Zwitterionic Polymer Composition for Protein Resistance Across Acidic pH

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Solution Overview

Problem

Existing polymers derived from 2-Methacryloyloxyethyl phosphorylcholine (MPC) monomers exhibit reduced protein adsorption inhibitory effect at lower pH levels, and there is a need for materials with improved stability and efficacy across a broader pH range, including acidic conditions.

Innovation Solution

A zwitterionic compound is developed with a monomer structure where the quaternary ammonium cation group and phosphodiester group are interchanged, resulting in polymers with enhanced hydrophilicity and protein adsorption inhibition, even at acidic pH levels, by incorporating specific monomer units and ratios.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If polymers are obtained by polymerization of MPC monomer, then protein adsorption inhibitory effect is achieved, but the effect decreases at lower pH levels

Engineering Contradiction:
Improveprotein adsorption inhibitory effectVSAvoidpH range stability
Core Design Contradiction:
ReliabilityVSAdaptability or versatility

Solution Approach 1:

The invention changes the chemical structure parameter of the monomer by replacing the phosphodiester group with a carboxylate group, transforming the zwitterionic structure from having a permanent positive charge (quaternary ammonium) and negative charge (phosphodiester) to having a permanent positive charge (quaternary ammonium) and a pH-dependent negative charge (carboxylate). This parameter change enables the polymer to maintain its protein adsorption inhibitory effect across a broader pH range, particularly in acidic conditions where the carboxylate group remains ionized.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention creates a composite monomer structure combining a quaternary ammonium cation group with a carboxylate anion group, forming a new type of zwitterionic monomer. This composite structure integrates the benefits of both permanent charges and pH-responsive charges, resulting in a polymer that maintains excellent protein adsorption inhibition across varying pH conditions, unlike the original MPC polymer whose phosphodiester group provides less pH stability.

Inventive Principle:
Principle #40Composite materials

2Reliability

If PEG chains are used to suppress protein adsorption, then protein adsorption inhibitory effect is achieved, but the material is easily degraded by oxidation

Engineering Contradiction:
Improveprotein adsorption inhibitory effectVSAvoidoxidation resistance
Core Design Contradiction:
ReliabilityVSStability of the object's composition

Solution Approach 1:

The invention replaces the oxidation-sensitive PEG chains with zwitterionic polymer chains containing quaternary ammonium and carboxylate groups. These zwitterionic structures are inherently more resistant to oxidation degradation while maintaining the desired protein adsorption inhibitory effect, thus providing a more stable long-term solution for biomedical applications.

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

The zwitterionic compound demonstrates excellent protein adsorption inhibition over a wide pH range, including acidic conditions, and maintains stability in harsh environments.

Implementation Method 1

Materials with a surface onto which water-soluble PEG chains are grafted can suppress protein adsorption on the surface by repelling approaching proteins with hydrated PEG chains

Methodology Applied
Scientific EffectHydration:

Implementation Method 2

When the material surface is electrically neutral, electrostatic interactions between a protein and the interface is suppressed

Methodology Applied
Scientific EffectElectrostatic repulsion: Ion Repulsion/Attraction

Implementation Method 3

on a hydrophilic surface, the interfacial free energy is low, and protein adsorption is thus suppressed

Methodology Applied
Scientific EffectHydrophilic interaction: Hydrophile

Implementation Method 4

Polymers obtained by polymerization of MPC as a monomer have the four characteristics described above due to a zwitterionic group

Methodology Applied
Scientific EffectPolymerization:

Data Source

PatentUS12522678B2Zwitterion compound and production method and use for same
Publication Date: 2026.01.13 UNIVERSITY OF TOKUSHIMA
  • US12522678B2 patent drawing
  • US12522678B2 patent drawing
  • US12522678B2 patent drawing

AI summary

An object is to provide a zwitterionic compound having an excellent protein adsorption inhibitory effect. The zwitterionic compound is a polymer comprising a unit represented by the following formula (1):wherein R1 is a hydrogen atom or a methyl group, R2 is OH or O−, X1 is —O— or —N(Q1)-, Q1 is a hydrogen atom or a C1-6 alkyl group, m is an integer of 1 to 12, and n is an integer of 1 to 4.