Thiol Compound Support Yield via Redox Treatment

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Solution Overview

Problem

The formation of unintended disulfide bonds between thiol groups when supporting thiol group-including compounds on insoluble base materials, which reduces the support yield and affects the natural reaction with the base material.

Innovation Solution

A method involving the use of specific reducing agents, including both thiol group-including organic reducing agents like dithiothreitol and inorganic reducing agents such as sulfite salts, to treat the thiol group-including compounds before contacting them with the insoluble base material.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If a thiol group-including compound is supported on an insoluble base material having a reactive functional group, then the compound can be bound to the base material through covalent bond formation, but unintended disulfide bonds form between thiol groups reducing support yield

Engineering Contradiction:
Improvesupport yieldVSAvoiddisulfide bond formation
Core Design Contradiction:
ReliabilityVSObject-generated harmful factors

Solution Approach 1:

The patent applies preliminary anti-action by introducing a reducing agent before the thiol group-including compound contacts the base material. The reducing agent pre-establishes a reductive environment that prevents disulfide bond formation during the supporting process, thereby counteracting the harmful oxidation effect before it can occur

Inventive Principle:
Principle #9Preliminary anti-action

Solution Approach 2:

The reducing agent acts as an intermediary substance that mediates between the thiol groups and the oxidative environment. It donates electrons to thiol groups, converting them to their reduced state and preventing direct oxidation to disulfide bonds, thus protecting the thiol groups while allowing covalent bonding to proceed

Inventive Principle:
Principle #24Intermediary (Mediator)

2Reliability

If a reducing agent is added to prevent disulfide bond formation, then support yield improves, but the reaction system becomes more complex

Engineering Contradiction:
Improvesupport yieldVSAvoidreaction system complexity
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The patent applies parameter changes by adjusting the chemical environment parameters - specifically pH and redox potential - to optimize both disulfide bond prevention and covalent bonding efficiency. By controlling these parameters, the system achieves high support yield without requiring complex additional components

Inventive Principle:
Principle #35Parameter 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

This method effectively suppresses the misfolding and dimerization of thiol group-including compounds due to disulfide bond formation, allowing for efficient support on insoluble base materials and improving the yield of affinity separation matrices for purifying antibodies.

Implementation Method 1

treating the thiol group-including compound with a thiol group-including organic reducing agent and an inorganic reducing agent

Methodology Applied
Scientific EffectRedox reactions: Redox Reactions

Implementation Method 2

a thiol group reacts to a reactive functional group to form a covalent bond, since a thiol group is nucleophilic due to an unshared electron pair

Methodology Applied
Scientific EffectNucleophilic reaction: Chemical Bonding

Data Source

PatentUS12240919B2Method for supporting thiol group-including compound
Publication Date: 2025.03.04 KANEKA CORP
  • US12240919B2 patent drawing

AI summary

The objective of the present invention is to provide a method for efficiently supporting a thiol group-including compound on an insoluble base material. The method for supporting a thiol group-including compound on an insoluble base material according to the present invention is characterized in comprising Step A: treating the thiol group-including compound with a thiol group-including organic reducing agent and an inorganic reducing agent, and Step B: contacting a reaction liquid of said Step A with the insoluble base material.