Alcohol Acyltransferase Synthesis of Methacrylic Acid Esters

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Solution Overview

Problem

Current methods for producing methacrylic acid esters rely on fossil-based chemicals and energy-intensive processes, with limited biocatalytic approaches for sustainable production.

Innovation Solution

A method utilizing alcohol acyltransferase to synthesize methacrylic acid esters from methacrylyl-CoA and alcohols or phenols, involving genetically modified microorganisms like Rhodococcus erythropolis, which produces methacrylyl-CoA from isobutyryl-CoA or 3-hydroxyisobutyryl-CoA, reducing environmental impact and energy consumption.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If conventional chemical production methods (ACH method or direct oxidation method) are used to produce methacrylic acid esters, then production efficiency and scalability are achieved, but dependence on fossil raw materials and high energy consumption occur

Engineering Contradiction:
Improveproduction efficiencyVSAvoidenergy consumption
Core Design Contradiction:
ProductivityVSUse of energy by moving object

Solution Approach 1:

The invention changes the fundamental parameters of the production system by replacing chemical catalysts with biological catalysts (enzymes), transforming the reaction conditions from harsh chemical environments to mild physiological conditions. This enables sustainable production from renewable biomass while maintaining efficiency

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention substitutes chemical synthesis mechanisms with biocatalytic mechanisms. Instead of using chemical reagents and high energy input, the system employs enzymatic reactions that occur under mild conditions, replacing the mechanical/chemical system with a biological system that is more energy-efficient and environmentally friendly

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

2Object-affected harmful factors

If biocatalytic methods are used to produce methacrylic acid esters from biomass, then environmental sustainability is improved, but production efficiency and scalability are reduced

Engineering Contradiction:
Improveenvironmental impactVSAvoidproduction efficiency
Core Design Contradiction:
Object-affected harmful factorsVSProductivity

Solution Approach 1:

The invention uses alcohol acyltransferase, an enzyme originally known for fruit flavor synthesis, and discovers its capability to produce methacrylic acid esters. This multi-functional application of the enzyme enables both environmental sustainability and viable production efficiency

Inventive Principle:
Principle #6Universality (Multi-functionality)

Solution Approach 2:

The invention optimizes reaction parameters including temperature (30-40°C), pH (6.0-7.5), and substrate concentration to maximize enzymatic activity and product yield, achieving both environmental friendliness and production efficiency

Inventive Principle:
Principle #35Parameter changes

3Ease of manufacture

If hydrolase is used to synthesize acrylic acid esters, then ester formation is achieved, but ester decomposition by hydrolysis activity occurs making it ineffective

Engineering Contradiction:
Improveester synthesis capabilityVSAvoidproduction effectiveness
Core Design Contradiction:
Ease of manufactureVSReliability

Solution Approach 1:

The invention extracts and utilizes only the acyltransferase activity from alcohol acyltransferase while excluding the hydrolytic activity. By selective application of the enzyme's synthetic capability under controlled conditions, the harmful decomposition effect is avoided

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The invention uses alcohol acyltransferase as a mediator that facilitates ester synthesis through acyl group transfer from acyl-CoA to alcohol, bypassing the hydrolysis pathway that would lead to decomposition

Inventive Principle:
Principle #24Intermediary (Mediator)

4Adaptability or versatility

If multiple enzyme genes are introduced into recombinant microorganisms to produce methacrylic acid from glucose, then theoretical production pathway is established, but practical production effectiveness is unproven

Engineering Contradiction:
Improveproduction pathway flexibilityVSAvoidproduction effectiveness
Core Design Contradiction:
Adaptability or versatilityVSReliability

Solution Approach 1:

The invention performs preliminary identification and screening of alcohol acyltransferase enzymes from various sources to find those with high methacrylic acid ester synthesis activity before large-scale production. This preliminary optimization ensures practical effectiveness

Inventive Principle:
Principle #10Preliminary action

Solution Approach 2:

The invention optimizes multiple parameters including enzyme source selection, reaction temperature, pH, substrate concentration, and cofactor availability to maximize production effectiveness and yield in recombinant systems

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 biocatalytic approach enables efficient, low-environmental-impact production of methacrylic acid esters, reducing energy and resource usage compared to conventional chemical methods, and allows for fermentative production within organisms.

Implementation Method 1

synthesizing methacrylic acid ester by causing an alcohol or phenol to act on methacrylyl-CoA under the presence of an alcohol acyltransferase

Methodology Applied
Scientific EffectEnzyme catalysis: Enzyme

Implementation Method 2

genetically modified microorganisms like Rhodococcus erythropolis, which produces methacrylyl-CoA from isobutyryl-CoA or 3-hydroxyisobutyryl-CoA

Methodology Applied
Scientific EffectFermentation: Fermentation

Data Source

PatentUS10851392B2Method for producing methacrylic acid ester
Publication Date: 2020.12.01 MITSUBISHI CHEM CORP
  • US10851392B2 patent drawing
  • US10851392B2 patent drawing
  • US10851392B2 patent drawing

AI summary

Provided is a method for producing a methacrylic acid ester using a biocatalyst, said method comprising a step for treating methacrylyl-CoA with an alcohol or phenol in the presence of an alcohol acyltransferase to synthesize the methacrylic acid ester. According to this production method, a methacrylic acid ester can be efficiently produced while largely reducing energy, resource and environmental load, compared with the conventional chemical production processes.