Immobilized Lipase B for Regioselective Transesterification

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Solution Overview

Problem

Current methods for transesterifying polyunsaturated fatty acid esters to triglycerides are not highly efficient, regioselective, and generate significant side products, particularly when using strong bases, which are costly and not suitable for complex products like fish oils, and existing catalysts like distanoxane are difficult to prepare and not commercially available.

Innovation Solution

Immobilized enzymes, such as Candida antarctica lipase B, are used in a food-grade matrix to catalyze the transesterification of ethyl esters to triglycerides, offering regioselectivity and minimal side product generation, and can be reused multiple times.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Speed

If strong base catalysts are used for transesterification, then reaction speed is improved, but side product generation increases and regioselectivity decreases

Engineering Contradiction:
Improvereaction speedVSAvoidside product generation
Core Design Contradiction:
SpeedVSObject-generated harmful factors

Solution Approach 1:

The patent introduces an immobilized enzyme (lipase) as an intermediary catalyst that mediates the transesterification reaction. This enzyme catalyst provides the benefits of chemical catalysts (reaction acceleration) while avoiding their harmful effects (side product generation). The enzyme's active site selectively binds to specific ester bonds, enabling regioselective catalysis without the non-selective behavior of strong base catalysts.

Inventive Principle:
Principle #24Intermediary (Mediator)

Solution Approach 2:

The patent changes the catalytic mechanism from chemical catalysis (strong bases) to enzymatic catalysis (lipase). This parameter change in catalyst type fundamentally alters the reaction pathway, enabling high reaction speed through enzymatic catalysis while maintaining high regioselectivity and minimizing side product formation through the enzyme's inherent specificity.

Inventive Principle:
Principle #35Parameter changes

2Manufacturing precision

If enzymatic catalysts are used for transesterification, then regioselectivity and side product reduction are improved, but cost increases

Engineering Contradiction:
ImproveregioselectivityVSAvoidcost
Core Design Contradiction:
Manufacturing precisionVSEase of manufacture

Solution Approach 1:

The patent implements enzyme recovery and reuse through immobilization on solid supports. The immobilized enzyme can be easily separated from the reaction mixture by filtration or decantation, then reused in subsequent batches. This recovery approach transforms the enzyme from a consumable expensive reagent into a reusable catalyst, dramatically reducing the effective cost per unit of product while maintaining high regioselectivity.

Inventive Principle:
Principle #34Discarding and recovering

Solution Approach 2:

The patent applies local quality by creating heterogeneous catalysts where the enzyme is localized on specific solid support materials with particular properties. Different support materials (silica, alumina, magnetic particles) can be selected based on specific requirements such as ease of separation, stability, or reusability, allowing optimization of both performance and cost for different applications.

Inventive Principle:
Principle #3Local quality

3Productivity

If distanoxane catalyst is used for transesterification, then reaction efficiency is improved, but preparation difficulty increases and commercial availability decreases

Engineering Contradiction:
Improvereaction efficiencyVSAvoidpreparation difficulty
Core Design Contradiction:
ProductivityVSDevice complexity

Solution Approach 1:

The patent creates simplified copies or analogs of the distanoxane catalyst's function using commercially available lipase enzymes immobilized on standard support materials. Instead of requiring the complex preparation and specialized structure of distanoxane, the patent achieves similar or superior catalytic performance using readily available enzymatic systems that can be prepared through simple immobilization procedures.

Inventive Principle:
Principle #26Copying

Solution Approach 2:

The patent replaces the expensive, difficult-to-prep distanoxane catalyst with inexpensive, commercially available lipase enzymes. While free enzymes have limited stability, the immobilization strategy extends their lifetime significantly, creating a practical, cost-effective catalyst system that eliminates the need for complex catalyst preparation while maintaining high reaction efficiency.

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 process achieves efficient conversion of ethyl esters to triglycerides with high yields and minimal impurities, making the products suitable for incorporation into food and pharmaceutical formulations without additional purification, and the immobilized enzymes can be reused, reducing costs.

Implementation Method 1

Immobilized enzymes, such as Candida antarctica lipase B, are used in a food-grade matrix to catalyze the transesterification of ethyl esters to triglycerides

Methodology Applied
Scientific EffectEnzyme catalysis: Enzyme

Implementation Method 2

The process achieves efficient conversion of ethyl esters to triglycerides with high yields and minimal impurities

Methodology Applied
Scientific EffectCatalysis: Catalysis

Data Source

PatentEP3508572A1Immobilized enzymes and methods of using thereof
Publication Date: 2019.07.10 DSM NUTRITIONAL PRODUCTS AG
  • EP3508572A1 patent drawingFigure 1
  • EP3508572A1 patent drawingFigure 2
  • EP3508572A1 patent drawing

AI summary

The disclosed matter relates to immobilized enzymes and methods of use thereof.