Water-Soluble Conjugated Polymers for Biological Detection

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Solution Overview

Problem

Current fluorescent probes face challenges such as autofluorescence, conjugation-induced changes in fluorescent characteristics, low quantum efficiency, and self-quenching, which limit their effectiveness in biological applications.

Innovation Solution

Development of water-soluble fluorescent conjugated polymers with polycyclic aromatic comonomers that can be linked to acceptor fluorescent dyes, offering high fluorescence quantum yield, red-shifted emission, high water solubility, and high photostability.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Measurement precision

If conventional fluorescent probes are used, then detection can be performed, but autofluorescence and background fluorescence interfere with accurate determination

Engineering Contradiction:
Improvefluorescence detection accuracyVSAvoidautofluorescence interference
Core Design Contradiction:
Measurement precisionVSObject-affected harmful factors

Solution Approach 1:

The patent employs fluorescent polymers with red-shifted emission wavelengths (650-900 nm) that fall in the near-infrared region where biological samples exhibit minimal autofluorescence. This wavelength parameter change enables detection in the 'optical window' where tissue absorption and scattering are reduced, thereby improving measurement precision by eliminating autofluorescence interference.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention uses conjugated polymer structures with extended pi-electron systems comprising multiple aromatic rings (e.g., dibenzofuran, dibenzothiophene, indole units). These composite molecular structures provide both high quantum efficiency and red-shifted emission, simultaneously achieving bright fluorescence and reduced autofluorescence interference through the extended conjugation system.

Inventive Principle:
Principle #40Composite materials

2Adaptability or versatility

If fluorescent polymers are conjugated to ligands and receptors, then biological detection is enabled, but fluorescent characteristics and quantum efficiency may be substantially reduced or destroyed

Engineering Contradiction:
Improveconjugation capabilityVSAvoidfluorescent polymer stability
Core Design Contradiction:
Adaptability or versatilityVSReliability

Solution Approach 1:

The patent introduces water-soluble side chains (polyethylene glycol, carboxylic acid, amine, sulfonate groups) attached to the hydrophobic conjugated polymer backbone. This local modification creates amphiphilic structures where the polar side chains provide water solubility and reduce aggregation, while the conjugated core maintains its fluorescent properties. The side chains act as protective groups that prevent self-quenching and maintain quantum efficiency during conjugation to biological targets.

Inventive Principle:
Principle #3Local quality

Solution Approach 2:

The water-soluble side chains serve as intermediary groups that mediate between the hydrophobic fluorescent core and the aqueous biological environment. These side chains prevent direct contact and interaction between fluorescent polymer chains, reducing self-quenching effects, while also providing attachment points for ligands and receptors without disrupting the core fluorescent structure.

Inventive Principle:
Principle #24Intermediary (Mediator)

3Measurement precision

If fluorescent molecules are placed in close proximity for detection, then sensitivity increases, but self-quenching occurs

Engineering Contradiction:
Improvedetection sensitivityVSAvoidself-quenching
Core Design Contradiction:
Measurement precisionVSObject-generated harmful factors

Solution Approach 1:

The patent employs long water-soluble side chains (particularly polyethylene glycol groups with multiple repeating units) that extend from the fluorescent polymer backbone into the aqueous environment. These side chains act as flexible protective shells that maintain physical separation between polymer chains, preventing pi-pi stacking and exciton coupling that would cause self-quenching, while allowing the polymers to remain in close proximity for sensitive detection.

Inventive Principle:
Principle #30Flexible shells and thin films

Solution Approach 2:

The introduction of charged groups (carboxylic acid, amine, sulfonate) and polar groups (polyethylene glycol) changes the electrostatic and solvation parameters of the polymer surface. These parameter changes create repulsive forces between polymer chains and enhance hydration shells, maintaining optimal spacing that prevents self-quenching while enabling high-concentration applications for sensitive detection.

Inventive Principle:
Principle #35Parameter changes

4Reliability

If phycobiliproteins are used as fluorescent labels, then high extinction coefficient and quantum yield are achieved, but they are unstable and fade quickly upon illumination

Engineering Contradiction:
Improvefluorescence intensityVSAvoidphotostability
Core Design Contradiction:
ReliabilityVSDuration of action of stationary object

Solution Approach 1:

The patent replaces the expensive and photolabile phycobiliprotein fluorophores with synthetic conjugated polymer fluorophores that are specifically designed for photostability. These polymers with extended conjugation systems and protective water-soluble side chains resist photobleaching and maintain stable fluorescence intensity over extended illumination periods, providing durable labels for long-term imaging and detection applications.

Inventive Principle:
Principle #27Cheap short-living objects (Disposable)

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 polymers provide enhanced sensitivity and specificity in analyte detection, reduced autofluorescence, and improved stability, making them suitable for diverse biological applications.

Implementation Method 1

fluorescent water soluble conjugated polymers including polycyclic aromatic comonomers are provided. The conjugated polymers can be linked to an acceptor fluorescent dye.

Methodology Applied
Scientific EffectFluorescence: Fluorescence

Implementation Method 2

there is a need for fluorescent substances that have strong absorption and emit fluorescence with a large Stokes shift

Methodology Applied
Scientific EffectAbsorption (EM radiation): Absorption (EM radiation)

Data Source

PatentUS12297383B2Condensed polycyclic conjugated polymers and their use for biological detection
Publication Date: 2025.05.13 AAT BIOQUEST
  • US12297383B2 patent drawing
  • US12297383B2 patent drawing
  • US12297383B2 patent drawing

AI summary

Fluorescent water soluble conjugated polymers including polycyclic aromatic comonomers are provided. The conjugated polymers can be linked to an acceptor fluorescent dye. The conjugated polymers find use in conjugates with biological substrates having applications in a variety of applications including methods of analyte detection.