Linkers and co-coupling agents for optimization of...

Details Linkers and co-coupling agents for optimization of... Linkers and co-coupling agents for optimization of...

2007-05-01

2007-05-01

Riley, Jezia (Department: 1637)

Organic compounds -- part of the class 532-570 series

Organic compounds

Carbohydrates or derivatives

C536S024300, C536S024330, C536S025300, C435S006120

Reexamination Certificate

active

10099382

ABSTRACT:
A method of modulation of synthesis capacity on and cleavage properties of synthetic oligomers from solid support is described. The method utilizes linker molecules attached to a solid surface and co-coupling agents that have similar reactivities to the coupling compounds with the surface functional groups. The preferred linker molecules provide an increased density of polymers and more resistance to cleavage from the support surface. The method is particularly useful for synthesis of oligonucleotides, oligonucleotides microarrays, peptides, and peptide microarrays. The stable linkers are also coupled to anchor molecules for synthesis of DNA oligonucleotides using on support purification, eliminating time-consuming chromatography and metal cation presence. Oligonucleotides thus obtained can be directly used for mass analysis, DNA amplification and ligation, hybridization, and many other applications.

REFERENCES:
patent: 5143854 (1992-09-01), Pirrung et al.
patent: 5393877 (1995-02-01), McLean et al.
patent: 5401837 (1995-03-01), Nelson et al.
patent: 5424186 (1995-06-01), Fodor et al.
patent: 5552471 (1996-09-01), Woo et al.
patent: 5585481 (1996-12-01), Arnold et al.
patent: 5623049 (1997-04-01), Lobberding et al.
patent: 5625052 (1997-04-01), Woo et al.
patent: 5656741 (1997-08-01), Chow et al.
patent: 5656744 (1997-08-01), Arnold et al.
patent: 5738829 (1998-04-01), Kempe
patent: 5744305 (1998-04-01), Fodor et al.
patent: 5750672 (1998-05-01), Kempe
patent: 5869696 (1999-02-01), Reddy et al.
patent: 5919523 (1999-07-01), Sundberg et al.
patent: 6005125 (1999-12-01), Zhang et al.
patent: 6015895 (2000-01-01), Pon et al.
patent: 6031091 (2000-02-01), Arnold et al.
patent: 6043353 (2000-03-01), Pon et al.
patent: 6051374 (2000-04-01), Simons et al.
patent: 6090934 (2000-07-01), Kumar et al.
patent: 6465175 (2002-10-01), Horn et al.
patent: 99/42813 (1999-08-01), None
patent: 00/12524 (2000-03-01), None
patent: 00/46231 (2000-08-01), None
patent: 99/41007 (2000-08-01), None
Day et al. Biochem. J. 1991, 278, pp. 735-740.
Timofeev et al. Nucleic Acids Research. 1996, vol. 24, No. 16, pp. 3142-3148.
Beaucage and Iyer, “Advances in Synthesis of Oligonucleotides by the Phosphoramidite Approach,”Tetradedron48(12):2223-2311 (1992).
Beaucage and Iyer, “The Functionalization of Oligonucleotides Via Phosphorámidite Derivatives,”Tetradedron49(10):1925-1963 (1993).
Bigley and Payling, “Reaction of Organoboranes with Neutral Hydrogen Peroxide,”J. Am. Chem. Soc. (B) 1811-1818 (1970).
Crea and Horn, “Synthesis of Oligonucleotides on Cellulose by a Phosphotriester Method,”Nucleic Acids Research8(10):2331-2348 (1980).
de Bear et al., “A Universal Glass Support for Oligonucleotide Synthesis,”Nucleosides&Nucleotides6(5):821-830 (1987).
Doty et al.,“Strand Separation and Specific Recombination in Deoxyribonucleic Acids:Physical Chemical Studies”,Proc.Nat.Acad.Sci., U.S.A. 46:461-477 (1960).
Dugas and Penney,Bioorganic Chemistry: A Chemical Approach to Enzyme Action, pp. 54-92 (1981).
Ellman et al., “Combinatorial thinking in chemistry and biology,”Proc. Natl. Acad. Sci., USA94:2779-2782 (1997).
Fromageot et al., “The Synthesis of Oligoribonucleotides-III. Monoacylation of Ribonucleosides and Derivatives Via Orthoester exchange,”Tetradedron23:2315-2331 (1967).
Fryxell et al., “Nucleophilic Displacements in Mixed Self-Assembled Monolayers,”Langmuir12:5064-5075 (1996).
Gao et al., “A flexible light-directed DNA chip synthesis gated by deprotection using solution photogenerated acids,”Nucleic Acids Res. 29:4744-4750 (2001).
Gallop et al., “Perspective. Application of Combinatorial Technologies to drug Discovery. 1. Background and Peptide Combinatorial Libraries,”J. Med. Chem. 37:1233-1251 (1994).
Gordon et al., “Perspective. Application of Combinatorial Technologies to drug Discovery. 2. Combinatorial Organic Synthesis, Library Screening Strategies, and Future Directions,”J. Med. Chem. 37:1385-1401 (1994).
Heise et al., “Grafting of Polypeptides on Solid Substrates by Initiation of N-Carboxyanhydride Polymerization by Amino-Terminated Self-Assembled Monolayers,”Langmuir13:723-728 (1997).
Kowollik et al., “-O-methylthymidine,”Angew. Che. Interbat. Edit. 5:735-736 (1966).
Lebl, M., “Perspective. Parrallel Personal Comments on “Classical” Papers in Combinatorial Chemistry,”J. Comb. Chem. 1:3-24 (1999).
Marmur and Lane,“Strand Separation and Specific Recombination in Deoxyribonucleic Acids: Biological Studies”,Proc.Nat.Acad.Sci., U.S.A. 46:453-461 (1960).
Merrifield, R.B., “Solid Phase Peptide Synthesis. I. The Synthesis of a Tetrapeptide,”J. Am. Chem. Soc. 85:2149 (1962).
Netzer et al., “A New Apporoach to Construction of Artificial monolayer Assemblies,”J. Am. Chem. Soc. 105:674-676 (1983).
Netzer et al., “Adsorbed monolayers versus Langmuir-Blodgett monolayers-why and how? I. From monolayer to multilayer, by adsorption,”J. Thin Solid Films99:67-76 (1983).
Netzer et al., “Adsorbed monolayers versus Langmuir-Blodgett monolayers-why and how? II. Characterization of built-up films constructed by stepwise adsorption of individual monolayers,”J. Thin. Solid Films100:67-76 (1983).
Schwartz et al., “A Universal Adapter for Chemical Synthesis of DNA or RNA on Any Single Type of Solis Support,”Tetrahedron Letters36(1):27-30 (1995).
Sekine et al., “Facile synthesis of 3'-O-methylthymidine and 3'-dexoythymidine and related deoxygenerate thymidine derivative: A new method for selective deoxygenation of secondary hydroxy groups,”J. Org. Chem. 55:924-928 (1990).
Spitzer et al., “Inhibition of deoxyribonucleases by phosphorothioate groups in oligodeoxyribonucleotides,”Nucleic Acids Res. 16:11691-11704 (1988).
Stewart and Young,Solid Phase Peptide Synthesis, pp. 24-66 (1969).
Strobel et al., “Defining the chemical groups essential forTetrahymenagroup I intron function by nucleotide analog interference mapping,”Proc. Natl. Acad. Sci., USA94:2903-2908 (1997).
Wasserman et al., Structure and reactivity of alkylsiloxane monolayers formed by reaction of alkytrichlorosilanes on silicon substrates,Langmuir5:1074-1087 (1989).

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