Activator bound solid supports for nucleic acid synthesis...

Details Activator bound solid supports for nucleic acid synthesis... Activator bound solid supports for nucleic acid synthesis...

2005-12-12

2009-08-25

Lewis, Patrick T (Department: 1623)

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

Organic compounds

Carbohydrates or derivatives

C536S025320, C536S025330, C536S025340, C536S025310

Reexamination Certificate

active

07579459

ABSTRACT:
The present invention relates to improved methods for the preparation of nucleic acids. More particularly, conventional solid supports used for nucleic acid synthesis are derivatized with activators having pKas within the 4 to 7 range. Preferentially, CPG-based solid supports are reacted with trialkoxysilanes containing an activator moiety such as pyridine. During each deblocking step of the nucleic acid synthesis cycle, bound pyridiniums are generated, yielding a weak acidic medium spreads throughout the solid support. The bound activators efficiently activate the phosphoramidite reagents towards coupling with 5′-hydroxynucleosides bound to the solid supports, thus eliminating or supplementing external deliveries of activator during the coupling steps.

REFERENCES:
patent: 4415732 (1983-11-01), Caruthers et al.
patent: 4458066 (1984-07-01), Caruthers et al.
patent: 4725677 (1988-02-01), Koster et al.
patent: 5262530 (1993-11-01), Andrus et al.
patent: 5442106 (1995-08-01), Zeldin et al.
patent: 6090934 (2000-07-01), Kumar et al.
patent: 6590092 (2003-07-01), Ngo
patent: 6642373 (2003-11-01), Manoharan et al.
Crea et al. Nucleic Acid Research (1980), vol. 8, pp. 2331-2348.
Azhayev, A. V., “A New Universal Solid Support for Oligonucleotide Synthesis”, Tetrahedron 55 (1999), pp. 787-800.
Azhayev et al., “Amide group assisted 3′-dephosphorylation of oligonucleotides synthesized on universal A-supports”, Tetrahedron 57 (2001), pp. 4977-4986.
Eleuteri et al., “Pyridinium Trifluoroacetate/N-Methylimidazole as an Efficient Activator for Oligonucleotide Synthesis via the Phosphoramidite Method”, Organic Process Research & Development 2000, 4, pp. 182-189.
Fourrey et al., “Improved Procedure for the Preparation of Deoxynucleoside Phosphoramidites: Arylphosphoramidites as New Convenient Intermediates for Oligodeoxynucleotide Synthesis”, Tetrahedron Letters 25 (1984), pp. 4511-4514.
Fourrey et al., “A New Method for the Synthesis of Branched Ribonucleotides”, Tetrahedron Letters 28 (1987), pp. 1769-1772.
Luz et al., “The Influence of the Diluent System on the Porous Structure Formation of Copolymers Based on 2-Vinylpyridine and Divinylbenzene. Diluent System.III.Heptane/Methylethylketone,” Journal of Applied Polymer Science 91 (2004), pp. 666-669.
Nishimura et al., “Ruthenium(II)-Bypyridine Anchored Montmorillonite-Catalyzed Oxidation of Aromatic Alkenes with tert-Butyl Hydroperoxide”, Tetrahedron Letters 39 (1998), pp. 4359-4362.
Riedmiller et al., “Synthesis, Properties, and Structure of Poly(silyl)pyridines. The Phantom of Intramolecular Si-N Bonding”, Organometallics 1998, 17, pp. 4444-4453.
Santa Maria et al., “Microscopic analysis of porosity of 2-vinylpyridine copolymer networks”, Materials Letters 58 (2004), pp. 563-568.
Zeldin et al., “Synthesis and Characterization of Pyridinyldisiloxanes and their Bis-N-Oxides”, Journal of Organometallic Chemistry 326 (1987), pp. 341-346.

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