Triglyceride Composition via 1,3-Specific Lipase Transesterification

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Solution Overview

Problem

Current processes for producing 1,3-distearoyl 2-oleoyl glyceride (StOSt) triglycerides often result in the formation of undesirable side products and do not effectively replicate the composition of shea stearin, requiring additional steps to remove these products and achieving varying success in mimicking the desired triglyceride profile.

Innovation Solution

A process involving the reaction of triolein with stearic acid in the presence of a 1,3-specific lipase from Rhizopus oryzae, followed by fractionation, which allows for the production of a triglyceride composition comprising 50-80% StOSt and up to 20% StOO, similar to shea stearin, while avoiding the formation of undesirable side products by using stearic acid as a starting material and operating at higher temperatures.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Ease of manufacture

If conventional processes are used to produce StOSt triglycerides, then production can proceed with standard methods, but undesirable side products are formed requiring additional purification steps

Engineering Contradiction:
Improveproduction process simplicityVSAvoidundesirable side products
Core Design Contradiction:
Ease of manufactureVSObject-generated harmful factors

Solution Approach 1:

The patent changes the reaction parameters by using a specific 1,3-specific lipase enzyme and controlling the transesterification conditions to selectively produce StOSt triglycerides while minimizing side product formation. This enzymatic approach with controlled parameters resolves the contradiction by maintaining ease of manufacture while eliminating harmful side products

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent introduces a 1,3-specific lipase as an intermediary catalyst that mediates the transesterification reaction between stearic acid and triolein. This enzyme intermediary enables selective formation of StOSt at positions 1 and 3 while preventing unwanted reactions, thus resolving the contradiction between simple production and side product formation

Inventive Principle:
Principle #24Intermediary (Mediator)

2Ease of manufacture

If conventional processes are used to produce StOSt, then standard production methods can be applied, but the composition does not effectively replicate shea stearin requiring additional steps

Engineering Contradiction:
Improveproduction method standardizationVSAvoidtriglyceride composition accuracy
Core Design Contradiction:
Ease of manufactureVSManufacturing precision

Solution Approach 1:

The patent achieves precise replication of shea stearin composition by changing the reaction parameters to include specific enzymatic conditions, temperature control, and substrate ratios. These parameter changes enable the production of StOSt with the exact triglyceride profile of shea stearin while maintaining ease of manufacture

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent replaces conventional chemical catalysis with enzymatic catalysis using 1,3-specific lipase. This substitution provides greater precision in controlling the triglyceride composition to match shea stearin, while the enzymatic process remains as easy to implement as conventional methods

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

3Productivity

If lipase is used at higher temperatures, then reaction efficiency improves, but enzyme temperature stability becomes a limiting factor

Engineering Contradiction:
Improvereaction efficiencyVSAvoidenzyme temperature stability
Core Design Contradiction:
ProductivityVSReliability

Solution Approach 1:

The patent changes the temperature parameter to operate at higher temperatures (40-80°C) while using a thermally stable 1,3-specific lipase. This parameter change increases reaction efficiency while the selected enzyme maintains stability, resolving the contradiction between productivity and reliability

Inventive Principle:
Principle #35Parameter changes

4Object-generated harmful factors

If stearic acid is used as starting material instead of other esters, then undesirable side products are avoided, but reaction conditions must be optimized

Engineering Contradiction:
Improveside product formationVSAvoidreaction condition optimization
Core Design Contradiction:
Object-generated harmful factorsVSDevice complexity

Solution Approach 1:

The patent changes the starting material to stearic acid and optimizes reaction parameters including temperature (40-80°C), enzyme amount, and reaction time. This combination eliminates side product formation while the optimized parameters maintain process simplicity, resolving the contradiction between reducing harmful factors and managing complexity

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

This process effectively produces a triglyceride composition closely resembling shea stearin, reducing the need for additional purification steps and achieving a high yield of StOSt and StOO, with improved temperature stability of the lipase allowing for efficient reaction at higher temperatures.

Implementation Method 1

reacting triolein with stearic acid in the presence of a 1,3-specific lipase from Rhizopus oryzae to form interesterified glycerides

Methodology Applied
Scientific EffectEnzyme catalysis: Enzyme

Implementation Method 2

transesterifying the stearic acid source material and the vegetable oil using a 1,3-positionally specific lipase

Methodology Applied
Scientific EffectTransesterification: Chemical Bonding

Implementation Method 3

fractionating the interesterified triglycerides

Methodology Applied
Scientific EffectFractionation: Fractionation

Implementation Method 4

improved temperature stability of the lipase allowing for efficient reaction at higher temperatures

Methodology Applied
Scientific EffectThermal stability:

Data Source

PatentUS8986941B2Process for making a triglyceride composition
Publication Date: 2015.03.24 LODERS CROKLAAN BV

AI summary

A process for preparing a triglyceride composition comprising from 50 to 80% by weight StOSt and from 5 to 20% by weight StOO comprises reacting triolein with stearic acid in the presence of a 1,3-specific lipase from Rhizopus oryzae to form interesterified glycerides and fractionating the interesterified triglycerides.