Azole Derivative Fluorescent Dye Water Solubility

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Solution Overview

Problem

Conventional fluorescent dyes used for biomolecule detection are oil-soluble and have low water solubility, leading to insufficient dissolution in sample solutions and reduced fluorescence intensity.

Innovation Solution

Development of an azole derivative-based fluorescent dye with a conjugated system containing heteroatoms like selenium or boron, which enhances water solubility and includes nitrogen cation-containing groups, allowing for high labeling efficiency and sensitivity even in dry states.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Illumination intensity

If conventional fluorescent dyes (Cy3, Cy5) are used to achieve high fluorescent intensity and dry state emission, then the fluorescent performance is improved, but water solubility deteriorates leading to low dissolution in sample solutions

Engineering Contradiction:
Improvefluorescent intensityVSAvoidwater solubility
Core Design Contradiction:
Illumination intensityVSQuantity of substance

Solution Approach 1:

The patent modifies the chemical structure of fluorescent dyes by introducing nitrogen cation-containing groups (such as pyridinium, aminium, ammonium, piperidinium, piperazinium, imidazolium, thiazolium, oxazolium, quinolium, benzoimidazolium, benzothiazolium, or benzooxazolium groups) and nitrogen-containing groups (such as pyridyl, amino, piperidyl, piperadyl, imidazolyl, thiazolyl, oxazolyl, quinolyl, benzoimidazolyl, benzothiazolyl, or benzooxazolyl groups) connected via linker groups. These structural parameter changes transform the dye molecules from oil-soluble to water-soluble while preserving their fluorescent properties and ability to emit light in dry states.

Inventive Principle:
Principle #35Parameter changes

2Illumination intensity

If conventional fluorescent dyes are used to achieve high fluorescent intensity, then the detection capability is improved, but the labeling rate deteriorates due to insufficient dissolution in sample solutions

Engineering Contradiction:
Improvefluorescent intensityVSAvoidlabeling rate
Core Design Contradiction:
Illumination intensityVSProductivity

Solution Approach 1:

The patent applies parameter changes by modifying the solubility characteristics of fluorescent dyes through the introduction of nitrogen-containing functional groups. This structural modification enables the dyes to dissolve sufficiently in aqueous sample solutions, thereby achieving high labeling rates while maintaining high fluorescent intensity for effective detection.

Inventive Principle:
Principle #35Parameter changes

3Illumination intensity

If conventional fluorescent dyes are used to achieve high fluorescent intensity, then the detection sensitivity is improved, but the cost deteriorates due to high price of dyes like Cy3 and Cy5

Engineering Contradiction:
Improvefluorescent intensityVSAvoidcost
Core Design Contradiction:
Illumination intensityVSEase of manufacture

Solution Approach 1:

The patent employs parameter changes by developing fluorescent dyes with nitrogen-containing functional groups that offer comparable or superior fluorescent performance to expensive commercial dyes like Cy3 and Cy5. The structural modifications enable the use of more cost-effective synthetic routes and materials, thereby reducing the overall cost while maintaining or improving detection sensitivity.

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

The azole derivative fluorescent dye improves biomolecule detection sensitivity, reduces the amount of dye needed, and offers cost-effectiveness, with the ability to alter excitation and emission wavelengths for multi-target detection and stable storage at room temperature.

Implementation Method 1

a fluorescent dye which is used to detect biomolecules such as nucleic acid, protein, peptides, and saccharides, emits light

Methodology Applied
Scientific EffectFluorescence: Fluorescence

Data Source

PatentUS9091692B2Fluorescent dye
Publication Date: 2015.07.28 SHINICHIRO ISOBE
  • US9091692B2 patent drawing
  • US9091692B2 patent drawing
  • US9091692B2 patent drawing

AI summary

There is provided a fluorescent dye which can improve the fluorescent intensity at the time of labeling to thereby detect a biomolecule with higher sensitivity. The fluorescent dye of the present invention includes a nitrogen cation-containing group or a nitrogen-containing group. Its high water solubility can improve the rate of labeling for a biomolecule to thereby detect a biomolecule with high sensitivity.