Poly(beta-peptoid) Coatings Resist Protein Adsorption

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Solution Overview

Problem

Current anti-fouling materials, such as poly(ethylene glycol) and its derivatives, undergo oxidative degradation in vivo and fail to provide long-term resistance to protein and cell adhesion on biomedical implants and devices, necessitating the development of alternative non-fouling materials.

Innovation Solution

Poly(β-peptoid)s like poly(N-methyl-β-alanine) (PMeA) and poly(N-ethyl-β-alanine) (PEtA), and their copolymers, are synthesized through cobalt-catalyzed carbonylative polymerization and functionalized with thiol groups for binding to surfaces, providing resistance to protein adsorption by forming hydrogen bonds with water.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If poly(ethylene glycol) and its derivatives are used as anti-fouling materials, then they provide resistance to protein adsorption, but they undergo oxidative degradation in vivo

Engineering Contradiction:
Improveresistance to protein adsorptionVSAvoidoxidative stability
Core Design Contradiction:
ReliabilityVSStability of the object's composition

Solution Approach 1:

The patent changes the chemical composition parameters by replacing PEG's ethylene glycol units with β-peptoid units (N-alkyl-β-alanine residues), which have amide bonds instead of ether bonds. This fundamental chemical parameter change provides resistance to oxidative degradation while maintaining the hydrophilic properties needed for anti-fouling performance

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention creates composite-like structures by combining the hydrophilic amide groups of β-peptoids with controlled molecular weight and composition (using parameters like degree of polymerization and N-alkyl substitution), achieving a material that integrates both anti-fouling capability and oxidative stability

Inventive Principle:
Principle #40Composite materials

2Reliability

If poly(ethylene glycol) is used to coat surfaces, then protein adsorption is resisted, but long-term resistance to cell adhesion is not achieved

Engineering Contradiction:
Improveresistance to protein adsorptionVSAvoidlong-term resistance to cell adhesion
Core Design Contradiction:
ReliabilityVSDuration of action of stationary object

Solution Approach 1:

The β-peptoid coating is applied in advance to the implant surface, creating a pre-formed protective barrier that resists both protein adsorption and subsequent cell adhesion. The coating is designed to provide sustained protection over the entire duration of implant operation, addressing the long-term durability issue

Inventive Principle:
Principle #10Preliminary action

Solution Approach 2:

By adjusting parameters such as the degree of polymerization (n), the type of N-alkyl substitution (methyl, ethyl, propyl), and the molecular weight of the β-peptoid chains, the patent optimizes the coating's steric hindrance and hydrophilicity to provide prolonged resistance against both protein and cell adhesion

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

These poly(β-peptoid)s effectively resist protein adsorption, making them suitable for coating medical implants, drug delivery devices, and marine and freshwater surfaces, comparable in performance to traditional PEG-based materials.

Implementation Method 1

the thiol-functionalized poly(β-peptoid) is bound to the gold surface by adsorption from solution

Methodology Applied
Scientific EffectAdsorption: Adsorption

Implementation Method 2

providing resistance to protein adsorption by forming hydrogen bonds with water

Methodology Applied
Scientific EffectHydrogen bonding:

Data Source

PatentUS9120040B2Anti-fouling materials based on poly(β-peptoid)s
Publication Date: 2015.09.01 THE UNIVERSITY OF AKRON
  • US9120040B2 patent drawing
  • US9120040B2 patent drawing
  • US9120040B2 patent drawing

AI summary

Poly(β-peptoid)s selected from the group consisting of poly(N-methyl-β-alanine)s (PMeA) and poly(N-ethyl-β-alanine)s (PEtA) and polyl(methyl-β-alanine-co-ethyl-β-alanine) copolymers (P(MeA-co-EtA) are found to be good anti-fouling materials in that they resist protein adsorption. A process for protecting a surface of an object from protein adsorption comprises the steps of binding such poly(β-peptoid)s to the surface. A medical implant is coated with such poly(β-peptoid)s. A medical drug delivery device is coated with such poly(β-peptoid)s. A filtration device has pores coated with such poly(β-peptoid)s, and an object placed in freshwater or saltwater and having a surface in contact with the freshwater or saltwater has that surface coated with such poly(β-peptoid)s.