Enzyme FA-HY Hydroxylation of Unsaturated Fatty Acids

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Solution Overview

Problem

Current methods struggle to effectively synthesize hydroxylated and oxo fatty acids from unsaturated fatty acids, as they require precise introduction of hydroxyl and carbonyl groups at specific positions, which is challenging due to the complexity of distinguishing double bonds in unsaturated fatty acid molecules.

Innovation Solution

A novel enzyme, FA-HY, is identified in Lactobacillus acidophilus that hydroxylates specific positions of unsaturated fatty acids, and subsequent enzyme or chemical oxidation reactions are used to produce hydroxylated and oxo fatty acids with novel structures, including 13-hydroxy-cis-9-octadecenoic acid and 13-oxo-cis-9-octadecenoic acid, which act as agonists for nuclear receptors PPARα and PPARγ.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Manufacturing precision

If conventional methods are used to synthesize hydroxylated and oxo fatty acids from unsaturated fatty acids, then the process requires precise introduction of hydroxyl and carbonyl groups at specific positions, but the complexity of distinguishing double bonds in unsaturated fatty acid molecules makes this difficult

Engineering Contradiction:
Improveposition-specific hydroxyl and carbonyl group introductionVSAvoidcomplexity of distinguishing double bonds
Core Design Contradiction:
Manufacturing precisionVSDevice complexity

Solution Approach 1:

The patent uses enzyme FA-HY as a biological intermediary to catalyze the hydroxylation reaction at specific positions of unsaturated fatty acids. The enzyme naturally recognizes and acts on specific double bond positions, eliminating the need for complex chemical methods to distinguish between multiple double bonds. This biological mediator provides position-specific modification with high precision.

Inventive Principle:
Principle #24Intermediary (Mediator)

Solution Approach 2:

The patent replaces complex chemical synthesis mechanisms with enzymatic catalysis. Instead of using multiple chemical reagents and conditions to achieve position-specific hydroxylation, the system uses the specific catalytic activity of enzyme FA-HY to achieve the same result through biological recognition, simplifying the overall process.

Inventive Principle:
Principle #28Mechanics substitution (Replace mechanical system)

2Adaptability or versatility

If multiple double bonds are present in unsaturated fatty acid molecules, then the molecule has multiple potential reaction sites, but introducing hydroxyl and carbonyl groups at particular positions becomes challenging

Engineering Contradiction:
Improvemultiple potential reaction sitesVSAvoidintroduction at particular positions
Core Design Contradiction:
Adaptability or versatilityVSManufacturing precision

Solution Approach 1:

The enzyme FA-HY exhibits local catalytic activity, meaning it catalyzes hydroxylation at specific local positions (particular double bonds) rather than uniformly at all double bond positions. This local quality of the enzyme allows selective modification at desired positions while leaving other parts of the molecule unchanged, achieving position-specific functionalization.

Inventive Principle:
Principle #3Local quality

3Reliability

If hydroxylated fatty acids are produced from unsaturated fatty acids, then functional lipids with metabolic benefits can be obtained, but the synthesis process is difficult due to the need to distinguish double bonds

Engineering Contradiction:
Improvefunctional lipid productionVSAvoidsynthesis difficulty
Core Design Contradiction:
ReliabilityVSEase of manufacture

Solution Approach 1:

The enzyme FA-HY performs self-service by automatically recognizing and acting on the appropriate double bond positions without requiring external guidance or complex reaction conditions. The enzyme's active site is structured to specifically bind and catalyze at particular positions, making the synthesis process straightforward and reliable.

Inventive Principle:
Principle #25Self-service

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 method enables the production of rare fatty acids with specific activities, useful in medicinal, food, and cosmetic applications, demonstrating enhanced metabolism improvement and intestinal barrier function.

Implementation Method 1

A novel enzyme, FA-HY, is identified in Lactobacillus acidophilus that hydroxylates specific positions of unsaturated fatty acids

Methodology Applied
Scientific EffectEnzyme catalysis: Enzyme

Implementation Method 2

subsequent enzyme or chemical oxidation reactions are used to produce hydroxylated and oxo fatty acids

Methodology Applied
Scientific EffectOxidation: Oxidation

Data Source

PatentEP4060040A1Method for producing rare fatty acid using novel enzyme, and novel rare fatty acid
Publication Date: 2022.09.21 NOSTER INC
  • EP4060040A1 patent drawingFigure 1
  • EP4060040A1 patent drawingFigure 2
  • EP4060040A1 patent drawing

AI summary

The present invention provides production of hydroxylated fatty acid by a hydration reaction using a novel enzyme derived from lactobacillus and using fatty acid as a substrate, and further, a production method of oxo fatty acid by an enzyme reaction or chemical oxidation reaction using the hydroxylated fatty acid as a substrate. In addition, a valuable novel rare fatty acid obtained by such production method is also provided.