Red Fluorescent Sensor Compounds for Zinc Ion Detection

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Solution Overview

Problem

Current fluorescent probes for zinc (Zn2+) detection in biological systems face challenges such as low selectivity, instability, and high production costs, along with limitations in pH sensitivity and solubility, making them unsuitable for accurate zinc imaging in living cells and tissues.

Innovation Solution

Development of new red fluorescent sensor compounds with a specific general formula that can bind to Zn2+ ions, featuring a substituted 3,5-dihydro-4H-imidazol-4-one structure, which allows for stable and selective zinc imaging using one or multiphoton microscopy, overcoming previous probes' limitations in selectivity, stability, and cost.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional fluorescent probes are used for Zn2+ detection, then zinc imaging can be performed, but the probes suffer from low selectivity, instability, and high production costs

Engineering Contradiction:
Improveprobe stabilityVSAvoidproduction cost
Core Design Contradiction:
ReliabilityVSEase of manufacture

Solution Approach 1:

The patent modifies the molecular structure parameters of fluorescent probes by introducing specific substituents (R1-R6) at defined positions on the core scaffold, optimizing the balance between stability and synthesis cost through systematic parameter variation in the chemical structure

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates composite fluorescent probe molecules by combining a core imidazol-4-one structure with various substituent groups (aryl, heteroaryl, alkyl) to achieve enhanced stability while maintaining reasonable manufacturability through modular molecular design

Inventive Principle:
Principle #40Composite materials

2Measurement precision

If conventional fluorescent probes are used for Zn2+ detection, then zinc imaging can be performed, but the probes exhibit low selectivity towards Zn2+ ions

Engineering Contradiction:
Improvezinc detection accuracyVSAvoidprobe structure complexity
Core Design Contradiction:
Measurement precisionVSDevice complexity

Solution Approach 1:

The patent introduces specific functional groups (W=O, S, ═NH, or ═N—R10) at localized positions (C5) of the molecular scaffold to create specific binding sites for Zn2+ ions, providing local chemical functionality that enhances selectivity without requiring complex overall molecular structures

Inventive Principle:
Principle #3Local quality

Solution Approach 2:

The patent optimizes selectivity by systematically varying substituent parameters (R1-R6) at different positions on the molecular scaffold, tuning the electronic and steric properties to achieve optimal Zn2+ binding selectivity through parameter optimization rather than structural complexity

Inventive Principle:
Principle #35Parameter changes

3Adaptability or versatility

If conventional fluorescent probes are used, then zinc detection is possible, but they show limitations in pH sensitivity and solubility

Engineering Contradiction:
ImprovepH tolerance and solubilityVSAvoiddetection accuracy
Core Design Contradiction:
Adaptability or versatilityVSReliability

Solution Approach 1:

The patent enhances pH tolerance and solubility by modifying molecular parameters through introducing ionizable or polar substituent groups (R1-R6) that can interact with aqueous environments and buffer pH variations, thereby expanding the operational range without compromising detection reliability

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent introduces specific functional groups with defined local chemical properties (hydrophilic, ionizable) at strategic positions on the molecular scaffold to improve solubility and pH adaptability locally, while maintaining the core detection functionality intact

Inventive Principle:
Principle #3Local quality

4Object-affected harmful factors

If traditional microscopy techniques are used for zinc imaging, then cellular zinc can be visualized, but phototoxicity occurs and tissue penetration is limited

Engineering Contradiction:
ImprovephototoxicityVSAvoidlight penetration depth
Core Design Contradiction:
Object-affected harmful factorsVSIllumination intensity

Solution Approach 1:

The patent employs fluorescent probes with red-shifted emission wavelengths (changing the color of emitted light) to enable deeper tissue penetration and reduce phototoxicity, as red light experiences less scattering and absorption in biological tissues compared to blue or green light

Inventive Principle:
Principle #32Color 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 new sensor compounds exhibit strong binding capabilities, high solubility, and significant fluorescence enhancement in the presence of Zn2+, enabling deep tissue penetration and accurate zinc ion imaging with reduced phototoxicity, thus improving zinc detection in biological samples.

Implementation Method 1

Red fluorescent sensor compounds for the detection of metal ions

Methodology Applied
Scientific EffectFluorescence: Fluorescence

Implementation Method 2

zinc is a redox-inert element in the body always being present in +2 oxidation state, mostly in colourless coordination complexes

Methodology Applied
Scientific EffectCoordination chemistry: Chemical Bonding

Implementation Method 3

fluorescence enhancement in the presence of Zn2+, enabling deep tissue penetration and accurate zinc ion imaging

Methodology Applied
Scientific EffectPhotoluminescence: Photoluminescence

Data Source

PatentUS20240010913A1Red fluorescent sensor compounds for the detection of metal ions
Publication Date: 2024.01.11 FEMTONICS
  • US20240010913A1 patent drawing
  • US20240010913A1 patent drawing
  • US20240010913A1 patent drawing

AI summary

The present invention relates to novel red fluorescent sensors for detecting metal ions, preferably zinc ions, which have a chemical structure corresponding to a compound of general formula I. These sensors are very useful for determining the concentration and distribution of zinc in living cells or tissues, preferably in a laser microscopic assay.