Substituted Ferrocene Labels for Multiplex Electrochemical Assays

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Solution Overview

Problem

There is a need for new electrochemical labels with different oxidation potentials and chemical or physical properties to enhance the range of possible assays and enable multiplex reactions.

Innovation Solution

The development of compounds with a substituted ferrocenyl moiety, specifically with sulfur-containing or phosphorus-containing groups, which serve as effective labels in electrochemical assays, offering high electrochemical potential values and flexibility in multiplex assays.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Adaptability or versatility

If conventional electrochemical labels are used, then the assay range is limited, but introducing new labels with different oxidation potentials enables multiplex reactions and expands the assay range

Engineering Contradiction:
Improveassay rangeVSAvoidlabel variety
Core Design Contradiction:
Adaptability or versatilityVSDevice complexity

Solution Approach 1:

The patent modifies the oxidation potential parameter of ferrocene labels by introducing electron-withdrawing substituents (nitro, cyano, carbonyl groups) at specific positions on the ferrocene ring. This changes the electrochemical properties to create labels with different oxidation potentials, enabling multiplex assays while maintaining the ferrocene core structure

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates composite ferrocene compounds by combining the ferrocene core with various substituent groups (nitro, cyano, carbonyl, halogen atoms). These composite structures provide multiple electrochemical labels with distinct properties that can be used simultaneously in multiplex assays

Inventive Principle:
Principle #40Composite materials

2Adaptability or versatility

If multiple labels with different oxidation potentials are used for multiplex assays, then the number of detectable targets increases, but the complexity of the assay system increases

Engineering Contradiction:
Improvemultiplex capabilityVSAvoidassay system complexity
Core Design Contradiction:
Adaptability or versatilityVSDevice complexity

Solution Approach 1:

The patent divides the detection system into separate, modular ferrocene label components, each with a specific oxidation potential tailored for detecting particular targets. This segmentation allows independent optimization of each label while maintaining overall system manageability through standardized ferrocene chemistry

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The patent creates a universal ferrocene-based labeling platform where the same core structure can be modified to serve multiple functions. The ferrocene core acts as a universal scaffold that can be functionalized with different substituents to detect various biological targets, reducing the need for entirely different detection chemistries

Inventive Principle:
Principle #6Universality (Multi-functionality)

3Measurement precision

If ferrocene labels with electron-withdrawing substituents are used, then the oxidation potential increases and voltage peaks narrow, but the synthesis complexity increases

Engineering Contradiction:
Improvevoltage peak resolutionVSAvoidsynthesis complexity
Core Design Contradiction:
Measurement precisionVSEase of manufacture

Solution Approach 1:

The patent introduces electron-withdrawing substituents at specific positions on the ferrocene ring during the labeling process, before the labels are used in assays. This preliminary modification ensures the desired oxidation potential and voltage peak characteristics are built into the label structure in advance

Inventive Principle:
Principle #10Preliminary action

Solution Approach 2:

The patent applies electron-withdrawing substituents at specific local positions on the ferrocene ring structure rather than uniformly throughout. This localized modification allows precise control over the oxidation potential and voltage peak properties while keeping the rest of the ferrocene structure intact and manageable

Inventive Principle:
Principle #3Local quality

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 compounds provide high electrochemical potential values, allowing for more effective multiplex assays and offering advantages such as narrower voltage peaks, which enable the use of a greater number of labels in assays.

Implementation Method 1

The compounds provide high electrochemical potential values, allowing for more effective multiplex assays

Methodology Applied
Scientific EffectElectrochemical oxidation: Oxidation

Data Source

PatentUS20250044297A11,1 '-[[(substituted alkyl)imino]bis(alkylene)]bis-ferrocenes and their use in electrochemical assays by labelling substrates of interest
Publication Date: 2025.02.06 ATLAS GENETICS
  • US20250044297A1 patent drawing
  • US20250044297A1 patent drawing
  • US20250044297A1 patent drawing

AI summary

Compounds of general formula I wherein Fc and Fc′ may be the same or different and are substituted ferrocenyl moieties having at least one ring substituent selected from sulfur-containing groups, phosphorus-containing groups, iodo, chloro, silyl, fluoroalkyl groups containing two or more fluorine atoms, heteroaryl, substituted phenyl, and cyano, wherein if present as sole substituent the cyano group is located on the proximal cyclopentadienyl ring; X is a spacer, Y is a spacer, Z is a spacer; and R is a linker group. Compound I may be used to make labelled substrates, functionalised compounds for making labelled substrates and may be used as labels in an electrochemical assay.