Boronic Acid Redox Receptors for Stable Electrochemical Sensing

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Solution Overview

Problem

Conventional amperometric electrochemical sensors face issues such as biosensing molecule degradation, biofouling, and consumption of the target analyte, leading to reduced sensitivity and limited detection capabilities, especially in non-physiological environments.

Innovation Solution

The development of boronic acid-based synthetic redox-active receptors in the form of diquaternary ammonium salts, which reversibly associate with target analytes without decomposition, maintaining activity in non-physiological conditions and preventing by-product formation to reduce fouling, allowing for prolonged sensor functionality.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional biosensing molecules (enzymes) are used in amperometric electrochemical sensors, then the sensor can detect target analytes through catalytic decomposition, but the biosensing molecules degrade over time leading to reduced sensitivity and limited sensor lifespan

Engineering Contradiction:
Improvesensor lifespanVSAvoidbiosensing molecule stability
Core Design Contradiction:
ReliabilityVSStability of the object's composition

Solution Approach 1:

The patent creates a synthetic analog copy of the natural enzyme active site using a boronic acid moiety that mimics the catalytic function of glucose oxidase without the protein structure. This synthetic receptor provides the same analyte binding and electron transfer capability while eliminating the degradation issues of biological enzymes, thereby extending sensor lifespan while maintaining reliability

Inventive Principle:
Principle #26Copying

Solution Approach 2:

The patent replaces the biological enzymatic system with a synthetic electrochemical system. Instead of using protein-based enzymes that require specific physiological conditions, the invention uses a small molecule boronic acid receptor that functions through direct electrochemical redox reactions, substituting the complex biological mechanism with a simpler, more stable synthetic mechanism that operates reliably in diverse environments

Inventive Principle:
Principle #28Mechanics substitution (Replace mechanical system)

2Measurement precision

If conventional enzymatic biosensors are used, then target analytes can be converted to electroactive products, but by-products are generated causing biofouling that reduces analyte diffusion and degrades electrochemical signal

Engineering Contradiction:
Improveelectrochemical signal qualityVSAvoidbiofouling
Core Design Contradiction:
Measurement precisionVSObject-generated harmful factors

Solution Approach 1:

The patent extracts only the essential catalytic function from the complete enzymatic system. The boronic acid receptor performs solely the analyte binding and electron transfer functions necessary for detection, eliminating the protein structure and metabolic pathways that generate harmful by-products and cause biofouling. This extraction of the core function improves signal quality by removing the source of fouling

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The patent converts the traditional approach of using complex enzymatic reactions that produce by-products into a simplified direct electron transfer mechanism. By eliminating the multi-step enzymatic cascade, the invention transforms the harmful by-product generation into a beneficial direct electrochemical reaction that produces clean, measurable signals without fouling contaminants

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

3Measurement precision

If conventional biosensing molecules consume target analyte during redox reaction, then electroactive products are generated for detection, but very small concentrations of target analyte cannot be sensed effectively

Engineering Contradiction:
Improvedetection limitVSAvoidtarget analyte consumption
Core Design Contradiction:
Measurement precisionVSLoss of substance

Solution Approach 1:

The patent implements a self-regenerating sensing mechanism where the boronic acid receptor undergoes reversible redox cycling. The receptor accepts electrons during reduction and donates them during oxidation, continuously regenerating its active form without consuming the target analyte. This self-service mechanism allows the sensor to detect trace analyte concentrations by measuring the rate of this autonomous electron transfer process

Inventive Principle:
Principle #25Self-service

Solution Approach 2:

The patent employs a reversible redox cycle where the boronic acid receptor is repeatedly reduced and oxidized without permanent chemical change. Each cycle recovers the receptor in its original state, allowing it to continue sensing. This discarding of the consumed state (reduced form) and recovery of the active state (oxidized form) enables continuous detection of minimal analyte concentrations without depleting the sensing material

Inventive Principle:
Principle #34Discarding and recovering

4Adaptability or versatility

If conventional amperometric sensors are used in non-physiological environments, then broad applicability is achieved, but biosensing molecules degrade leading to reduced sensitivity

Engineering Contradiction:
Improveenvironmental adaptabilityVSAvoidsensing performance
Core Design Contradiction:
Adaptability or versatilityVSReliability

Solution Approach 1:

The patent changes the fundamental parameters of the sensing molecule from biological to synthetic chemistry. The boronic acid receptor operates based on pH-independent electrochemical redox potentials rather than enzyme kinetics, allowing it to maintain consistent sensing performance across a wide range of temperatures, pH values, and ionic conditions. This parameter change from biological to electrochemical control enables reliable operation in non-physiological environments

Inventive Principle:
Principle #35Parameter changes

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

These receptors enhance the signal-to-noise ratio, extend sensor lifespan, and enable accurate detection of target analytes without consumption, improving sensitivity and selectivity, particularly in wearable devices for real-time monitoring.

Implementation Method 1

boronic acid-based synthetic redox-active receptors that can electrochemically sense a target analyte in a sample solution

Methodology Applied
Scientific EffectRedox reactions: Redox Reactions

Data Source

PatentUS12188898B2Non-enzymatic electrochemical sensor for measuring analytes
Publication Date: 2025.01.07 TERUMO KK
  • US12188898B2 patent drawing
  • US12188898B2 patent drawing
  • US12188898B2 patent drawing

AI summary

Embodiments described herein relate generally to compositions that include a synthetic redox-active receptor, and in particular to compositions that include a boronic acid based synthetic redox-active receptor which can electrochemically sense a target analyte in a sample solution. A synthetic redox-active receptor can have a salt selected from the group consisting of:wherein the variables L, L′, R, R′, n and X are described herein.