Enzymatic Glucose to Fructose Conversion via Segmentation

Resolve Bottlenecks,
Find Innovative Solutions
Generate Solutions

Solution Overview

Problem

Current processes for producing furan derivatives from D-glucose face challenges such as low initial substrate concentrations and overall yields, complex chromatographic methods for purifying fructose, and the formation of by-products, especially at high temperatures and pressures.

Innovation Solution

A process involving enzymatic conversion of D-glucose to D-fructose using multiple oxidoreductases, followed by regeneration of cofactors, allowing for high initial glucose concentrations and efficient conversion to furan derivatives, including hydroxymethylfurfural, using acidic catalysts and solvents like N-methyl-2-pyrrolidone.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Ease of manufacture

If D-glucose is converted to D-fructose using D-glucose isomerase, then the conversion process is simple and suitable for industrial applications, but only about 42% of D-glucose can be converted to D-fructose

Engineering Contradiction:
Improveconversion process simplicityVSAvoidconversion efficiency
Core Design Contradiction:
Ease of manufactureVSProductivity

Solution Approach 1:

The conversion process is segmented into two distinct enzymatic steps: first reducing D-glucose to D-sorbitol using xylose reductase, then oxidizing D-sorbitol to D-fructose using sorbitol dehydrogenase. This segmentation allows each enzyme to perform its specific function optimally, achieving complete conversion whereas a single isomerase enzyme is limited to 42% conversion efficiency.

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

D-sorbitol is introduced as an intermediate compound in the conversion pathway from D-glucose to D-fructose. This intermediate allows the use of two specialized enzymes (xylose reductase and sorbitol dehydrogenase) that work sequentially to achieve complete conversion, bypassing the limitations of direct isomerase conversion.

Inventive Principle:
Principle #24Intermediary (Mediator)

2Manufacturing precision

If chromatographic methods are used to enrich D-fructose, then D-fructose purity is improved, but the process complexity increases significantly

Engineering Contradiction:
ImproveD-fructose purityVSAvoidprocess complexity
Core Design Contradiction:
Manufacturing precisionVSDevice complexity

Solution Approach 1:

The dual-enzyme system performs self-service by achieving complete conversion of D-glucose to D-fructose through sequential enzymatic reactions, eliminating the need for external chromatographic purification processes. The enzymatic pathway itself provides the purification function by selectively converting glucose to fructose without requiring complex separation equipment.

Inventive Principle:
Principle #25Self-service

3Speed

If high temperatures and pressures are used in furan derivative production, then reaction speed is improved, but by-product formation increases

Engineering Contradiction:
Improvereaction speedVSAvoidby-product formation
Core Design Contradiction:
SpeedVSObject-generated harmful factors

Solution Approach 1:

The harsh mechanical conditions of high temperature and pressure are replaced with a mild enzymatic system operating at physiological temperatures. The xylose reductase and sorbitol dehydrogenase enzymes catalyze the conversion efficiently under gentle conditions, avoiding the thermal degradation and by-product formation associated with high-temperature processing while maintaining high reaction rates through enzymatic catalysis.

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

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 achieves high conversion rates of D-glucose to D-fructose and subsequent furan derivatives with improved yields and reduced by-product formation, enabling more efficient and economically viable production of furan compounds.

Implementation Method 1

first an enzymatically catalyzed reduction to D-sorbitol and subsequently an enzymatically catalyzed oxidation of D-sorbitol to D-fructose are carried out

Methodology Applied
Scientific EffectEnzymatic reduction: Enzyme

Implementation Method 2

first an enzymatically catalyzed reduction to D-sorbitol and subsequently an enzymatically catalyzed oxidation of D-sorbitol to D-fructose are carried out

Methodology Applied
Scientific EffectEnzymatic oxidation: Enzyme

Implementation Method 3

D-glucose is converted to D-fructose with the involvement of two or more oxidoreductases

Methodology Applied
Scientific EffectRedox reactions: Redox Reactions

Implementation Method 4

D-fructose is converted to furan derivatives using acidic catalysts and solvents like N-methyl-2-pyrrolidone

Methodology Applied
Scientific EffectAcid catalysis: Catalysis

Data Source

PatentEP2812440B1Method for production of furane derivatives from glucose
Publication Date: 2019.06.26 NOVOLANA GMBH
  • EP2812440B1 patent drawingFigure 1
  • EP2812440B1 patent drawingFigure 2
  • EP2812440B1 patent drawingFigure 3

AI summary

Disclosed is a method for obtaining furan derivatives from D-glucose. In said method, A) D-glucose is transformed into D-fructose in an enzymatic process in which redox cofactors are used and regenerated, one of the two redox cofactors being obtained in the reduced form thereof and the other redox cofactor being obtained in the oxidized form thereof as a result of at least two additional enzymatically catalyzed redox reactions taking place in the same reaction batch, D-glucose being transformed into D-fructose with the aid of two or more oxidoreductases, and B) D-fructose is converted into furan derivatives. The use of furan derivatives produced in said manner is also disclosed.