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Lipoxygenase-catalyzed production of unsaturated c10-aldehydes from polyunsaturated fatty acids (PUFA)

A technology of unsaturated fatty acid and lipoxygenase, applied in the field of producing aliphatic unsaturated C10-aldehyde compounds, which can solve the problems of no supply and low productivity

Pending Publication Date: 2021-08-20
FIRMENICH SA +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0013] WO2008056291 and EP-A-1 921 134 describe a cyanobacterium LOX, WP_012407347.1, and propose its use in the production of fatty acid hydroperoxides, but do not provide for the production of unsaturated C 10 - Evidence for aldehydes such as decadienal
[0014] Although about the unsaturated C 10 - The biocatalytic synthesis of aldehydes has been reported differently, but the enzyme systems described in the prior art still suffer from low productivity, therefore, there is no industrial-scale production of C 10 - Aldehyde provides suitable base

Method used

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  • Lipoxygenase-catalyzed production of unsaturated c10-aldehydes from polyunsaturated fatty acids (PUFA)
  • Lipoxygenase-catalyzed production of unsaturated c10-aldehydes from polyunsaturated fatty acids (PUFA)
  • Lipoxygenase-catalyzed production of unsaturated c10-aldehydes from polyunsaturated fatty acids (PUFA)

Examples

Experimental program
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Effect test

Embodiment approach

[0123] The invention relates to the following specific embodiments:

[0124] 1. A polypeptide having the enzymatic activity of lipoxygenase, especially bifunctional LOX, whose amino acid sequence comprises a consensus sequence pattern selected from SEQ ID NO:54; or comprises at least one selected from the following SEQ ID NOs Partial consensus sequence pattern for :54:

[0125] a) AKxxxxxADxxxxxxxxHxxxxHxxxxPxA (SEQ ID NO: 240),

[0126] b) VxGxxxxxxxxxxxLxxxxxxxxxxxxxxxHxxxNxxQxxYxxxxxN (SEQ ID NO: 241),

[0127] and

[0128] c) LxxxxxxIxxxNxxxxxxYxxxxPxxxxxSI (SEQ ID NO: 242);

[0129] d) or any combination from a), b) and c), especially a combination of a), b) and c).

[0130] Wherein each amino acid residue x can be independently selected from any natural amino acid residues.

[0131] 2. The polypeptide of embodiment 1, which comprises the enzymatic activity of a lipoxygenase, in particular a bifunctional LOX, whose amino acid sequence comprises a consensus sequence p...

Embodiment 1

[0501] Example 1: Analysis of algal sources and aromatic aldehydes

[0502] Plant material of Ulva fasciata (Sample ID: PA-2017-0012) was collected from Nan'ao City, Guangdong Province, China. 1 g of the crushed sample was placed in a 20 mL vial for further SPME-GC-MS analysis.

[0503] To determine whether U. fasciata contained decadienal or decatrienal, fresh samples were analyzed by SPME-GC-MS as described in the Methods section.

[0504] One gram of crushed Ulva schistosa sample was placed in a 20 mL vial containing 3 mL of Tris-HCl buffer (pH = 7.5). Mix 30 μL of fatty acid substrate (30 μL of LA, ALA, GLA, EPA, ARA, borage oil hydrolyzate, arachidonic acid oil hydrolyzate, linseed oil hydrolyzate, or fish oil hydrolyzate in 1 ml ethanol, respectively) and 10 μL An internal standard (80 ppm alpha-ionone in ethanol) was added to the vials for incubation. After incubation at room temperature for 10 min, the SPME-GC-MS method described in the "Methods" section was used ...

Embodiment 2

[0508] Example 2: Transcriptome analysis and identification of UfLOX protein

[0509] The total RNA of Ulva lobata was extracted using RNeasy Plant Mini Kit (Qiagen, Germany). Use for Illumina Total RNA samples were processed with UltraTM RNA Library Preparation Kit (NEB, USA) and TruSeq PE Cluster Kit (Illumina, USA) and then sequenced on the Illumina HiSeq 2500System. 38 million 2x150bp paired-end reads (reads) were generated. Reads were processed using Trinity (http: / / trinityrnaseq.sf.net / ) software, resulting in 91564 transcripts with an N50 of 2262. The obtained transcripts were translated into protein sequences, and then the NCBI non-redundant protein sequence database was searched for functional annotation using the tblastx algorithm. Mining of a candidate protein sequence for LOX by Pfam search and relative expression levels.

[0510] Use SMARTer first TM The RACE cDNA Amplification Kit (Clontech, Takara, Japan) was used to reverse transcribe the total RNA sam...

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Abstract

The present invention provides novel methods for the lipoxygenase (LOX)-catalyzed production of aliphatic unsaturated C10- aldehyde compounds from polyunsaturated fatty acid (PUFA) sources. The present invention also relates to the isolation and characterization of novel, preferably bifunctional LOXs from different algae sources and the identification of structurally and / or functionally related LOXs from different bacterial sources. The present invention also relates to the provision of enzyme mutants derived from said newly identified enzymes. A further aspect of the present invention relates to corresponding coding sequences of said enzymes, recombinant vectors, and recombinant host cells suitable for the production of such LOXs and for performing the novel production methods of aliphatic unsaturated C10- aldehyde compounds. Another aspect of the invention relates to the use of particular aldehydes or aldehyde mixtures, as obtained according to the present invention as flavor ingredient or ingredient for food or feed compositions.

Description

technical field [0001] The present invention provides lipoxygenase (LOX) catalyzed production of aliphatically unsaturated C from polyunsaturated fatty acid (PUFA) sources. 10 - A new approach to aldehyde compounds. The present invention also relates to the isolation and characterization of novel, preferably bifunctional LOXs from different algal sources, and the identification of structurally and / or functionally related LOXs from different bacterial sources. The present invention also relates to the provision of enzyme mutants derived from said newly identified enzymes. Another aspect of the invention relates to the corresponding coding sequences for said enzymes, recombinant vectors and recombinant host cells suitable for the production of such LOXs and for the execution of aliphatically unsaturated C 10 - A new method for the production of aldehyde compounds. Another aspect of the invention relates to the use of a specific aldehyde or aldehyde mixture obtained according ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C12P7/24
CPCC12P7/24A23K20/105A23L27/2024A23V2002/00C12N9/0069C12Y113/11
Inventor 韩磊王祺O·海弗里格D·贝洛尔基C·赛尔尼
Owner FIRMENICH SA
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