Fluorescent Labeling Compound Linkers That Prevent Dye Quenching

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Solution Overview

Problem

Fluorescent dyes used for labeling biological molecules suffer from decreased fluorescence intensity due to self-association and interaction between dye molecules, leading to reduced brightness in solution states.

Innovation Solution

A compound with two or more phosphor moieties linked through a structure containing a nitrogen-containing saturated 5-membered ring, such as a proline-derived linker, which suppresses intramolecular and intermolecular associations, maintaining high fluorescence intensity.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Illumination intensity

If multiple fluorescent dye molecules are bonded to a biological molecule to increase brightness, then the fluorescence intensity should increase, but the fluorescence intensity decreases due to self-association and interaction between dye molecules

Engineering Contradiction:
Improvefluorescence intensityVSAvoidfluorescence stability
Core Design Contradiction:
Illumination intensityVSReliability

Solution Approach 1:

The patent introduces a specific linker structure (Formula I) as an intermediary between phosphor moieties. This linker acts as a mediator that prevents direct interaction and self-association between dye molecules while maintaining their fluorescence properties. The linker structure with specific atomic composition and bonding pattern serves as a protective barrier that eliminates harmful intermolecular interactions.

Inventive Principle:
Principle #24Intermediary (Mediator)

Solution Approach 2:

The patent changes the structural parameters of the fluorescent compound by incorporating a specific linker structure (Formula I) with defined atomic composition and bonding patterns. This structural modification alters the physical and chemical properties of the phosphor moieties, preventing self-association while maintaining fluorescence intensity. The parameter change is reflected in the molecular structure and intermolecular interaction characteristics.

Inventive Principle:
Principle #35Parameter changes

2Illumination intensity

If the number of fluorescent dye molecules per biological molecule increases, then brightness should improve, but quenching increases and fluorescence intensity decreases

Engineering Contradiction:
ImprovebrightnessVSAvoidfluorescence quenching
Core Design Contradiction:
Illumination intensityVSLoss of energy

Solution Approach 1:

The linker structure (Formula I) serves as an intermediary that physically separates phosphor moieties and prevents energy transfer pathways that lead to quenching. By introducing this specific structural element, the patent blocks the harmful energy transfer between adjacent dye molecules while allowing each phosphor to maintain its individual fluorescence emission.

Inventive Principle:
Principle #24Intermediary (Mediator)

Solution Approach 2:

The patent segments the fluorescent compound into distinct units: phosphor moieties separated by linker structures (Formula I). This segmentation prevents the formation of continuous conjugated systems that would facilitate energy transfer and quenching. Each phosphor moiety becomes an independent fluorescent unit, eliminating collective quenching effects.

Inventive Principle:
Principle #1Segmentation

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 compound maintains excellent fluorescence intensity in solution states by effectively preventing quenching, allowing for brighter fluorescence labeling of biological substances.

Implementation Method 1

A compound with two or more phosphor moieties linked through a structure containing a nitrogen-containing saturated 5-membered ring, such as a proline-derived linker, which suppresses intramolecular and intermolecular associations, maintaining high fluorescence intensity.

Methodology Applied
Scientific EffectSteric hindrance:

Implementation Method 2

The compound maintains excellent fluorescence intensity in solution states by effectively preventing quenching, allowing for brighter fluorescence labeling of biological substances.

Methodology Applied
Scientific EffectFluorescence: Fluorescence

Implementation Method 3

The compound maintains excellent fluorescence intensity in solution states by effectively preventing quenching

Methodology Applied
Scientific EffectFluorescence quenching prevention:

Data Source

PatentUS20250389724A1Compound and labeled biological substance using the same
Publication Date: 2025.12.25 FUJIFILM CORP
  • US20250389724A1 patent drawing
  • US20250389724A1 patent drawing
  • US20250389724A1 patent drawing

AI summary

A compound containing two or more phosphor moieties having light absorption characteristics that are equivalent to each other, in which each of the phosphor moieties adjacent to each other is linked through a group containing a structure represented by General Formula (I), and a labeled biological substance using the compound.In the formula, X1 to X3 represent —O—, —S—, >NR1, or >CR2R3, R1 to R3 and R11 represent a hydrogen atom or a substituent, R8 represents a hydrogen atom or a substituent, n represents an integer of 2 or more, and * represents a bonding site.