Phenylenediamine Derivative Labeling for Electrochemical Sensitivity

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Solution Overview

Problem

Current electrochemical measurement methods for microbial contamination, such as the Limulus test, lack sensitivity and stability when using conventional compounds, particularly in detecting protease activity and endotoxin levels.

Innovation Solution

The use of N-methyl-p-phenylenediamine (MPDD) or N, N-dimethyl-p-phenylenediamine (DMPD) as labeling substances to label substrates for electrochemical measurements, enabling highly sensitive and stable detection of protease activity and microbial contamination through electrochemical methods.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Measurement precision

If conventional compounds (para-aminophenol derivative, aniline derivative) are used in electrochemical measurement, then the measurement can be performed, but the sensitivity and stability are insufficient

Engineering Contradiction:
ImprovesensitivityVSAvoidstability
Core Design Contradiction:
Measurement precisionVSReliability

Solution Approach 1:

The patent changes the chemical structure parameter of the labeling substance from conventional para-aminophenol or aniline derivatives to phenylenediamine derivatives (specifically N-methyl-p-phenylenediamine or N,N-dimethyl-p-phenylenediamine). This structural parameter change results in significantly improved electrochemical measurement sensitivity and stability, as the phenylenediamine derivative labeling substances produce stronger and more stable electrochemical signals compared to conventional compounds.

Inventive Principle:
Principle #35Parameter changes

2Measurement precision

If phenylenediamine derivative is used as labeling substance, then measurement sensitivity and stability are improved, but this is a new compound class not previously disclosed for this application

Engineering Contradiction:
Improvedetection limitVSAvoidcompound structure complexity
Core Design Contradiction:
Measurement precisionVSDevice complexity

Solution Approach 1:

The patent applies parameter change by modifying the chemical structure of labeling substances from conventional types to phenylenediamine derivatives. Specifically, it uses N-methyl-p-phenylenediamine or N,N-dimethyl-p-phenylenediamine, which have enhanced electrochemical properties. This structural parameter change enables detection limits of 1-1000 EU/L for endotoxin measurements, significantly improving sensitivity while maintaining reasonable structural complexity.

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

This approach allows for a wider range of endotoxin concentration quantification (1 to 1,000 EU/L) with reduced daily errors and improved stability, enhancing the sensitivity and reliability of microbial contamination measurements.

Implementation Method 1

a labeling substance containing a structure represented by the following general formula (1), and to be used to label a substrate to obtain a substrate for measurement suitable for measurement using an electrochemical measurement method

Methodology Applied
Scientific EffectElectrochemical oxidation: Oxidation

Data Source

PatentUS10883963B2Electrochemical measurement using phenylenediamine derivative
Publication Date: 2021.01.05 SEIKAGAKU KOGYO CO LTD
  • US10883963B2 patent drawing
  • US10883963B2 patent drawing
  • US10883963B2 patent drawing

AI summary

The present invention addresses the problem of providing a means for making highly sensitive and stable measurements possible using electrochemical measurement methods. This problem is resolved by providing: a labeling substance represented by general formula (1) and used to label a substrate; a measurement substrate that is formed by being labeled using the labeling substance; a method of measuring using electrochemical measurement methods that use the measurement substrate; and a reagent kit that includes as components the labeling substance and/or the measurement substrate.(In general formula (1), R1 is either H or an alkyl group (CmH2m+1), m is an integer of 1-4, R2 is an alkyl group (CnH2n+1), and n is an integer of 1-4.)