Electrochemical deblocking solution for electrochemical oligomer synthesis on an electrode array
AssigneeCustomArray, Inc.
InventorsKarl Maurer, John J. Cooper
Life of this patent
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Abstract
There is disclosed an electrochemical deblocking solution for use on an electrode microarray. There is further disclosed a method for electrochemical synthesis on an electrode array using the electrochemical deblocking solution. The solution and method are for removing acid-labile protecting groups for synthesis of oligonucleotides, peptides, small molecules, or polymers on a microarray of electrodes while substantially improving isolation of deblocking to active electrodes. The method comprises applying a voltage or a current to at least one electrode of an array of electrodes. The array of electrodes is covered by the electrochemical deblocking solution.
Claims20
An oligonucleotide synthesized on an electrode microarray comprising:
- an oligonucleotide comprising n nucleotide monomers, where n is an integer, where a second acid-labile protecting group is present on the nth nucleotide monomer bound on an electrode microarray, where the electrode microarray is covered by an electrochemical deblocking solution comprising:
- an organic base including N,N-diisopropylethylamine,
- a benzoquinone and a hydroquinone;
- tetrabutylammonium hexafluorophosphate as an organic salt;
- and
- a solvent, the solvent comprising acetonitrile and an alcohol;
- and
- where a voltage or current applied to the electrode microarray covered by the electrochemical deblocking solution removed a first acid-labile protecting group from the (n−1)th nucleotide monomer of the oligonucleotide.
An oligonucleotide synthesized using an electrochemical deblocking solution to remove an acid-labile protecting group comprising:
- an oligonucleotide comprising n nucleotide monomers, where n is an integer, where a second acid-labile protecting group is present on the nth nucleotide monomer bound on an electrode microarray, where the electrode microarray is covered by an electrochemical deblocking solution comprising:
- an organic base including a lutidine,
- a benzoquinone and a hydroquinone;
- tetraethylammonium p-toluenesulfonate as an organic salt;
- and
- a solvent selected from the group consisting of two or more of an alcohol, acetonitrile and dichloromethane;
- and
- where a voltage or current applied to the electrode microarray covered by the electrochemical deblocking solution removed a first acid-labile protecting group from the (n−1)th nucleotide monomer of the oligonucleotide.
An oligonucleotide synthesized on an electrode microarray comprising:
- an oligonucleotide comprising n nucleotide monomers, where n is an integer, where a second acid-labile protecting group is present on the nth nucleotide monomer bound on an electrode microarray, where the electrode microarray is covered by an electrochemical deblocking solution comprising:
- a benzoquinone and a hydroquinone;
- an organic base selected from the group consisting of including N,N-diisopropylethylamine 2,6-dimethylpyridine, 2,5-dimethylpyridine, 2,4-dimethylpyridine, 2,3-dimethylpyridine, 3,4-dimethylpyridine, 3,5-dimethylpyridine, 3,6-dimethylpyridine, 4,5-dimethylpyridine, 4,6-dimethylpyridine and 5,6-dimethylpyridine;
- an organic salt selected from the group consisting of tetrabutylammonium hexafluorophosphate, tetrabutylammonium hydroxide, tetrabutylammonium dichloroacetate, tetrabutylammonium trichloroacetate, tetrabutylammonium acetate and tetraethylammonium p-toluenesulfonate;
- and
- a solvent selected from the group consisting of acetonitrile, dichloromethane and an alcohol;
- where a voltage or current applied to the electrode microarray covered by the electrochemical deblocking solution removed a first acid-labile protecting group from the (n−1)th nucleotide monomer of the oligonucleotide.
Dependencies are inferred from the claim text.