Recombinant Sesquiterpene Synthase for Patchoulol Production

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Solution Overview

Problem

Current methods for producing patchoulol and 7-epi-α-selinene, valuable compounds in perfumery, face challenges due to the variability and cost of natural plant extracts, and lack of cost-effective chemical synthesis, with existing sesquiterpene synthases only capable of producing one of these compounds, not both.

Innovation Solution

A polypeptide with a patchoulol and 7-epi-α-selinene synthase activity, having an amino acid sequence at least 70% identical to a specific sequence, is used to catalyze the production of both compounds from farnesyl pyrophosphate, either in vitro or in vivo, using a non-human host organism transformed with a nucleic acid encoding this sequence.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If plant extracts are used as source of terpenes, then natural compounds are obtained, but availability and quality vary due to climate and local conditions

Engineering Contradiction:
Improveavailability and qualityVSAvoiddependence on climate and local conditions
Core Design Contradiction:
ReliabilityVSAdaptability or versatility

Solution Approach 1:

The patent uses recombinant sesquiterpene synthase enzymes as intermediaries to convert FPP into target sesquiterpenes. These enzymes are produced in heterologous host systems (E. coli, yeast, or plant cells), serving as a mediator between simple chemical substrate (FPP) and complex natural products, eliminating dependence on natural plant extraction while maintaining product quality and availability.

Inventive Principle:
Principle #24Intermediary (Mediator)

Solution Approach 2:

The patent creates recombinant copies of sesquiterpene synthase genes from various plant sources and expresses them in heterologous systems. This copying approach allows production of identical enzyme functions without needing the original plant materials, thereby ensuring consistent supply and quality independent of geographical or climatic factors.

Inventive Principle:
Principle #26Copying

2Productivity

If existing sesquiterpene synthases are used, then one specific compound is produced, but inability to produce multiple compounds limits versatility

Engineering Contradiction:
Improvecompound productionVSAvoidproduct profile
Core Design Contradiction:
ProductivityVSAdaptability or versatility

Solution Approach 1:

The patent identifies and utilizes sesquiterpene synthase enzymes that exhibit multi-functionality, capable of producing multiple different sesquiterpene compounds from the same substrate FPP. By selecting enzymes with broad substrate acceptance and diverse product profiles, the system achieves versatility in producing patchoulol, 7-epi-α-selinene, and other sesquiterpenes using a single enzyme system.

Inventive Principle:
Principle #6Universality (Multi-functionality)

Solution Approach 2:

The patent employs parameter changes including pH optimization, temperature control, and particularly metal ion supplementation (Mg2+, Mn2+, Ca2+) to modulate enzyme activity and product distribution. By adjusting these parameters, the same enzyme system can be tuned to favor production of different sesquiterpene compounds, thereby achieving versatility without requiring multiple specialized enzymes.

Inventive Principle:
Principle #35Parameter changes

3Ease of manufacture

If chemical synthesis is used, then cost-effective production is achieved, but inability to produce both patchoulol and 7-epi-α-selinene simultaneously limits efficiency

Engineering Contradiction:
Improvecost-effectivenessVSAvoidmulti-compound production
Core Design Contradiction:
Ease of manufactureVSProductivity

Solution Approach 1:

The patent employs self-service principles where the recombinant enzyme system automatically catalyzes the conversion of FPP into multiple sesquiterpene products without requiring external intervention for each compound synthesis. The enzyme system naturally produces a mixture of compounds including both patchoulol and 7-epi-α-selinene in a single reaction, eliminating the need for separate synthesis pathways for each compound and thereby achieving both cost-effectiveness and multi-compound productivity.

Inventive Principle:
Principle #25Self-service

4Reliability

If purification of individual constituents from valerian oil is attempted, then natural compounds are obtained, but large scale purification is not feasible

Engineering Contradiction:
Improvenatural compound qualityVSAvoidpurification process
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The patent takes out the essential functional component (sesquiterpene synthase enzyme) from the complex natural source (valerian plant) and transfers it to a simple heterologous expression system. This extraction approach isolates the productive capability while eliminating the need to process and purify from complex natural matrices, thereby achieving natural compound quality without large-scale purification complexity.

Inventive Principle:
Principle #2Taking out (Extraction)

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 enables the efficient production of patchoulol and 7-epi-α-selinene as major products, with the polypeptide producing these compounds in high yields, overcoming the limitations of natural extract variability and cost, and providing a stable biochemical pathway for perfumery applications.

Implementation Method 1

A polypeptide with a patchoulol and 7-epi-α-selinene synthase activity is used to catalyze the production of both compounds from farnesyl pyrophosphate

Methodology Applied
Scientific EffectEnzyme catalysis: Enzyme

Data Source

PatentEP3312276B1Method for producing sesquiterpenes
Publication Date: 2020.02.19 FIRMENICH SA
  • EP3312276B1 patent drawingFigure 1A~1B
  • EP3312276B1 patent drawingFigure 2A~2D
  • EP3312276B1 patent drawingFigure 3

AI summary

The present invention provides a method of producing patchoulol and 7-epi-α-selinene, said method comprising contacting at least one polypeptide with farnesyl phyrophosphate (FPP). In particular, said method may be carried out in vitro or in vivo to produce patchoulol and 7-epi-α-selinene, compounds which can be useful in the field of perfumery. The present invention also provides the amino acid sequence of a polypeptide useful in the method of the invention. A nucleic acid encoding the polypeptide of the invention and an expression vector containing said nucleic acid are also part of the present invention. A non-human host organism or a cell transformed to be used in the method of producing patchoulol and 7-epi-α-selinene is also an object of the present invention.