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Compositions and methods for separating heterocyclic aromatic amine bases, nucleosides, nucleotides, and nucleotide sequences

a technology of aromatic amine bases and which is applied in the preparation of sugar derivatives, group 1/11 element organic compounds, sugar derivatives, etc., can solve the problems of low selectivity of systems and methods, and the inability to separate lone heterocyclic aromatic amine bases

Inactive Publication Date: 2005-03-24
ADVANCED TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

The compositions and methods of the present invention comprise one or more palladium bound ligands that are covalently bonded to inorganic or organic solid supports. These palladium bound ligands bonded to solid supports can be used to separate single heterocyclic amine bases, nucleosides, nucleotides, or nucleotide chains containing specific sequences from other non-desired molecular units present

Problems solved by technology

Though the selectivity of such compounds has been somewhat effective in separating nucleotides from other impurities, these systems and methods do not exhibit high selectivity properties when the desire is to separate one nucleotide from another, e.g., A from T. With these systems, if the desired heterocyclic amine is merely in the form of a nucleoside, there is no phosphoric acid portion present and the separation cannot occur.
Additionally, with such compositions, lone heterocyclic aromatic amine bases cannot be separated without being present as an intact nucleotide.

Method used

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  • Compositions and methods for separating heterocyclic aromatic amine bases, nucleosides, nucleotides, and nucleotide sequences
  • Compositions and methods for separating heterocyclic aromatic amine bases, nucleosides, nucleotides, and nucleotide sequences
  • Compositions and methods for separating heterocyclic aromatic amine bases, nucleosides, nucleotides, and nucleotide sequences

Examples

Experimental program
Comparison scheme
Effect test

example 1

Preparation of Diethylenetriamine Bonded to Silica Gel

To 0.3 L of toluene was added 13 g of γ-glycidoxypropyltrimethoxysilane and 6.24 g of diethylenetriamine and the mixture was stirred overnight. To the mixture was added 60 g of silica gel (35-60 mesh) and the product was heated at 80° C. for 16 hours. A product was filtered off, washed with water and methanol, and dried under reduced pressure. The product produced can have one of the following structure (a or b):

example 2

Preparation of Polystyrene Bonded to Diethylenetriamine

About 0.5 g of chloromethylpolystyrene (predried by coevaporation with 50 ml of benzene) was heated at 120° C. with 10 g of diethylenetriamine for 24 hours. After the product was cooled, the beads were collected by filtration, washed with CH3OH, and dried under reduced pressure. The product produced can have one of the following structure (a or b):

example 3

Preparation of Tetramethyldiethylenetriamine Bonded to Silica Gel

To a well-stirred solution of 1 g tetramethyldiethylenetriamine and 0.8 ml of triethylamine in 75 ml DMF at room temperature was added 1.0 ml of bromopropyltrimethoxysilane dropwise. The resulting mixture was heated to 80° C. After 16 hours, 11 g of silica gel was added. After an additional 4 hours, the reaction product was cooled to room temperature. The solution was decanted and silica gel was added to the THF, filtered, and washed with excess THF and methanol. Next, the product was dried under vacuum for 16 hours at 55° C., producing about 11.5 g of tetramethyldiethylenetriamine bonded to silica gel. The reaction formula is shown below:

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Abstract

The compositions of the present invention comprise one or more palladium bound ligands that are covalently bonded to inorganic or organic solid supports. These palladium bound ligands bonded to solid supports can be used for single heterocyclic amine base separation, or can be used to separate nucleotide chain containing specific sequences from other nucleotides or nucleotide chains. In one aspect of the invention, each ligand present is individually complexed to a single Pd(II) ion. If there are from 2 to 4 ligands present in the composition, then each ligand present must be separated from the other ligands by at least 3 atoms, preferably from 3 to 20 carbon atoms or equivalent spacing.

Description

FIELD OF THE INVENTION The present invention is drawn to compositions and methods for separating desired heterocyclic aromatic amine bases, nucleosides, nucleotides, or sequences of DNA using separation techniques, preferably non-chromatographic separation techniques. BACKGROUND OF THE INVENTION Deoxyribonucleic Acid (DNA) is generally comprised of four different types of nucleotides. These nucleotides are comprised of three components: (1) heterocyclic aromatic amine base; (2) 2-deoxy-D-ribose; and (3) phosphoric acid. The bases are generally from two N-heterocyclic categories, namely pyrimidine and purine, the general structures of which are shown below; respectively. In DNA, the two pyrimidine-type bases are cytosine (C) and thymine (T). Additionally with respect to DNA, the two purine-type bases are adenine (A) and guanine (G). Likewise, Ribonucleic Acid (RNA) is similar to DNA in that they too are comprised of long, unbrancehd chains of nucleotides joined by phosphodiester...

Claims

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Application Information

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IPC IPC(8): B01J20/22C07H1/06C07H19/10C12N15/09C07H19/20C07H21/00C07H21/04C12N15/10
CPCC12N15/1006C07H21/00
Inventor BRUENING, RONALD L.KRAKOWIAK, KRZYSZTOF E.DEARDEN, DAVID VERNELLHAYMORE, BARRY L.BRUENING, MILTON
Owner ADVANCED TECH
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