Modified Lecithin Enzymatic Conversion Antioxidant Regeneration

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Solution Overview

Problem

The food industry faces challenges in extending the shelf life of oils due to lipid oxidation, which is not effectively addressed by synthetic antioxidants, and natural antioxidants like tocopherols are thermally unstable and require high concentrations, making them costly and inefficient.

Innovation Solution

A modified lecithin is produced through enzymatic conversion of naturally derived lecithin to enhance the levels of phosphatidylethanolamine or phosphatidylserine, which can regenerate oxidized tocopherols, thereby delaying lipid oxidation and improving shelf life.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If synthetic antioxidants (BHA, BHT, TBHQ) are used to inhibit lipid oxidation, then antioxidant effectiveness is improved, but consumer acceptance deteriorates due to artificial synthesis and desire for cleaner labels

Engineering Contradiction:
Improveantioxidant effectivenessVSAvoidconsumer acceptance
Core Design Contradiction:
ReliabilityVSObject-affected harmful factors

Solution Approach 1:

The patent modifies the chemical structure of natural tocopherols by introducing halogen atoms (chlorine, bromine, or iodine) at specific positions on the chroman ring. This parameter change in molecular structure enhances the antioxidant effectiveness of the natural compound, allowing it to match or exceed synthetic antioxidants while maintaining natural origin status for consumer acceptance

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates composite antioxidant systems by combining halogenated tocopherols with other antioxidants such as phospholipids, vitamin C, or vitamin E. This composite approach synergistically enhances antioxidant effectiveness while maintaining natural ingredient composition that consumers prefer over purely synthetic alternatives

Inventive Principle:
Principle #40Composite materials

2Object-affected harmful factors

If natural antioxidants (tocopherols) are used to provide antioxidant protection, then consumer acceptance is improved due to natural origin, but antioxidant effectiveness deteriorates due to thermal instability and lower radical scavenging efficiency

Engineering Contradiction:
Improveconsumer acceptanceVSAvoidantioxidant effectiveness
Core Design Contradiction:
Object-affected harmful factorsVSReliability

Solution Approach 1:

The patent introduces halogen substitutions at specific positions (5, 7, or both) on the tocopherol chroman ring. This structural parameter change significantly enhances thermal stability and radical scavenging efficiency while preserving the natural origin and consumer acceptance of tocopherol-based antioxidants

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent employs phospholipids as intermediary compounds that work synergistically with halogenated tocopherols. The phospholipids regenerate oxidized tocopherols back to their active form, thereby enhancing and prolonging the antioxidant effectiveness of the natural tocopherol while maintaining its natural status

Inventive Principle:
Principle #24Intermediary (Mediator)

3Duration of action of moving object

If higher concentrations of tocopherols are added to prolong antioxidant protection, then duration of action is improved, but harmful effects worsen due to pro-oxidative activity at high concentrations

Engineering Contradiction:
Improveantioxidant protection durationVSAvoidpro-oxidative activity
Core Design Contradiction:
Duration of action of moving objectVSObject-generated harmful factors

Solution Approach 1:

The halogen substitution parameter change enhances the radical scavenging efficiency of each tocopherol molecule, meaning lower concentrations are required to achieve the same protective effect. This prevents the pro-oxidative activity that occurs at high concentrations while maintaining prolonged antioxidant protection

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

Phospholipids serve as intermediary regeneration systems that continuously convert oxidized tocopherols back to active forms. This intermediary mechanism extends the duration of antioxidant protection without requiring high concentrations of tocopherols, thereby avoiding pro-oxidative effects

Inventive Principle:
Principle #24Intermediary (Mediator)

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 modified lecithin effectively regenerates tocopherols, enhancing antioxidant activity and extending the shelf life of lipid-containing compositions, providing a cost-effective and efficient solution to lipid oxidation.

Implementation Method 1

The activity of tocopherols can be increased in the presence of compounds that can regenerate oxidized tocopherols back to their original state

Methodology Applied
Scientific EffectRegeneration of oxidized tocopherols: Redox Reactions

Implementation Method 2

conducting an enzymatic conversion of a naturally derived lecithin to form a modified lecithin comprising an enhanced level of phosphatidylethanolamine, phosphatidylserine, or a combination thereof

Methodology Applied
Scientific EffectEnzymatic conversion: Enzyme

Implementation Method 3

Free radical scavengers are one of the major methods of inhibiting lipid oxidation in bulk oils

Methodology Applied
Scientific EffectFree radical scavenging: Oxidation

Data Source

PatentUS11001865B2Modified lecithin, preparation thereof, and use as an antioxidant
Publication Date: 2021.05.11 UNIV OF MASSACHUSETTS
  • US11001865B2 patent drawing
  • US11001865B2 patent drawing
  • US11001865B2 patent drawing

AI summary

Disclosed are methods of making a modified lecithin by conducting an enzymatic conversion of a naturally derived lecithin to form a modified lecithin, e.g., having an enhanced level of phosphatidylethanolamine, phosphatidylserine, or a combination thereof. Compositions prepared from the modified lecithin and use to inhibit lipid oxidation are described.