Patent Summary: Flavor Enhancer for Matcha-Flavored Foods and Beverages, and Method for Improving Matcha Flavor Using Epoxidized Aldehydes and Alkylpyrazines

Patent Summary: Flavor Enhancer for Matcha-Flavored Foods and Beverages, and Method for Improving Matcha Flavor Using Epoxidized Aldehydes and Alkylpyrazines

Summary

Summarized here is the patent document (JP6814259B2) in Japanese. The document is translated with google translates.

1) What the Patent Discloses (What Does What?)

The patent discloses a flavor enhancer specifically designed for matcha-flavored foods and beverages. This enhancer works by adding specific compounds—previously unused in matcha flavorings—to impart or restore the characteristic sweet aroma and rich, full-bodied "premium feel" of high-grade matcha.

The active ingredients are:

  • Epoxidized aliphatic unsaturated aldehydes (specifically 4,5-epoxy-2-decenal and 4,5-epoxy-2,7-decadienal): These impart the inherent sweet aroma of matcha.
  • Alkylpyrazines (specifically 2,6-dimethyl-3-ethylpyrazine and 2,3-diethyl-5-methylpyrazine): These impart richness and a premium feel (luxury) characteristic of high-grade matcha.

When added to matcha products or flavorings, these compounds significantly improve the flavor profile, making it more natural and complex, and also help maintain flavor persistence over time.

2) Background (Why the Patent Advances the Art)

The patent identifies several problems with existing matcha flavoring methods (Paragraphs [0003] - [0004], [0008]):

  • Cost: Real matcha is expensive due to labor-intensive cultivation (shaded growth) and stone-grinding processes.
  • Stability/Fading: Matcha aroma fades easily and deteriorates over time (poor flavor persistence).
  • Incomplete Flavor Profile: Prior to this invention, matcha flavorings relied primarily on components like dimethyl sulfide or just powdered matcha. They failed to capture the sweet aroma and rich, full-bodied taste (luxury) specific to high-quality matcha.

The inventors advanced the art by discovering that specific epoxidized aldehydes and alkylpyrazines—compounds not previously known or used as key matcha aroma components—synergistically recreate the elusive sweet and premium notes of natural matcha.

3) Embodiments Showing Flavor Improvement and Shelf Life Extension

The patent provides sensory evaluation results demonstrating flavor improvement. Regarding shelf life (stability), Paragraph [0009] explicitly states: "Furthermore, we found that adding them to matcha extracts, etc., preserves the matcha flavor of natural fragrances, which conventionally deteriorates over time."

Embodiment Examples:

  • Example A1 & Test Example A1 (Table 3): Adding 4,5-epoxy-2-decenal at 0.2 ppb to a matcha-infused sencha beverage increased the sensory score for "Sweet aroma of matcha" from 1.9 (Comparative Example) to 6.2 (on a 7-point scale). Total flavor improvement rate was 302% .
  • Example B1 & Test Example B1 (Table 20): Adding 2,6-dimethyl-3-ethylpyrazine at 0.1 ppb increased the "Richness" score from 2.0 to 6.0 and "Sweet aroma" from 1.9 to 6.1, with an improvement rate of 303% .
  • Application Versatility: The enhancer was successfully demonstrated in beverages (milk, sencha), bread, biscuits, ice cream, pudding, hard candy, and chocolate (Examples A5-A12; B5-B12).

4) The Claims in Detail

The claims are listed in the front section of the patent (Pages 1-2). The key independent claims are:

  • Claim 1: A flavor enhancer comprising an epoxidized aliphatic unsaturated aldehyde (Formula 1: 4,5-epoxy-2-decenal or 4,5-epoxy-2,7-decadienal).
  • Claim 2: A flavor enhancer comprising at least one alkylpyrazine (Formula 2).
  • Claim 5: A flavoring composition containing the enhancer of Claims 1-4.
  • Claim 6: A method for improving flavor by adding the enhancer so that the alkylpyrazine concentration is 0.01 ppt to 1.0 ppm.
  • Claim 9: A method for improving flavor by adding the enhancer so that the epoxidized aliphatic unsaturated aldehyde concentration is 0.1 ppt to 10 ppm.

