Amberketal Biocatalysis Using SHC Enzymes for Selective Synthesis

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Solution Overview

Problem

The supply of natural Manool, a precursor for Amberketal, is limited, making traditional chemical synthesis inefficient and costly, necessitating a new, cost-effective synthetic route for Amberketal and its homologues.

Innovation Solution

A biocatalytic method using squalene-hopene cyclase (SHC) enzymes or enzyme variants to convert polyunsaturated alcohols of formula (II) into Amberketal and its homologues, employing milder reaction conditions and achieving high selectivity through enzymatic polycyclisation and internal ketalisation.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Ease of manufacture

If traditional chemical synthesis is used to produce Amberketal from Manool, then the production can be achieved, but the supply is limited and the process is costly

Engineering Contradiction:
Improvecost-effectivenessVSAvoidsupply availability
Core Design Contradiction:
Ease of manufactureVSQuantity of substance

Solution Approach 1:

The patent changes the chemical parameters by using a biocatalytic approach with squalene-hopene cyclase enzymes instead of traditional chemical reagents and conditions. This enzymatic conversion of polyunsaturated alcohols to Amberketal and homologues provides a new production route that is not limited by natural Manool supply and reduces production costs through more efficient catalysis

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent replaces the mechanical/chemical synthesis system with a biological enzymatic system. The squalene-hopene cyclase enzymes naturally perform the cyclization reaction that traditionally required chemical catalysts and harsh conditions, providing a more sustainable and cost-effective manufacturing approach

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

2Manufacturing precision

If traditional chemical synthesis methods are used, then Amberketal can be produced, but the reaction conditions are harsh and selectivity is lower

Engineering Contradiction:
ImproveselectivityVSAvoidreaction conditions
Core Design Contradiction:
Manufacturing precisionVSTemperature

Solution Approach 1:

The patent changes the physical parameters of the reaction by using enzymatic catalysis that operates under milder temperature and pH conditions compared to traditional chemical synthesis. The enzymes function at physiological conditions, reducing energy consumption and improving selectivity for the desired Amberketal product

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent introduces squalene-hopene cyclase enzymes as intermediary biocatalysts that mediate the conversion of polyunsaturated alcohols to Amberketal. These enzymes provide a selective catalytic pathway that achieves high manufacturing precision while avoiding the harsh conditions required by direct chemical synthesis

Inventive Principle:
Principle #24Intermediary (Mediator)

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 provides a cost-effective and efficient production of Amberketal and its homologues, offering high selectivity and milder reaction conditions compared to traditional chemical synthesis.

Implementation Method 1

contacting a compound of formula (II) with a squalene-hopene cyclase (SHC) enzyme or enzyme variant

Methodology Applied
Scientific EffectEnzymatic catalysis: Enzyme

Data Source

PatentUS12584153B2Enzyme-mediated process for making Amberketal and Amberketal homologues
Publication Date: 2026.03.24 GIVAUDAN SA
  • US12584153B2 patent drawing
  • US12584153B2 patent drawing
  • US12584153B2 patent drawing

AI summary

An enzyme-mediated method for the production of Amberketal and Amberketal homologues, the products of said method, and uses of said products.