Deoxyribose-Linked Polymeric Dyes for Reduced Fluorescence Quenching
Find Innovative SolutionsGenerate Solutions
Solution Overview
Problem
Existing fluorescent and colored dyes do not achieve the desired increase in brightness due to intramolecular fluorescence quenching, limiting their effectiveness in analytical methods.
Innovation Solution
Development of polymeric dyes with deoxyribose linker groups that covalently link multiple fluorescent and/or colored moieties, providing spatial separation to reduce or eliminate intramolecular fluorescence quenching, resulting in intensely colored and fluorescent compounds.
Engineering Contradictions & Design Principles
Engineering Contradiction Analysis
1Illumination intensity
If dimeric and polymeric dyes are prepared to increase brightness, then the signal intensity should increase, but intramolecular fluorescence quenching occurs and brightness does not increase as desired
Solution Approach 1:
The patent divides the polymeric dye structure into distinct segments: fluorescent moieties (M1, M2) separated by linker groups containing deoxyribose units. This segmentation prevents direct interaction between fluorescent groups while maintaining polymer structure, thereby reducing intramolecular quenching and preserving brightness.
Solution Approach 2:
The linker groups containing deoxyribose units serve as intermediary elements between fluorescent moieties. These linkers provide spatial separation and structural mediation that prevents harmful direct interactions between fluorescent groups while allowing the polymer to maintain its brightness-enhancing structure.
2Illumination intensity
If multiple fluorescent moieties are linked together to form polymeric dyes, then molar brightness should increase, but the structural complexity increases
Solution Approach 1:
The patent systematically varies parameters of the linker groups (number of deoxyribose units, substitution patterns at positions 3 and 5) to optimize the balance between brightness and structural complexity. By controlling these parameters, the patent achieves high molar brightness while maintaining manageable structural complexity through defined repeating units.
3Volume of moving object
If fluorescent moieties are placed close together in polymeric structures, then the polymer structure is compact, but intramolecular fluorescence quenching occurs
Solution Approach 1:
The deoxyribose-containing linkers introduce spatial dimensionality to the polymer structure, extending it in three-dimensional space rather than keeping fluorescent moieties in close proximity. This dimensional expansion maintains polymer compactness while preventing the close contact that causes intramolecular fluorescence quenching.
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 polymeric dyes exhibit enhanced brightness, enabling sensitive detection of analytes without prior illumination or chemical activation, and can be observed in various colors and wavelengths.
Implementation Method 1
the linker moiety provides sufficient spatial separation between the fluorescent and/or colored moieties such that intramolecular fluorescence quenching is reduced and/or eliminated
Implementation Method 2
two or more fluorescent and/or colored moieties covalently linked by linkers
Data Source
AI summary
Compounds useful as fluorescent or colored dyes are disclosed. The compounds have the following structure (I):or a stereoisomer, tautomer or salt thereof, wherein R1, R2, R3, R4, R5, L1a, L1b, L2, L3, L4, L5, L6, L7, M1, M2, q, w, m and n are as defined herein. Methods associated with preparation and use of such compounds are also provided.