Lettuce Extract for Stable 2-Acetyl-1-Pyrroline Aroma

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Solution Overview

Problem

The unstable nature of 2-acetyl-1-pyrroline (2-AP) makes it unsuitable for commercial synthesis, and there is a demand for natural or 'clean label' versions to provide foods with the desired aroma, as it is the principal compound responsible for the pleasant aroma in scented rice and other food products, but its instability and low odour threshold pose challenges for commercial use.

Innovation Solution

An extract from lettuce (Lactuca sativa), specifically stalk lettuce (Lactuca sativa var. angustana), comprising 2-acetyl-1-pyrroline and its precursors, which can be thermally processed to convert the precursors into 2-AP, is used as a flavoring ingredient in consumer products, enhancing or modifying their taste and aroma, and can be incorporated in various food and beverage products.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If 2-acetyl-1-pyrroline is used to provide pleasant aroma in food products, then the aroma quality is improved, but the compound's instability makes it unsuitable for commercial synthesis and storage

Engineering Contradiction:
Improvearoma qualityVSAvoidcompound stability
Core Design Contradiction:
ReliabilityVSStability of the object's composition

Solution Approach 1:

The patent applies preliminary action by incorporating 2-AP precursors (amino acids like proline and ornithine) into the food product before consumption. These precursors are stable and can be stored indefinitely. When the consumer cooks or processes the food, the precursors convert to 2-AP through Maillard reactions, providing the desired aroma at the moment of use without requiring stable storage of the unstable 2-AP itself.

Inventive Principle:
Principle #10Preliminary action

Solution Approach 2:

The patent uses stable amino acids as intermediary substances that serve as precursors to the unstable 2-AP. These intermediaries (proline, ornithine) are chemically stable, non-volatile compounds that can be commercially synthesized and stored. They act as proxies for 2-AP, converting to the aromatic compound only when triggered by thermal processing during food preparation.

Inventive Principle:
Principle #24Intermediary (Mediator)

2Reliability

If synthetic 2-acetyl-1-pyrroline is used to provide aroma, then the aroma effect is achieved, but natural or clean label versions are preferred by consumers

Engineering Contradiction:
Improvearoma effectVSAvoidmanufacturing preference
Core Design Contradiction:
ReliabilityVSEase of manufacture

Solution Approach 1:

The patent applies copying by using stable amino acid precursors that replicate the function of 2-AP without being the actual unstable compound. These precursor copies (proline, ornithine) are naturally occurring, stable substances that can be commercially manufactured and stored. When processed, they generate the authentic 2-AP aroma, providing a natural/clean label solution that achieves the same sensory effect as direct 2-AP addition.

Inventive Principle:
Principle #26Copying

3Reliability

If 2-acetyl-1-pyrroline is added to food products, then the pleasant aroma is enhanced, but the low odour threshold requires precise control at very low concentrations

Engineering Contradiction:
Improvearoma enhancementVSAvoidconcentration control
Core Design Contradiction:
ReliabilityVSManufacturing precision

Solution Approach 1:

The patent applies parameter changes by shifting from controlling trace amounts of volatile 2-AP (requiring precision at ppm/ppb levels) to controlling much larger amounts of stable, non-volatile amino acid precursors (at % level concentrations). This parameter transformation allows standard manufacturing practices to achieve the desired aroma effect without requiring ultra-precise dosing equipment or specialized handling procedures for the unstable compound.

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

The extract effectively imparts a pleasant aroma to consumer products, meeting the demand for natural and stable 2-AP, enhancing consumer acceptance by providing a fragrant and flavorful experience without the instability issues of synthetic 2-AP, and can be used in a range of applications from rice to other food products.

Implementation Method 1

2-AP can be formed in Maillard reactions in low yield. The amino acids proline and ornithine are discussed in literature as precursors of 2-AP by reacting to 2-AP upon thermal processing.

Methodology Applied
Scientific EffectMaillard reaction: Chemical Bonding

Data Source

PatentUS20210386103A1Lettuce extract
Publication Date: 2021.12.16 FIRMENICH SA
  • US20210386103A1 patent drawing
  • US20210386103A1 patent drawing
  • US20210386103A1 patent drawing

AI summary

Described herein are an extract from lettuce (Lactuca sativa), in particular of stalk lettuce (Lactuca sativa var. angustana), including 2-acetyl-1-pyrroline and, optionally, precursors of 2-acetyl-1-pyrroline as well as flavoring compositions including such an extract and a method for the preparation of such an extract. Also described herein are the use of such an extract as a taste or flavor ingredient in a consumer product and a method of enhancing, improving, modifying the taste or flavor of a consumer product by making use of such an extract.