Phosphoramidite nucleoside analogs

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

Reexamination Certificate

Rate now

  [ 0.00 ] – not rated yet Voters 0   Comments 0

Details

C536S023100, C536S025300, C536S025400, C514S04400A, C435S007100

Reexamination Certificate

active

08084589

ABSTRACT:
Described are phosphoramidite nucleoside analog monomers, precursors thereof, and oligonucleotides including one or more of the monomers. The monomers can be used during automated synthesis of oligonucleotide derivatives, and allow for incorporation of one or several reporter groups, organic molecules, bio-molecules, small molecules or other chemical groups at the internucleoside phosphotriesters. Oligonucleotides including the monomers have a number of uses in therapeutic, diagnostic, and research applications.

REFERENCES:
patent: 5646261 (1997-07-01), Uhlmann et al.
patent: 5700919 (1997-12-01), Seliger et al.
patent: 5902878 (1999-05-01), Seliger et al.
patent: 5998603 (1999-12-01), Cook et al.
patent: 6312906 (2001-11-01), Cass et al.
patent: 6331632 (2001-12-01), Reedy et al.
patent: 6727356 (2004-04-01), Reed et al.
patent: 7258974 (2007-08-01), Chou
patent: 2003/0036066 (2003-02-01), Pon et al.
patent: 2006/0063147 (2006-03-01), Chernov et al.
patent: 2007/0059690 (2007-03-01), Islam et al.
patent: WO 01/06016 (2001-01-01), None
patent: WO 2004/113553 (2004-12-01), None
Cole et al. Nucleic Acids Research, 2004, vol. 32, No. 11 e86 p. 1-9.
International Preliminary Report on Patentability issued in International Application No. PCT/US2008/074892, dated Mar. 2, 2010.
Agrawal, S. et al., “Site Specific Functionalization of Oligonucleotides for Attaching Two Different Reporter Groups”, Nucleic Acids Research, vol. 18, No. 18, pp. 5419-5423, (1990).
Awad, A. M. et al., “Enzymatic and hybridization properties of oligonucleotide analogs containing novel phosphoramidate internucleotide linkages”, Nucleosides Nucleotides & Nucleic Acids, vol. 23, No. 5, pp. 777-787, (2004).
Boutorine, A. S. et al., “Methods of Attaching Unprotected Oligonucleotides to DNA-binding, Fluorescent, or Reactive Ligands for Synthesis of Antisense or Gene-directed Agents and Probes”, Molecular Biology, vol. 34, No. 6, pp. 804-813, (2000).
Da Ros, T. et al., “Oligonucleotides and Oligonucleotide Conjugates: A New Approach for Cancer treatment”, Current Medicinal Chemistry, vol. 12, No. 1, pp. 71-88, (2005).
Goodchild, J., “Conjugates of Oligonucleotides and Modified Oligonucleotides: A Review of Their Synthesis and Properties”, Bioconjugate Chemistry, vol. 1, No. 4, pp. 165-187, (1990).
Guzaev, A. et al., “New Approach for Chemical Phosphorylation of Oligonucleotides at the 5′-Terminus”, Tetrahedron, vol. 51, No. 34, pp. 9375-9384, (1995).
Horn, T. et al., “Chemical synthesis and characterization of branched oligodeoxyribonucleotides (bDNA) for use as signal amplifiers in nucleic acid quantification assays”, Nucleic Acids Research, vol. 25, No. 23, pp. 4842-4849, (1997).
Markiewicz, W. T. et al., “A new method of synthesis of fluorescently labelled oligonucleotides and their application in DNA sequencing”, Nucleic Acids Research, vol. 25, No. 18, pp. 3672-3680, (1997).
Seliger, H. et al., “Specific Intrachain Introduction of Reporter Groups into Oligonucleotides as Substituents at Internucleotidic Linkages”, Nucleosides & Nucleotides, vol. 10, No. 1-3, pp. 303-306, (1991).
Silverman, A. P. et al., “Detecting RNA and DNA with Templated Chemical Reactions”, Chemical Review, vol. 106, No. 9, pp. 3775-3789, (2006).
Sinha, N. D. et al., “Polymer Support Oligonucleotide Synthesis XVIII: Use of Beta-Cyanoethyl-N,N-Dialkylamino-/N-Morpholino Phosphoramidite of Deoxynucleosides for the Synthesis of DNA Fragments Simplifying Deprotection and Isolation of the Final Product”, Nucleic Acids Research, vol. 12, No. 11, pp. 4539-4557, (1984).
Stirchak, E. P. et al., “Uncharged Stereoregular Nucleic Acid Analogs: 2. Morpholino Nucleoside Oligomers with Carbamate Internucleoside Linkages”, Nucleic Acids Research, vol. 17, No. 15, pp. 6129-6141, (1989).
Wenninger, D. et al., “Enzymatic and Hybridization Properties of Oligonucleotide Analogues Containing Novel Phosphotriester Internucleotide Linkage”, Nucleosides & Nucleotides, vol. 17, No. 9-11, pp. 2117-2125, (1998).
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, No. 20, pp. 7515-7522, (1999).
Zalipsky, S., “Functionalized Poly(ethylene glycol) for Preparation of Biologically Relevant Conjugates”, Bioconjugate Chemistry, vol. 6, pp. 150-165, (1995).
Sigmund et al., “Nucleotides A New Type of Labelling of Nucleosides and Nucleotides”, Helvetica Chimica Acta., pp. 2299-2334, vol. 86, 2003.
Cao et al., “Molecular Beacon Aptamers for Protein Monitoring in Real-Time and in Homogeneous Solutions,”Current Proteomics, vol. 2, pp. 31-40, 2005.
De Franciscis and Cerchia, “Nucleic Acid-Based Aptamers as Promising Therapeutics in Neoplastic Diseases,”Methods in Molecular Biology, vol. 361, pp. 187-200, 2006.
Fang et al., “Molecular Beacons Novel Fluorescent Probes,”Analytical Chemistry, vol. 72, Dec. 1, pp. 747A-753A, 2000.
Frutos et al., “Method for Detection of Single-Base Mismatches Using Bimolecular Beacons,”J. Am. Chem. Soc., vol. 124, No. 11, pp. 2396-2397, 2002.
Landegren et al., “Reading Bits of Genetic Information: Methods for Single-Nucleotide Polymorphism Analysis,”Genome Research, vol. 8, pp. 769-777, 1998.
Parkhurst et al., “Simultaneous Binding and Bending of Promoter DNA by the TATA Binding Protein: Real Time Kinetic Measurements,”Biochemistry, vol. 35, pp. 7459-7465, 1996.
Rajendran and Ellington, “In Vitro Selection of Molecular Beacons,”Nucleic Acids Research, vol. 31, No. 19, pp. 5700-5713, 2003.

LandOfFree

Say what you really think

Search LandOfFree.com for the USA inventors and patents. Rate them and share your experience with other people.

Rating

Phosphoramidite nucleoside analogs does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Phosphoramidite nucleoside analogs, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Phosphoramidite nucleoside analogs will most certainly appreciate the feedback.

Rate now

     

Profile ID: LFUS-PAI-O-4266377

  Search
All data on this website is collected from public sources. Our data reflects the most accurate information available at the time of publication.