucleotide-primed reactions catalyzed by calf thymus polymerase,” J. Bio. Chem. (1962) 237(6):1945-1949.
Cardullo, R.A et al., “Detection of nucleic acid hybridization by nonradiative fluorescence resonance energy transfer,” Proc. Natl. Acad. Sci. USA (1988) 85:8790-8794.
Dey, S. and Sheppard, T.L., “Ketone-Dna: a versatile postsynthetic DNA decoration platform,” Org. Lett. (2001) 3(25):3983-3986.
Gelfand, D.H., “Taq DNA Polymerase,” PCR Technology Principles and Applications for DNA Amplification, Stockton Press, NY, Ehrlich ed. (1989) Ch. 2, 17-22.
Haugland, R. 35 Molecular Probes Handbook of Fluorescent Probes and Research Chemicals, Molecular Probes, Inc. (1992).
Heesemann, J., “Studies on monolayers. 1. Surface tension and absorption spectroscopic measurements of monolayers of surface-active azo and stilbene dyes,” J. Am. Chem. Soc. (1980) 102(7):2167-2176.
Heller, M.J. et al., “Chemiluminescent and fluorescent probes for DNA hybridization systems,” Rapid Detection and Identification of Infectious Agents (1985) Academic Press, Inc., Orlando, Kingsbury et al. eds. 245-256.
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.
Lawyer, F.C. et al., “Isolation, characterization, and expression inescherichia coliof the DNA polymerase gene from thermus aquaticus,” J. Biol. Chem. (1989) 264(11):6427-6437.
Lehman, I.R. et al., “Persistence of deoxyribonucleic acid polymerase I and its 5'→3' exonuclease activity in PolA mutants ofescherichia coliK12,” J. Biol. Chem. (1973) 248(22):7717-7723.
Marshall, “Rules for the visible absorption spectra of halogenated fluorescein dyes,” Histochemical J. (1975) 7:299-303.
Matthews, J.A. et al., “Analytical strategies for the use of DNA probes,” Analy. Biochem. (1988) 169:1-25.
Misiura, K. et al., “Biotinyl and phosphotyrosinyl phosphoramidite derivatives useful in the incorporation of multiple reporter groupds on synthetic oligonucleotides,” Nucleic Acids Research (1990) 18(15):4345-4354.
Morrison, L.E. et al., “Solution-phase detection of polynucleotides using interacting fluorescent labels and competitive hybridization,” Anal. Biochem. (1989) 183:231-244.
Noble, S.A. et al, “Methylphosphonates as probes of protein-nucleic acid interactions,” Nuc. Acids Res. (1984) 12(7):3387-3404.
Proudnikov, D. et al., “Chemical methods of DNA and RNA fluorescent labeling,” Nucleic Acids Res. (1996) 24(22):4535-4542.
Setlow, P. et al., “Deoxyribonucleic acid polymerase: two distinct enzymes in one polypeptide,” J. B

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