Organic compounds -- part of the class 532-570 series – Organic compounds – Carbohydrates or derivatives
Reexamination Certificate
2011-04-12
2011-04-12
Lewis, Patrick T (Department: 1623)
Organic compounds -- part of the class 532-570 series
Organic compounds
Carbohydrates or derivatives
C536S025330, C536S025340, C568S008000
Reexamination Certificate
active
07923550
ABSTRACT:
The present invention describes novel compounds and methods for capping reactive groups on support and during multistep synthesis. These new capping reagents are also useful for high quality synthesis on solid supports and surfaces used as microarrays, biosensors, or in general as biochips. The compounds are also useful for controlling surface density of reactive groups on a support. The compounds may also be used to modify the hydrophilic/hydrophobic characteristics of a surface or a molecule. The compounds have functional utility in various applications in the fields of genomics, proteomics, diagnostics and medicine.
REFERENCES:
patent: 5843655 (1998-12-01), McGall
patent: 6107479 (2000-08-01), Natt et al.
patent: 2003/0227895 (2003-12-01), Strutt et al.
patent: 2005/0169233 (2005-08-01), Kandala et al.
patent: 2005/0186966 (2005-08-01), Belcea
patent: 2006/0029009 (2006-02-01), Alapuranen et al.
patent: 2006/0029010 (2006-02-01), Belcea
Durand et al. Nucleic Acids Research (1990), vol. 18, pp. 6353-6359.
Wasserman, S.R., et al. Structure and reactivity of alkylsiloxane monolayers formed by reaction of alkytrichlorosilanes on silicon substrates.Langmuir, 5, (1989) 1074-1087.
Balachander, N. et al. Monolayer Transformation by Nucleophilic Substitution: Applications to the Creation of New Monolayer Assemblies.Langmuir, 6, (1990) 1621-1627.
Petri, D.F.S., et al. An improved method for the assembly of amino-terminated monolayers on SiO2and the vapor deposition of gold layers.Langmuir, 15, (1999) 4520-4523.
Ingall, M.D.K., et al. Surface functionalization and imaging using monolyers and surface-grafted polymer layers.I. Am. Chem. Soc., 121, (1999) 3607-3613.
Katzhendler, J., et al. The effect of spacer, linkage and solid support on the synthesis of oligonucleotides.Tetrahedron, 45, (1989) 2777-2792.
Temsamani, J., et al. Sequence identity of the n -1 product of a synthetic oligonucleotide.Nucleic Acids Res., 23, (1995) 1841-1844.
Fearon, K.L., et al. Investigation of the ‘n -I’ impurity in phosphorothioate oligodeoxynucleotides synthesized by the solid-phase ˜-cyanoethyl phosphoramidite method using stepwise sulfurization.Nucleic Acids Res., 23, (1995) 2754-2761.
Iyer, R.P., et al. Improved procedure for the reduction ofN-I content in synthetic oligonucleotides.Nucl. Nucl., 14, (1995) 1349-1357.
Maskos, U. et al. Oligonucleotide hybridization on glass supports: a novel linker for oligonucleotide synthesis and hybridization of oligonucleotides in situ.Nucleic Acids Res., 20, (1992) 1679-1684.
Gray, D.E., et al. Ellipsometric and interferometric characterization of DNA probes immobilized on a combinatorial array.Langmuir, 13, (1997) 2833-2842.
Shchepinov, M.S., et al. Steric factors influencing hybridization of nucleic acids to oligonucleotide arrays.Nucleic Acids Res., 25, (1997) 1155-1161.
Guo, Z., et al. Direct fluorescence analysis of genetic polymorphisms by hybridization with oligonucleotide arrays on glass supports.Nucleic Acids Res., 22, (1994) 5456-5465.
Pirrung, M.C. et al. Comparison of methods for photochemical phosphoramidite-based DNA synthesis.J. Org. Chem., 60, (1995) 6270-6276.
Pirrung, M.C. and Fallon, L. Proofing of photolithographic DNA synthesis with 3′,5′-dimethoxybenzoinyloxycarbonyl-protected deoxynucleoside phosphoramidites.J. Org. Chem, 63, (1998) 241-246.
Pease, A.C., et al. Light-generated oligonucleotide arrays for rapid DNA sequence analysis.Proc. Natl Acad. Sci. USA, 91, (1994) 5022-5026.
McGall, G.H., et al. Light-directed synthesis of high-density oligonucleotide arrays using semiconductor photoresists.Proc. Natl Acad. Sci. USA, 93, (1996) 13555-13560.
Beier, M. et al. Versatile derivatization of solid support media for covalent bonding on DNA-microchips.Nucleic Acids Res., 27, (1999) 1970-1977.
Yu, D., et al. Diethoxy N, N-diisopropylphosphoramidite as an improved capping reagent in the synthesis of oligonucleotides using phosphoramidite chemistry.Tetrahedron Letters35, (1994) 8565-8568.
Leproust, E., et al. Characterization of oligodeoxyribonucleotide synthesis on glass plates.Nucleic Acids Res., 29, (2001) 2171-2180.
Eckstein, F. (ed.) Oligonucleotides and Analogues, A Practical Approach. IRL Press, Oxford, UK, (1991) 109-135.
Fields, G.B. (ed.) Methods in Enzymology. Academic Press, New York, USA, 289, (2001) Academic Press, New York, USA.
Sears et al. Toward Automated Synthesis of Oligosaccharides and Glycoproteins. Science 291, (2001) 2344-2350, American Association for the Advancement of Science, Washington, D.C. USA.
Harris , J.M. et al. (ed.), Poly(Ethylene Glycol) ACS Symposium Series No. 680 (1997) American Chemical Society, Washington, D.C. USA.
Arakawa, T. et al. Mechanism of Poly(ethylene glycol) Interaction with Proteins, Biochemistry 24, (1985) 6756-6762, American Chemical Society, Washington, D.C., USA.
Zhu, X-Y., et al. Grafting of High-Density Poly(ethylene glycol) Monolayers on Si(111),Langmuir17 (2001) 7798-7803, American Chemical Society, Washington, D.C., USA.
Knoll, E. et al., Unimolecular Beacons for the Detection of DNA-Binding Proteins.Anal. Chem. (2004) 76, 1156-1164, American Chemical Society, Washington, D.C., USA.
Choi, Y.H., et al. Polyethylene glycol-grafted poly-L-lysine as polymeric gene carrier, J. Control Release 54, (1998) 39-48, Elsevier Science Publishers, London, UK.
Gao Xiaolian
Yu Peilin
Lewis Patrick T
Smith G Kenneth
LandOfFree
Reagent compounds and methods of making and using the same does not yet have a rating. At this time, there are no reviews or comments for this patent.
If you have personal experience with Reagent compounds and methods of making and using the same, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Reagent compounds and methods of making and using the same will most certainly appreciate the feedback.
Profile ID: LFUS-PAI-O-2711147