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Bacterial strain for producing 5-hydroxyl-4-decalactone and application of bacterial strain

A decanolide and hydroxyl technology, applied in the field of microorganisms, can solve problems such as organic solvent residues, potential safety hazards, and impact on product safety, and achieve the effects of rapid reaction, convenient source and good application potential.

Active Publication Date: 2017-10-20
CHINA UNIV OF PETROLEUM (EAST CHINA)
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] 5-Hydroxy-4-decalactone has outstanding biological activity. There have been many reports on the synthesis of this compound by chemical methods, but these methods require multi-step chemical reactions to complete, and the preparation process requires the use of enol, acetylene alcohol , sodium metal, ether, n-butyllithium, hydrogen and other chemicals, there are great safety hazards
At the same time, the use of organic solvents may cause organic solvent residues in the product, thus affecting product safety
[0005] Microbial preparation of 5-hydroxy-4-decalactone has the advantages of mild conditions, simple operation, safety, and no environmental pollution. However, this compound has only been found in the culture medium of S. griseus, and no other related reports have been seen.

Method used

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  • Bacterial strain for producing 5-hydroxyl-4-decalactone and application of bacterial strain
  • Bacterial strain for producing 5-hydroxyl-4-decalactone and application of bacterial strain
  • Bacterial strain for producing 5-hydroxyl-4-decalactone and application of bacterial strain

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0058] Example 1 Bacillus 1s-1 produces 5-hydroxyl-4-decalactone with soybean oil as a substrate

[0059] Inoculate the frozen Bacillus 1s-1 into LB plate medium (tryptone 10g / L, yeast powder 5g / L, sodium chloride 10g / L, agar powder 15g / L, the rest is water, pH 7.0), 37°C After 12 hours of cultivation, pick a single colony and inoculate LB liquid medium (tryptone 10g / L, yeast powder 5g / L, sodium chloride 10g / L, the rest is water, pH 7.0), 37°C, 150rpm shaking culture for 12h, to obtain seeds liquid;

[0060] Take 1 mL of seed solution, inoculate it in a shaker flask filled with 100 mL of LB liquid medium containing 1% soybean oil, and culture at 37° C. with shaking at 150 rpm for 72 h.

[0061] Take 5 mL of shake flask culture solution in a centrifuge tube, add 2.6 g of dichloromethane for extraction, filter the extracted organic phase with a 0.22 μm filter membrane, and perform gas chromatography-mass spectrometry analysis.

[0062] Gas chromatography-mass spectrometry cond...

Embodiment 2

[0063] Example 2 Bacillus 1s-1 uses peanut oil as a substrate to produce 5-hydroxyl-4-decalactone

[0064] The preparation of the Bacillus 1s-1 seed solution was the same as that in Example 1. Take 4 mL of the seed solution and inoculate it in a shaker flask filled with 100 mL of LB liquid medium containing 2% peanut oil, and culture it at 37° C. with shaking at 150 rpm for 72 hours.

[0065] Take 5 mL of shake flask culture solution in a centrifuge tube, add 2.6 g of dichloromethane for extraction, filter the extracted organic phase with a 0.22 μm filter membrane, and perform gas chromatography-mass spectrometry analysis. The gas chromatography-mass spectrometry conditions are the same as in Example 1.

Embodiment 3

[0066] Example 3 Bacillus 1s-1 uses sesame oil as a substrate to produce 5-hydroxyl-4-decalactone

[0067] The preparation of the Bacillus 1s-1 seed solution was the same as that in Example 1. Take 4 mL of the seed solution and inoculate it in a shaker flask filled with 100 mL of LB liquid medium containing 2% sesame oil, and culture it with shaking at 150 rpm at 37° C. for 96 hours.

[0068] Take 5 mL of shake flask culture solution in a centrifuge tube, add 2.6 g of dichloromethane for extraction, filter the extracted organic phase with a 0.22 μm filter membrane, and perform gas chromatography-mass spectrometry analysis. The gas chromatography-mass spectrometry conditions are the same as in Example 1.

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Abstract

The invention provides bacterial strains for producing 5-hydroxyl-4-decalactone and application of the bacterial strains, belongs to the field of microorganisms, and discloses a bacterial strain capable of preparing 5-hydroxyl-4-decalactone by means of conversion, application of the bacterial strain to preparing the 5-hydroxyl-4-decalactone by means of microbial conversion and a method for applying the bacterial strain to preparing the 5-hydroxyl-4-decalactone. The bacterial strain can be used for efficiently preparing the 5-hydroxyl-4-decalactone by means of conversion by the aid of plant oil which is used as a substrate. The bacterial strain is preserved in the China Center for Type Culture Collection on May 19th, 2017, and a preservation number of the bacterial strain is CCTCC No.M2017274. The bacterial strain, the application and the method have the advantages that conditions for procedures for preparing the 5-hydroxyl-4-decalactone by means of conversion are mild, reaction can be quickly carried out, operation is simple, the method is safe as compared with existing chemical synthesis methods and the like, and environmental pollution can be prevented.

Description

technical field [0001] The invention relates to the field of microorganisms, in particular to a strain producing 5-hydroxy-4-decalactone and its application. Background technique [0002] 5-Hydroxy-γ-butyrolactone compounds are important natural products and intermediates of many chemical synthesis reactions, and have become a research hotspot in recent years. These compounds can be used to prepare insect repellents, anticancer drugs, tobacco and alcohol flavors and the like. In addition, these compounds are also precursors for the synthesis of some biologically active natural products or drugs. [0003] 5-Hydroxy-4-decalactone has 2 chiral carbon atoms and exists in 4 stereoisomers. This compound is the main component of the sex hormone of male bees of the genus Nasonia, which can attract female bees to mate and reproduce; it is also a metabolite of Streptomyces griseus, which is speculated to be involved in the regulation of the synthesis of anthracycline antitumor antib...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C12N1/20C12N1/02C12P17/04C12R1/07
CPCC12N1/02C12N1/20C12P17/04C12N1/205C12R2001/07
Inventor 赵静宜马玲燕肖梓军王霖慧董方卉
Owner CHINA UNIV OF PETROLEUM (EAST CHINA)
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