Dependent Claims (3, 4, 7, 8) further specify combinations with other fragrance materials (e.g., geraniol, 2-methylbutyraldehyde, ethyl cinnamate, furanone, isoeugenol) to enhance "luxury" and "sweetness."

5) Formulas and Flavor Agents with Dosages

Active Compounds and Formulas:

  • Formula (1): Epoxidized aliphatic unsaturated aldehyde
    • 4,5-epoxy-2-decenal (C10H16O2) - Structure includes an epoxy group at C4-C5 and a double bond at C2-C3.
    • 4,5-epoxy-2,7-decadienal (C10H14O2) - Same as above plus a double bond at C7-C8.
  • Formula (2): Alkylpyrazines
    • 2,6-dimethyl-3-ethylpyrazine
    • 2,3-diethyl-5-methylpyrazine

Dosages (Concentration in Final Food/Beverage):

Agent General Range Preferred Range / Examples
Epoxidized Aldehyde 0.1 ppt – 10 ppm 50 ppt – 500 ppb
Example A1 0.2 ppb (4,5-epoxy-2-decenal)
Example A2 0.5 ppb (4,5-epoxy-2,7-decadienal)
Alkylpyrazines 0.01 ppt – 1.0 ppm 1 ppt – 1 ppb
Example B1/B2 0.1 ppb
Combination Use
Pyrazine + Epoxy (Decenal) 1 ppt – 200 ppb 20 ppt – 2 ppb
Pyrazine + Epoxy (Decadienal) 1 ppt – 50 ppm 50 ppt – 500 ppb

Synergistic Agents (for "Luxury" and "Sweetness"):

  • Luxury Agents (Table 1): Geraniol (2 ppb - 2 ppm), Ethyl Cinnamate (5 ppt - 50 ppb), 2-Methylbutyraldehyde (500 ppt - 500 ppb).
  • Sweetness Agents (Table 2): (Z)-1,5-Octadien-3-one (5 ppt - 5 ppm), 3-Methylnonane-2,4-dione (20 ppq - 2 ppm), Isoeugenol (50 ppt - 50 ppb).

Background

Matcha is a distinctively produced Japanese green tea, created by grinding specially cultivated leaves into a fine, vibrant green powder. Its unique production process and flavor profile have made it a prized ingredient in traditional tea ceremonies and, increasingly, a popular flavor in the global food and beverage industry .

Traditional Matcha Production and Flavor Profile
The characteristic qualities of matcha are the result of specific cultivation and processing steps:

  • Shade Cultivation: About 20–30 days before harvest, tea plants (Camellia sinensis) are covered to block direct sunlight. This process increases the leaves' chlorophyll content, giving matcha its bright green color, and boosts the production of L-theanine, an amino acid responsible for its savory "umami" flavor .
  • Processing: Only the youngest, hand-picked leaves are selected. They are then steamed to prevent oxidation, dried, and have their stems and veins removed to become "tencha." Finally, the tencha is slowly stone-ground into an ultra-fine powder .

This meticulous process yields a complex flavor that is rich, savory, slightly bitter, and often has a natural sweetness. High-grade matcha is particularly known for a characteristic "seaweed-like" or "covered" aroma, which comes from compounds like dimethyl sulfide and ionones .

The Challenge of Matcha Flavorings
With matcha's rise in popularity as an ingredient in everything from lattes and ice cream to baked goods and chocolates, the food industry relies on matcha flavorings to meet demand . However, using matcha and its extracts in large-scale manufacturing presents several challenges:

  • High Cost and Limited Supply: Authentic matcha is expensive and labor-intensive to produce. Climate-related harvest issues and surging global demand have led to significant supply shortages and price spikes .
  • Flavor Instability: Natural matcha flavor is volatile and fades over time. Products made with matcha extract can lose their characteristic fresh and complex notes, resulting in a lack of flavor persistence and a less appealing product.

These limitations create a need for advanced flavoring solutions that can deliver an authentic, stable, and cost-effective matcha experience without relying solely on the increasingly scarce and expensive natural powder.

JP6814259B2 - Matcha flavor improver - Google Patents

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