Electrochemical Deblocking Solution for Oligomer Synthesis

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Solution Overview

Problem

Existing electrochemical deblocking solutions for microarrays fail to effectively confine electrochemically-generated acids, leading to random deblocking around active electrodes, especially in organic solvents without a quenching redox product.

Innovation Solution

An electrochemical deblocking solution comprising an organic solvent, an acid-source reducible solvent, an organic salt, and an organic base is applied to an electrode microarray, allowing for controlled generation of acids or bases at active electrodes to selectively remove acid-labile protecting groups, with the organic base confining the acidic reagents to prevent diffusion.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If an organic solvent-based deblocking solution is used, then the deblocking efficiency is improved, but the confinement of electrochemically-generated acids deteriorates leading to random deblocking

Engineering Contradiction:
Improvedeblocking efficiencyVSAvoidspatial confinement of deblocking
Core Design Contradiction:
ProductivityVSManufacturing precision

Solution Approach 1:

A base quenching product is introduced as an intermediary substance that reacts with and neutralizes electrochemically-generated acids. This mediator prevents acid diffusion to neighboring electrodes while allowing efficient deblocking at the target electrode, thus resolving the contradiction between deblocking efficiency and spatial confinement.

Inventive Principle:
Principle #24Intermediary (Mediator)

Solution Approach 2:

The solution composition is modified by adjusting the concentration ratio of base to quenching product. This parameter change optimizes the balance between maintaining sufficient basicity for efficient deblocking and ensuring adequate acid confinement through quenching, thereby achieving both high productivity and manufacturing precision.

Inventive Principle:
Principle #35Parameter changes

2Manufacturing precision

If aqueous buffer solutions are used to confine acids, then spatial confinement is improved, but the deblocking efficiency in organic solvent systems deteriorates

Engineering Contradiction:
Improveacid confinementVSAvoiddeblocking efficiency
Core Design Contradiction:
Manufacturing precisionVSProductivity

Solution Approach 1:

The solution transitions from aqueous to organic solvent-based system with modified compositional parameters. The organic solvent system maintains acid confinement capabilities while improving deblocking efficiency by changing the solvent polarity and reaction kinetics parameters, allowing both confinement and efficiency to coexist.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

Base quenching products serve as intermediaries that enable acid confinement in organic solvent systems without requiring aqueous buffers. These intermediaries provide the necessary acid-neutralizing function while maintaining compatibility with organic solvent-based deblocking chemistry, thus resolving the contradiction.

Inventive Principle:
Principle #24Intermediary (Mediator)

3Productivity

If the concentration of base is increased to improve deblocking, then deblocking efficiency is improved, but acid diffusion to neighboring electrodes worsens

Engineering Contradiction:
Improvedeblocking efficiencyVSAvoidacid diffusion to adjacent electrodes
Core Design Contradiction:
ProductivityVSObject-generated harmful factors

Solution Approach 1:

Base quenching products act as intermediaries that immediately neutralize electrochemically-generated acids at the electrode surface. This allows the use of higher base concentrations for efficient deblocking while the quenching mediator prevents harmful acid diffusion to neighboring electrodes by converting acids to neutral species in situ.

Inventive Principle:
Principle #24Intermediary (Mediator)

Solution Approach 2:

The potentially harmful acid diffusion is converted into a beneficial localized reaction by introducing base quenching products. The acids that would otherwise diffuse harmfully are instead converted to neutral products at the source, transforming a harmful effect into a controlled local reaction that enhances deblocking efficiency without cross-contamination.

Inventive Principle:
Principle #22Blessing in disguise (Convert harm into benefit)

Applied Scientific Principles

This section explains which scientific principles are used to turn an abstract innovation direction into a practical engineering solution.

Function Achieved in This Case

The solution ensures precise deblocking at targeted electrodes, preventing unwanted deblocking at neighboring electrodes and enhancing the synthesis process by maintaining the integrity of the microarray structure.

Implementation Method 1

the organic base confining the acidic reagent generated by the active electrode to the region near the active electrode

Methodology Applied
Scientific EffectAcid-base neutralization: Chemical Bonding

Implementation Method 2

a voltage or a current is applied to selected electrodes in the presence of the deblocking solution to locally generate an acid that removes an acid-labile protecting group

Methodology Applied
Scientific EffectElectrochemical generation of acid: Electrolysis

Implementation Method 3

removal of a blocking moiety on a molecule to allow for covalent binding of a next 'mer' in the synthesis of an oligomer

Methodology Applied
Scientific EffectAcid-labile protecting group removal: Chemical Bonding

Data Source

PatentEP3521485A1Electrochemical deblocking solution for electrochemical oligomer synthesis on an electrode array
Publication Date: 2019.08.07 CUSTOMARRAY INC
  • EP3521485A1 patent drawingFigure 1
  • EP3521485A1 patent drawingFigure 2
  • EP3521485A1 patent drawingFigure 3

AI summary

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.