Diarylsulfide Photolabile Protecting Groups for Visible Light Deprotection

Resolve Bottlenecks,
Find Innovative Solutions
Generate Solutions

Solution Overview

Problem

Current photolabile protecting groups (PLPGs) for biomolecule synthesis require expensive and hazardous light sources emitting at near UV wavelengths, leading to high operational costs and low-quality biomolecule microarrays due to undefined strand lengths, as existing light sources are not optimized for visible light deprotection.

Innovation Solution

Development of PLPGs suitable for deprotection using visible light, allowing for the use of cost-effective and harmless light sources and regular optical elements, specifically designed for maskless photolithography-based DNA and peptide synthesis, utilizing diarylsulfide chromophores with a wavelength range of 374 to 405 nm.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If near UV light sources (365 nm or shorter) are used for deprotection of PLPG, then deprotection efficiency is improved, but operational costs increase and hazardous materials are required

Engineering Contradiction:
Improvedeprotection efficiencyVSAvoidhazardous materials and high operational costs
Core Design Contradiction:
ReliabilityVSObject-affected harmful factors

Solution Approach 1:

The patent modifies the molecular structure of photolabile protecting groups by introducing diarylsulfide chromophores with extended conjugation, which shifts the absorption maximum from near UV (365 nm) to visible light range (374-405 nm). This parameter change in the chromophore structure enables the use of safer, more cost-effective visible light sources while maintaining deprotection efficiency.

Inventive Principle:
Principle #35Parameter changes

2Reliability

If optical devices are optimized for near UV wavelengths, then deprotection performance is improved, but device complexity and cost increase

Engineering Contradiction:
Improvedeprotection performanceVSAvoidoptical device optimization requirements
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

By shifting the operational wavelength from near UV to visible light range through chromophore modification, the patent enables the use of standard optical components designed for visible light applications. This eliminates the need for specialized UV-optimized optical devices with their associated complexity and cost penalties.

Inventive Principle:
Principle #35Parameter changes

3Illumination intensity

If broad spectrum light sources are used for synthesis, then illumination coverage is improved, but manufacturing precision deteriorates due to undefined strand lengths

Engineering Contradiction:
Improvespectrum coverageVSAvoidstrand length definition
Core Design Contradiction:
Illumination intensityVSManufacturing precision

Solution Approach 1:

The patent introduces a chromophore with a specific absorption maximum at 374-405 nm that exhibits narrow bandwidth characteristics. This localized spectral response ensures that only the desired wavelength range activates the photolabile protecting group, preventing unintended side reactions and ensuring precise control over strand length in biomolecule synthesis.

Inventive Principle:
Principle #3Local quality

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

Enables the production of high-density biomolecule microarrays with improved quality by reducing operational costs and eliminating the need for hazardous materials, while allowing for efficient deprotection and precise control over biomolecule synthesis using visible light.

Implementation Method 1

PLPGs suitable for deprotection using visible light... utilizing diarylsulfide chromophores with a wavelength range of 374 to 405 nm

Methodology Applied
Scientific EffectLight absorption: Absorption (EM radiation)

Implementation Method 2

deprotection of the protected functional group can be performed simply via light exposure

Methodology Applied
Scientific EffectPhotolysis: Photodissociation

Data Source

PatentUS11001602B2Diarylsulfide backbone containing photolabile protecting groups
Publication Date: 2021.05.11 ROCHE DIAGNOSTICS OPERATIONS INC
  • US11001602B2 patent drawing
  • US11001602B2 patent drawing
  • US11001602B2 patent drawing

AI summary

The present disclosure relates to photoactivable protecting groups containing a diarylsulfide chromophore, a method for the synthesis thereof and their use as photoactivable protecting groups using maskless photolithography based array synthesis.