Enzymatic Stabilization of Thiol Flavor Compounds

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Solution Overview

Problem

Thiol-containing flavor compounds in foods and beverages, such as coffee, tea, and chocolate, are unstable and prone to evaporation and unwanted reactions, leading to flavor degradation and the generation of unpleasant side products in existing stabilization methods.

Innovation Solution

The enzymatic conversion of reactive thiol groups into disulfide groups using sulfhydryl oxidase, specifically sulfhydryl oxidase Erv1p, which catalyzes the formation of aroma-active disulfides, enhancing the stability of flavor compounds and preventing unwanted reactions.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Quantity of substance

If thiol-containing flavor compounds are used to provide characteristic aroma, then flavor intensity is improved, but stability deteriorates due to evaporation and unwanted reactions

Engineering Contradiction:
Improveflavor compound concentrationVSAvoidflavor compound stability
Core Design Contradiction:
Quantity of substanceVSStability of the object's composition

Solution Approach 1:

The patent uses an enzyme (oxidase or peroxidase) as an intermediary to catalyze the conversion of unstable thiol groups into stable disulfide groups. The enzyme acts as a mediator that facilitates this chemical transformation without being consumed, thereby stabilizing the flavor compounds while preserving their aromatic properties through the formation of disulfide derivatives

Inventive Principle:
Principle #24Intermediary (Mediator)

Solution Approach 2:

The patent changes the chemical state of the flavor compounds by converting thiol groups (-SH) into disulfide groups (-S-S-) through enzymatic oxidation. This parameter change in the molecular structure transforms the unstable thiol compounds into stable disulfide compounds, resolving the contradiction between flavor intensity and stability

Inventive Principle:
Principle #35Parameter changes

2Stability of the object's composition

If antioxidants are added to prevent oxidation of flavor compounds, then stability is improved, but unwanted side products are generated

Engineering Contradiction:
Improveflavor compound stabilityVSAvoidunwanted side products
Core Design Contradiction:
Stability of the object's compositionVSObject-generated harmful factors

Solution Approach 1:

The patent extracts or removes the unstable thiol groups from the flavor compound mixture through enzymatic conversion into disulfide groups. By specifically targeting and converting only the unstable thiol compounds, the method eliminates the source of instability without requiring additional antioxidants that would generate unwanted side products

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The patent replaces the chemical mechanism of antioxidant oxidation with an enzymatic mechanism. Instead of using chemical antioxidants that react with oxidizing species and generate side products, the patent employs enzymes (oxidase or peroxidase) to catalyze the direct conversion of thiols to disulfides, providing a more selective and cleaner stabilization process

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 significantly increases the stability of flavor compounds, preserving the characteristic aroma of foods and beverages by converting thiol-containing compounds into disulfides with improved shelf life and sensory properties, while avoiding the generation of unwanted side products.

Implementation Method 1

an enzyme catalyzing the formation of aroma-active disulfides... contacting or admixing the thiol-containing flavor... with an enzyme catalyzing the formation of disulfides and bringing said mixture into contact with oxygen

Methodology Applied
Scientific EffectOxidation: Oxidation

Implementation Method 2

The enzymatic conversion of reactive thiol groups into disulfide groups using sulfhydryl oxidase, specifically sulfhydryl oxidase Erv1p, which catalyzes the formation of aroma-active disulfides

Methodology Applied
Scientific EffectEnzyme catalysis: Enzyme

Data Source

PatentEP2145547B1Increased stability of flavor compounds
Publication Date: 2012.06.27 KRAFT FOODS R&D INC(US)
  • EP2145547B1 patent drawingFigure 1
  • EP2145547B1 patent drawingFigure 2
  • EP2145547B1 patent drawingFigure 3

AI summary

The present invention is directed to the treatment of reactive thiol groups (-SH) found in thiol-containing flavor compounds by a highly selective enzymatic conversion into aroma-active disulides compounds using sulfhydryl oxidase.