Soy Protein Phospholipid Removal via Cyclodextrin Complexation

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Solution Overview

Problem

Current methods fail to effectively remove phospholipids and other contaminants causing off-flavors in soy protein products, leading to objectionable tastes and limited consumer acceptance, as these compounds strongly interact with soy protein and are difficult to remove without causing protein denaturation or leaving residual solvents.

Innovation Solution

A method involving the use of β-cyclodextrin to complex with phospholipids, combined with sonication and phospholipase A2 treatment, followed by dialfiltration to achieve nearly complete removal of phospholipids from soy protein, ensuring flavor stability and safety for food-grade proteins.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Quantity of substance

If traditional extraction methods (hexane extraction) are used to remove phospholipids, then lipid content is reduced, but phospholipids remain bound to protein (2-4% w/w) causing off-flavors

Engineering Contradiction:
Improvephospholipid contentVSAvoidoff-flavor compounds
Core Design Contradiction:
Quantity of substanceVSObject-affected harmful factors

Solution Approach 1:

The patent uses cyclodextrin as an intermediary substance that forms inclusion complexes with phospholipids bound to protein. The cyclodextrin molecules penetrate the protein structure and encapsulate phospholipids through hydrophobic interactions, allowing their removal without directly extracting from protein-bound state. This resolves the contradiction by providing a mediating mechanism that accesses bound phospholipids without requiring harsh extraction conditions.

Inventive Principle:
Principle #24Intermediary (Mediator)

Solution Approach 2:

The patent employs enzymatic hydrolysis (phospholipase A2) to change the chemical state of phospholipids from ester-bound to free fatty acids and lysophospholipids. This parameter change in molecular structure makes the phospholipid derivatives more accessible to cyclodextrin complexation and easier to remove, thereby reducing off-flavor compounds while preserving protein integrity.

Inventive Principle:
Principle #35Parameter changes

2Quantity of substance

If strong extraction solvents are used to remove phospholipids, then phospholipid removal efficiency increases, but protein denaturation occurs

Engineering Contradiction:
Improvephospholipid removal efficiencyVSAvoidprotein stability
Core Design Contradiction:
Quantity of substanceVSReliability

Solution Approach 1:

The patent replaces mechanical/chemical extraction systems with a biochemical system involving enzymes and host-guest complexation. Instead of using strong solvents that physically disrupt protein structure, the method uses phospholipase A2 for selective enzymatic hydrolysis and cyclodextrin for gentle inclusion complexation. This substitution achieves high phospholipid removal efficiency while maintaining protein stability and preventing denaturation.

Inventive Principle:
Principle #28Mechanics substitution (Replace mechanical system)

Solution Approach 2:

The patent changes the chemical parameters of phospholipids through enzymatic hydrolysis, converting them into more removable forms without requiring harsh extraction conditions. This parameter transformation allows efficient phospholipid removal while operating under mild conditions that preserve protein structure and function.

Inventive Principle:
Principle #35Parameter changes

3Object-affected harmful factors

If flavorings are added to mask off-flavors, then flavor perception is modified, but flavor fade occurs due to interaction with soy protein

Engineering Contradiction:
Improveoff-flavor perceptionVSAvoidflavor stability
Core Design Contradiction:
Object-affected harmful factorsVSDuration of action of stationary object

Solution Approach 1:

The patent converts the harmful interaction between flavor compounds and soy protein into a beneficial outcome by first removing the source of the problem (phospholipids that catalyze off-flavor formation). By eliminating phospholipids through enzymatic hydrolysis and cyclodextrin complexation, the protein's natural flavor-binding capacity is preserved for desirable flavors without the harmful off-flavor generation, thus achieving both flavor modification and long-term stability.

Inventive Principle:
Principle #22Blessing in disguise (Convert harm into benefit)

4Quantity of substance

If multiple processing steps are used to remove phospholipids, then phospholipid removal completeness increases, but process complexity increases

Engineering Contradiction:
Improvephospholipid removal completenessVSAvoidprocess steps
Core Design Contradiction:
Quantity of substanceVSDevice complexity

Solution Approach 1:

The patent merges multiple functions into an integrated process: phospholipase A2 enzymatic hydrolysis and cyclodextrin complexation are combined in a sequential manner within a unified processing framework. The enzymatic step modifies phospholipids in situ, and the cyclodextrin step immediately complexes and removes the products, creating a coupled system that achieves near-complete removal (99%+) without requiring separate, complex extraction stages. This merging reduces overall process complexity while maintaining high removal completeness.

Inventive Principle:
Principle #5Merging (Combining)

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 significantly reduces phospholipid content in soy protein products, enhancing flavor profile and commercial utilization by removing over 99% of soy protein-bound phospholipids, thus improving flavor stability and safety without adverse effects on protein functionality.

Implementation Method 1

contacting a protein-containing solution with a cyclodextrin for a time and under conditions wherein the cyclodextrin binds to off-flavor-causing compounds in the solution, thereby yielding cyclodextrin-compound complexes

Methodology Applied
Scientific EffectInclusion complexation: Absorption (physical)

Implementation Method 2

treated with a phospholipase A2

Methodology Applied
Scientific EffectEnzymatic hydrolysis: Hydrolysis

Implementation Method 3

The oleosin-phospholipid membrane structure is separated from oil bodies during the commercial de-oiling process

Methodology Applied
Scientific EffectUltrasonic cavitation: Acoustic Cavitation

Data Source

PatentUS10945448B2Process for removing phospholipids and off-flavors from proteins and resulting protein product
Publication Date: 2021.03.16 WISCONSIN ALUMNI RES FOUND
  • US10945448B2 patent drawing
  • US10945448B2 patent drawing
  • US10945448B2 patent drawing

AI summary

Described are methods of removing phospholipids and other off-flavor-causing compounds from edible proteins using a cyclodextrin treatment. The methods include treating soy protein with cyclodextrins such as β-cyclodextrin to form cyclodextrin-compound complexes and then separating the resulting complexes from the protein. Optionally, prior to treating the protein with cyclodextrin, the protein is sonicated and then treated with a phospholipase, such as phospholipase A2. Versions of the methods described herein are capable of removing more than 99% of phospholipids from soy protein.