Furyl Thioalkanals Flavoring Compounds for Meaty Notes

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Solution Overview

Problem

The flavor industry lacks new ingredients capable of imparting original and desirable meaty notes to edible products without the undesirable green or geranium-like notes associated with existing furanthiol derivatives, and there is a need for more potent and versatile flavoring compounds that can enhance the palatability of foods and beverages.

Innovation Solution

The development of 2-methyl-3-furanthiol derivatives, specifically 3-[(2-methyl-3-furyl)thio]alkanals, which possess unique organoleptic properties, such as juicy and meaty notes, and can be used at lower concentrations to achieve similar effects to current flavoring ingredients like sulfurol, without imparting off-notes like musty or geranium-like flavors.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Quantity of substance

If existing furanthiol derivatives are used to impart meaty notes, then meaty flavor is achieved, but undesirable green or geranium-like notes are produced

Engineering Contradiction:
Improvemeaty flavor intensityVSAvoidgreen or geranium-like off-notes
Core Design Contradiction:
Quantity of substanceVSObject-generated harmful factors

Solution Approach 1:

The patent applies parameter changes by modifying the chemical structure of furanthiol derivatives - specifically changing the carbonyl group position from ketone to aldehyde and varying the hydrocarbon chain length and saturation. This structural parameter modification transforms the flavor profile from producing green/geranium off-notes to delivering clean meaty notes with juicy character.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention creates composite flavor profiles through specific molecular structures combining the furan ring, thioether linkage, and aldehyde group with varying alkyl chains. This composite structural approach yields a synergistic effect producing enhanced meaty notes with juicy character while eliminating the unwanted green or geranium-like notes associated with simpler analogues.

Inventive Principle:
Principle #40Composite materials

2Quantity of substance

If higher concentrations of sulfur-containing flavorants are used to achieve potent meaty flavor, then flavor intensity increases, but musty or geranium-like off-notes appear

Engineering Contradiction:
Improveflavor intensityVSAvoidmusty or geranium-like off-notes
Core Design Contradiction:
Quantity of substanceVSObject-generated harmful factors

Solution Approach 1:

The patent utilizes parameter changes by optimizing the aldehyde chain length (C1-C6) and saturation level to achieve high flavor potency at low concentrations. The specific structural parameters - particularly the unsaturated hydrocarbon chain configuration - enable the compound to deliver strong meaty flavor at 0.1-2 ppm without generating musty or geranium-like off-notes even at higher dosages.

Inventive Principle:
Principle #35Parameter changes

3Quantity of substance

If known sulfur-containing flavorants are used to achieve meaty taste, then meaty flavor is obtained, but the flavor profile becomes one-dimensional and lacks versatility

Engineering Contradiction:
Improvemeaty taste strengthVSAvoidflavor profile dimensionality
Core Design Contradiction:
Quantity of substanceVSAdaptability or versatility

Solution Approach 1:

The invention employs composite molecular structures where the furan ring provides aromatic character, the thioether linkage contributes meaty notes, and the variable aldehyde chain (different lengths and saturation levels) adds dimensional complexity. This composite approach creates multi-dimensional flavor profiles with meaty, juicy, and roasted notes, enhancing versatility across different food applications compared to single-note sulfur flavorants.

Inventive Principle:
Principle #40Composite materials

Data Source

PatentUS7989013B2Furyl thioalkanals useful in the flavor industry
Publication Date: 2011.08.02 FIRMENICH SA
  • US7989013B2 patent drawing
  • US7989013B2 patent drawing
  • US7989013B2 patent drawing

AI summary

The invention relates to new derivatives of 2-methyl-3-furanthiol which are useful as flavoring ingredients to confer meaty, juicy taste to a large variety of edible consumer products, chewing gums and oral care products, without imparting thereto undesirable off-notes typical of prior known furanthiol derivatives.