Organic compounds -- part of the class 532-570 series – Organic compounds – Carbohydrates or derivatives
Reexamination Certificate
2005-05-03
2005-05-03
Crane, L. E. (Department: 1623)
Organic compounds -- part of the class 532-570 series
Organic compounds
Carbohydrates or derivatives
Reexamination Certificate
active
06887990
ABSTRACT:
A method for purifying an oligonucleotide that comprises providing an oligonucleotide attached to a substrate, wherein the oligonucleotide contains phosphate protecting groups; contacting the oligonucleotide with a reagent, e.g., an organic amine, that cleaves the phosphate protecting groups from the oligonucleotide without detaching the oligonucleotide from the substrate; isolating the oligonucleotide attached to the substrate from the cleaved phosphate protecting groups; and cleaving the oligonucleotide from the substrate. This method provides crude oligonucleotide mixtures that are easier to purify and from which the desired full-length oligonucleotide product can be isolated in higher yields.
REFERENCES:
patent: 4417046 (1983-11-01), Hsiung
patent: 4426517 (1984-01-01), Hsiung
patent: 4672110 (1987-06-01), Letsinger
patent: 4835263 (1989-05-01), Nguyen et al.
patent: 5362866 (1994-11-01), Arnold, Jr.
patent: 5936077 (1999-08-01), Pfleiderer et al.
patent: 6127533 (2000-10-01), Cook et al.
patent: 6465628 (2002-10-01), Ravikumar et al.
patent: 1028124 (2000-08-01), None
patent: 62-042997 (1987-02-01), None
patent: WO 9209615 (1992-06-01), None
patent: WO9835978 (1998-08-01), None
Hsiung et al., “Further Improvements on the Phosphodiester Synthesis of Deoxyribonucleotides and the Oligonucleotide Directed Site-Specific Mutagenesis ofE. coliLipoprotein Gene,”Nucleic Acids Research, 11(10), 3227-3239 (May 25, 1983).*
Ohtsuka et al. (I), “Studies on Transfer Ribonucleic Acids and Related Compounds. XVL. Synthesis of Ribooligonucleotides Using a Photosensitive o-Nitrobenzyl Protection for the 2′-Hydroxyl Group,”Chemical&Pharmaceutical Bulletin(Japan), 25(5), 949-959 (May, 1997).*
Ohtsuka et al. (II), “Synthesis ofE. colitRNAfMetFragments,” presented at the Fourth Symposium on Nucleic Acid Chemistry, Kyoto, Japan, Nov. 26-27, 1976,Nucleic Acids Research Symposium Series, Special Publication No. 2,E. Coast (ed.), IRL Press, Ltd, London, England, pp. s77-s80 (1976).*
Beaucag, S. L., et al.; The Synthesis of Modified Oligonucleotides by the Phosphoramidite Approach and Their Applications; Tetrahedron, vol. 49, No. 28, (1993), pp. 6123-6194.
Matteucci, M. D., et al.; The Synthesis of Oligodeoxyprimidines on a Polymer Support; Tetrahedron, vol. 21, (1980), pp. 719-722.
Solomon, J. J., et al.; In Vitro Alkylation of Calf Thymus DNA by Acrylonitrile. Isolation of Cyanoethyl-Adducts of Guanine and Thymine and Carboxyethyl-Adducts of Adenine and Cytosine; Chem-Biol Interactions, vol. 51 (1984), pp. 167-190.
Griffin, L. C., et al.; The Discovery and Characterization of a Novel Nucleotide-Based Thrombin Inhibitor; Gene, vol. 137 (1993) , pp. 25-31.
Jin, L., et al.; In Situ Hybridization: Methods and Applications; Journal of Clinical Laboratory Analysis, vol. 11 (1997), pp. 2-9.
Alams, A., et al.; Antisense Oligonucleotides as Therapeutic Agents; Pharmacological Research, vol. 36, No. 3 (1997), pp. 171-178.
Tasset, D. M., et al.; Oligonucleotide Inhibitors of Human Thrombin that Bind Distinct Epitopes; Journal of Molecular Biology, vol. 272 No. 5 (1997), pp. 688-698.
Gait, M. J., et al.; Rapid Synthesis of Oligodeoxyribonucleotides: A New Solid Method; Nucleic Acids Research, vol. 4 No. 4 (1977), pp. 1135-1158. (Apr., 1977).
Shchepinov, M. S., et al.; Oligonucleotide Dendrimers: Synthesis and Use as Polylabelled DNA Probes; Nucleic Acids Research, vol. 25 No. 22 (1997), pp. 4447-4454.
Bonora, G. M., et al.; HELP (High Efficiency Liquid Phase) New Oligonucleotide Synthesis on Soluble Polymeric Support; Nucleic Acids Research, vol. 18, No. 11 (1990), pp. 3155-3159.
Koster, H.; Polymer Support Oligonucleotide Synthesis VIII Use of Polyethylenglycol; Tetrahedron Letters, vol. 16 (1972), pp. 1535-1538. (Issue No. 16).
Ravikumar, V.T., et al.; 4-Cyano-2-Butenyl Group: A New Type of Protecting Group in Oligonucleotide Synthesis Via Phosphoramidite Approach; Nucleosides and Nucleotides, vol. 16 No. 7 9 (1997), pp. 1709-1712.
Temsamani, J., et al.; Sequence Identity of the n-1 Product of a Snythesis Oligonucleotide; Nucleic Acids Research, vol. 23 No. 11 (1995), pp. 1841-1844.
Wilk, A., et al.; The 4-[N-Methyl-N-(2,2,2-trifluoroacetyl)amino]butyl Group as an Alternative to the 2-Cyanoethyl Group for Phosphate Protection in the Synthesis of Oligodeoxyribonucleotides; Journal of Organic Chemistry, vol. 64 (1999), pp. 7515-7522.
Reese, C. B., et al.; A New Approach to the Synthesis of Oligonuceotides and Their Phosphorothioate Analogues in Solution; Bioorganic and Medicinal Chemistry Letters, vol. 7, No. 21 (1997), pp. 2787-2792.
Gold, L., et al.; From Oligonucleotide Shapes to Genomic SELEX: Novel Biological Regulatory Loops; Proc. National Academy of Sciences USA, vol. 94 (1997), pp. 59-64. ( Jan., 1997).
Mag, M., et al., Synthesis and Structure Assignments of Amide Protected Nucleosides and Their Use as Phosphoramidites in Deoxyoligonucleotide Synthesis; Nucleic Acids Research, vol. 16, No. 8 (1988), pp. 3525-3543.
Crea, R., et al.; Synthesis of Oligonucleotides on Cellulose by a Phosphotriester Method; Nucleic Acids Research, vol. 8 No. 10 (1980), pp. 2331-2348.
Bhan Anila
Holmberg Lars
Amersham Biosciences Corp
Crane L. E.
Ji Yonggang
Ronning, Jr. Royal N.
Ryan Stephen G.
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