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Method for resolving DL-menthol through catalysis of lipase

A technology of menthol and lipase, applied in the field of preparing L-menthol and splitting DL-menthol, can solve problems such as complicated steps, difficult separation of acylating agent and the like

Inactive Publication Date: 2014-03-05
INST OF MICROBIOLOGY HEILONGJIANG ACADEMY OF SCI
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  • Abstract
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Problems solved by technology

[0008] The purpose of the present invention is to provide an organic phase system enzymatically catalyzed method for splitting DL-menthol, and the present invention solves the technical problem that the existing method for splitting DL-menthol is difficult to separate the acylating agent and the steps are cumbersome

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  • Method for resolving DL-menthol through catalysis of lipase
  • Method for resolving DL-menthol through catalysis of lipase
  • Method for resolving DL-menthol through catalysis of lipase

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specific Embodiment approach 1

[0025] Specific embodiment 1: In this embodiment, the lipase-catalyzed splitting method of DL-menthol is completed through the following steps: Step 1, 5mmolDL-menthol, 1777U / mmol porcine pancreatic lipase (PPL), 30mmol succinic anhydride Mix it with 50mL ether and add it to a 250ml Erlenmeyer flask, then shake it on a shaker at 30°C at 200r / min for 48h, filter to remove porcine pancreatic lipase, dilute with 20mL ether, and then add 20mL NaCO with a molar concentration of 1mol / L 3 solution, and then extracted three times with ether, the amount of ether extracted each time was 20mL, with MgSO 4 After drying, diethyl ether is removed by rotary evaporation under reduced pressure to obtain D-menthol; the enantiomeric excess rate of D-menthol can reach 95ee%, and the conversion rate can reach 87% (the calculation formula is as follows).

[0026] Step 2. Stir and hydrolyze the remaining solution after step 1 with NaOH solution at room temperature for 5 hours, then extract with ethe...

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Abstract

The invention relates to a method for resolving DL-menthol through the catalysis of lipase, and belongs to the technical field of biological catalysis, solving the technical problems of very difficult acylating agent separation and cumbersome step of the traditional method for resolving the DL-menthol. The method comprises the following steps of 1, mixing the LD-menthol, porcine pancreatic lipase and succinic anhydride with ether, then shaking at the rotation speed of a shaking table, carrying out centrifugal filtration to remove the porcine pancreatic lipase, diluting by using diethyl ether, adding an NaCO3 solution, then extracting for three times by using the diethyl ether, then drying by using MgSO4, and then carrying out decompressing rotary evaporation to remove the diethyl ether to obtain D-menthol; 2, adding an NaOH solution to a water phase for stirring and hydrolysis, then extracting for three times by using the diethyl ether, drying by using MgSO4, and carrying out the decompressing rotary evaporation to remove the diethyl ether to obtain L-menthol. The method disclosed by the invention is used for obtaining the D-menthol and the L-menthol.

Description

technical field [0001] The invention belongs to the technical field of biocatalysis, and relates to a method for preparing L-menthol; in particular, it relates to a method for splitting DL-menthol by using succinic anhydride as an acylating agent and lipase as a catalyst. Background technique [0002] Menthol is also known as menthol (menthacamphor), scientific name 1-methyl-4-isopropyl-cyclohexan-3-ol, English name DL-Menthol (± menthol); molecular formula C 10 h 20 O, is a very important chiral compound of cycloterpene alcohol. Because there are three asymmetric carbon atoms in the menthol molecule, it can produce four pairs of different stereoisomer racemates. Among them, L-menthol (-menthol) is fresh, light, elegant, with a sweet and pungent smell, and has the characteristics of a main fragrance similar to mint, while D-menthol has a stimulating, woody smell, mint fragrance and slightly With the unique smell of camphor. The cooling properties of L-menthol make it muc...

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Application Information

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IPC IPC(8): C12P41/00C12P7/02
Inventor 梁霆周舒扬孙宇峰
Owner INST OF MICROBIOLOGY HEILONGJIANG ACADEMY OF SCI
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