Sulphated Chelating Agents for Membrane Permeability

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Solution Overview

Problem

Current chelating agents lack the ability to act as standalone antibacterial agents and effectively influence simple cell membranes, with a need for non-toxic and environmentally friendly alternatives that can enhance their applications.

Innovation Solution

Development of sulphate chelating agents that enlarge membrane porosity by reacting with hydroxyl or amino groups in protein or peptidoglycan structures, specifically compounds like Tetra Hydroxy Ethyl Di Sulphate and Tetra Hydroxy Butyl Tetra Sulphate, which are low in toxicity and easily degradable, allowing for biocidal properties and membrane modification.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional chelating agents (e.g., EDTA) are used, then they can control metallic ion concentration and perform sequestration, but they lack the ability to act as standalone antibacterial agents and cannot effectively influence simple cell membranes

Engineering Contradiction:
Improveantibacterial activityVSAvoidmembrane interaction capability
Core Design Contradiction:
ReliabilityVSAdaptability or versatility

Solution Approach 1:

The patent creates composite chelating agents by combining traditional chelating agent structures (EDTA, gluconic acid derivatives) with sulphate groups. This composite structure enables the molecule to simultaneously perform chelation (binding metal ions) and interact with cell membranes (through sulphate group reactions with hydroxyl and amino groups), thereby resolving the contradiction between maintaining chelating function and gaining membrane interaction/antibacterial capabilities

Inventive Principle:
Principle #40Composite materials

Solution Approach 2:

The invention introduces sulphate groups at specific positions on the chelating agent molecule (as indicated by the general formula with variable substitution positions). These localized sulphate groups provide the specific functionality to react with membrane components (hydroxyl and amino groups in peptidoglycan and proteins), while the rest of the molecule retains its chelating capability. This local modification approach allows the molecule to have different functional regions with specialized roles

Inventive Principle:
Principle #3Local quality

2Reliability

If chelating agents with enhanced antibacterial activity are developed, then they can enlarge membrane porosity and kill microorganisms, but they may increase toxicity and environmental persistence

Engineering Contradiction:
Improvebiocidal propertyVSAvoidtoxicity
Core Design Contradiction:
ReliabilityVSObject-affected harmful factors

Solution Approach 1:

The patent optimizes the molecular parameters of the chelating agents, specifically the number and position of sulphate groups (indicated by variables in the general formula). By controlling these parameters, the invention achieves effective membrane interaction and biocidal activity while maintaining low toxicity. The sulphate groups provide the necessary reactivity with membrane components without causing excessive damage to mammalian cells, thus balancing efficacy and safety

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The chelating agents described in the patent are designed to be biodegradable and environmentally friendly. Unlike persistent conventional chelating agents that accumulate in the environment, these sulphate-containing compounds break down into harmless substances (sulphate ions and organic acid fragments) after performing their biocidal function. This disposable nature reduces long-term environmental toxicity while maintaining effective antimicrobial activity during use

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 sulphate chelating agents demonstrate antibacterial activity by making cell membranes permeable, leading to microorganism death or dormancy, with proven effectiveness against bacteria, algae, and fungi, and potential applicability across various microorganisms.

Implementation Method 1

The mechanism for membrane porosity enlargement occurs due to the reaction of the sulphate groups of some sulphate chelating agent with the hydroxyl group (OH-)

Methodology Applied
Scientific EffectChemical reaction with hydroxyl or amino groups: Chemical Bonding

Data Source

PatentEP2935208B1Sulphated chelating agents
Publication Date: 2019.07.24 WARDOYO HARYANTO
  • EP2935208B1 patent drawingFigure 1
  • EP2935208B1 patent drawingFigure 2a
  • EP2935208B1 patent drawingFigure 2b~3

AI summary

This invention refers to a series of substances according to formula (I): and its synthesis process. The subtances according to formula I above, known as sulphated chelating agents have the ability to enlarge/loosen simple cell membranes or common organic membranes. Furthermore, these subtances have the potential as biocides raw material, with very low toxicity to mammals. These features make the substances of this invention become very useful on many applications.