Amadori Rearrangement Product Yield via Tea Polyphenol Inhibition

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Solution Overview

Problem

The low yield of Amadori rearrangement products (ARPs) in the water phase limits their commercial production, and existing methods, such as chemical synthesis or sodium sulfite addition, are either environmentally harmful or pose food safety risks.

Innovation Solution

A method involving the addition of tea polyphenols to deoxyosones, combined with vacuum decompression dehydration, to inhibit ARP degradation and enhance their yield, using a pH-adjusted mixture of amino acids, sugars, and tea polyphenols under controlled temperature and time conditions.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If chemical synthesis methods (e.g., absolute methanol) are used to increase ARP yield, then the ARP yield is improved, but physiological toxicity and environmental pollution increase

Engineering Contradiction:
ImproveARP yieldVSAvoidphysiological toxicity and environmental pollution
Core Design Contradiction:
ProductivityVSObject-affected harmful factors

Solution Approach 1:

The invention changes the reaction parameters by using water as solvent instead of organic solvents, adjusting pH to 6-9, and controlling temperature at 60-90°C to achieve high ARP yield without toxic chemicals. This transforms the reaction conditions from harmful to safe while maintaining high productivity.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention introduces tea polyphenols as an intermediary substance that reacts with deoxyosones to form stable adducts, preventing ARP degradation. This natural intermediary replaces harmful chemical additives while achieving the same protective function, eliminating toxicity and environmental pollution.

Inventive Principle:
Principle #24Intermediary (Mediator)

2Productivity

If sodium sulfite is added to increase ARP yield, then the ARP yield is improved, but food safety problems arise due to sulfite residues

Engineering Contradiction:
ImproveARP yieldVSAvoidfood safety risks from sulfite
Core Design Contradiction:
ProductivityVSObject-affected harmful factors

Solution Approach 1:

The invention replaces sodium sulfite with tea polyphenols as the intermediary substance. Tea polyphenols naturally react with deoxyosones to form stable adducts, providing the same protective function against ARP degradation without leaving harmful residues, thus resolving the food safety issue while maintaining high yield.

Inventive Principle:
Principle #24Intermediary (Mediator)

Solution Approach 2:

The invention uses natural tea polyphenols instead of industrial chemical additives like sodium sulfite. These natural substances are safer for food applications and can be easily removed or degraded, leaving no persistent harmful residues in the final product.

Inventive Principle:
Principle #27Cheap short-living objects (Disposable)

3Object-affected harmful factors

If conventional water phase Maillard reaction is used, then food-grade safety is maintained, but ARP yield remains below 5%

Engineering Contradiction:
Improvefood-grade safetyVSAvoidARP yield
Core Design Contradiction:
Object-affected harmful factorsVSProductivity

Solution Approach 1:

The invention optimizes reaction parameters including pH (6-9), temperature (60-90°C), and reaction time to significantly enhance ARP yield in water phase while maintaining food-grade safety. These parameter adjustments transform the conventional low-yield reaction into a high-productivity process.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention introduces tea polyphenols as a natural intermediary that selectively reacts with deoxyosones to form stable adducts, preventing ARP degradation pathways. This increases the net ARP yield from below 5% to over 80% while using only food-safe natural substances.

Inventive Principle:
Principle #24Intermediary (Mediator)

4Temperature

If high-temperature processing is applied to enhance flavor, then aroma intensity is improved, but aroma stability deteriorates due to volatile loss

Engineering Contradiction:
Improveprocessing temperatureVSAvoidaroma loss
Core Design Contradiction:
TemperatureVSLoss of substance

Solution Approach 1:

The invention performs preliminary Maillard reaction to generate ARP flavor precursors before final food processing. These precursors are stable during storage and only undergo further reaction during cooking to produce the desired aroma, preventing premature volatile loss while ensuring flavor development at the optimal time.

Inventive Principle:
Principle #10Preliminary action

Solution Approach 2:

The invention changes the reaction conditions to produce stable ARP intermediates that can withstand subsequent high-temperature processing. By controlling pH, temperature, and reaction time, the method creates flavor precursors that are thermally stable during storage but reactive during cooking, resolving the contradiction between aroma intensity and stability.

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 method significantly increases ARP yield to 80% or above, achieving a high yield while maintaining food-grade safety and environmental sustainability, overcoming the limitations of previous methods.

Implementation Method 1

addition of tea polyphenols to deoxyosones inhibits degradation of the Amadori rearrangement products

Methodology Applied
Scientific EffectAddition reaction: Chemical Bonding

Implementation Method 2

heating at a constant temperature in a water bath to obtain a reaction solution

Methodology Applied
Scientific EffectHeating: Heating

Implementation Method 3

performing vacuum decompression dehydration reaction on the reaction solution obtained in step (2) at a constant temperature

Methodology Applied
Scientific EffectVacuum dehydration: Vacuum Distillation

Data Source

PatentUS11903401B2Method for increasing yield of Amadori rearrangement products based on inhibition mechanism of tea polyphenols and deoxyosones to degradation of Amadori rearrangement products
Publication Date: 2024.02.20 ANHUI QIANGWANG FLAVORING FOOD CO LTD
  • US11903401B2 patent drawing
  • US11903401B2 patent drawing
  • US11903401B2 patent drawing

AI summary

A method for increasing the yield of Amadori rearrangement products (ARP) based on a mechanism in which addition of tea polyphenols to deoxyosones inhibits degradation of the ARP. The method includes the following steps: dissolving and mixing amino acid, sugar and tea polyphenol in water, and adjusting a pH value; placing the obtained mixed solution in a reaction flask, and heating the mixed solution at a constant temperature in a water bath to obtain a reaction solution; and performing vacuum decompression dehydration reaction at a constant temperature; after the reaction is completed, using an ice bath to terminate the reaction to obtain a solid reactant, and redissolving the solid reactant in water to obtain an ARP solution. This method promotes the formation of ARP and inhibits degradation of ARP, so that ARP is accumulated and enriched in a large amount (80% and above yield).