Method of catalytically synthesizing alpha-monolinolenin by using immobilization lipase

A technology of immobilized lipase and linolenic acid monoglyceride, which is applied to the direction of immobilization on/in organic carrier, fermentation, etc., can solve the problem of hindering the wide application of α-linolenic acid monoglyceride and the excessive residual organic solvent in medicine , Difficult purification of extracts and other issues, to achieve the effect of easy continuous production, conducive to large-scale industrial production, and low cost

Inactive Publication Date: 2007-10-24
JILIN UNIV
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, the traditional method has many disadvantages: (1) the price of the raw material coix seed is relatively high, and the content of α-linolenic acid monoglyceride in the coix seed itself is very small (about 1.31%); (2) the extraction process is very Complex, difficult to purify the extract, and...

Method used

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  • Method of catalytically synthesizing alpha-monolinolenin by using immobilization lipase
  • Method of catalytically synthesizing alpha-monolinolenin by using immobilization lipase
  • Method of catalytically synthesizing alpha-monolinolenin by using immobilization lipase

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0027] Example 1 Pore expansion modification and characterization of mesoporous material SBA-15

[0028] Dissolve 0.8 g of the triblock copolymer compound P123 (Pluronic P123) in deionized water, add it into hydrochloric acid after the P123 is completely dissolved, and stir to dissolve. The mixture was stirred at a constant temperature of 50° C. to 60° C. for 30 to 45 minutes, then 3 ml of ethanol was added, stirred, put into a reaction kettle, and placed in an oven at 100° C. for 48 hours. The product was filtered, washed and dried. Then burn at 500°C-550°C for 6-8 hours to completely remove the surfactant. The product name is: SBA-15 / 80.

[0029] The mesoporous material SBA-15 / 80 was dissolved in deionized water with a mass:volume ratio of 1g:30ml, heated to reflux for 3.5h, the mixture was cooled and centrifuged to remove water, and the white solid was dried in air for 6 days. Take the hydrated mesoporous material and add 130ml of toluene and 15ml of APTES successively, ...

Embodiment 2

[0036] The assembly of embodiment 2 immobilized lipase and determination of its optimum conditions

[0037] Get the mesoporous material NH that embodiment 1 makes 2 -SBA-15 / 80 and glutaraldehyde, mass:volume ratio 1g:30ml, reacted for 3h under stirring, then washed with phosphate buffer to remove unreacted glutaraldehyde. Add 30ml Candida lipase solution to the mesoporous material and react for 5 hours, finally wash with PBS and centrifuge (5000rpm, 13min) until no protein can be detected in the solution.

[0038] In this example, the Candida lipase was replaced by Pseudomonas aeruginosa lipase, the usage is the same, and the effect of the two is also the same.

[0039] For the optimum temperature, optimum pH, Michaelis constant (Km) and thermal stability of the immobilized lipase, see accompanying drawings 5 ​​to 8 of the description.

[0040] Figure 5 shows the change of optimum temperature before and after lipase immobilization, that is, the optimum temperature of lipase ...

Embodiment 3

[0045] Example 3 Synthesis of α-linolenic acid monoglyceride in organic phase by immobilized enzyme

[0046] Take 1 g of the immobilized enzyme synthesized in Example 2, add the organic solvent n-hexane, and stir evenly. Add linolenic acid and glycerin (20ml each), and the initial concentrations are 25mmol / ml and 30.0mmol / ml respectively. The mixture was incubated in a constant temperature water bath shaker at 20-50°C for a certain period of time. Finally, the reaction mixture was filtered to remove the immobilized enzyme, and n-hexane was evaporated under reduced pressure. The residue is the product alpha-linolenic acid monoglyceride, a coixenolide. Qualitatively and quantitatively determined by high-performance liquid chromatography, the yield is 75-80%.

[0047] In this embodiment, the organic solvent n-hexane can be replaced by ethyl acetate.

[0048] In this example, there is a slight increase or decrease in the amount of each raw material (as within the scope of the ...

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Abstract

The invention discloses a method of catalyzing and synthesizing alpha-glyceryl linolenate with immobilized lipolytic enzyme in the manufacturing method field of a anti-cancer drug material, which comprises the following steps: making immobilized enzyme carrier including hole enlarge of dielectric hole material and the amido modification; making immobilized lipolytic enzyme, synthesizing alpha-glyceryl linolenate with immobilized enzyme in organic medium. The invention provides a good steady, and SBA-15 still shows regular hexagonal structure after modification, a uniform pore path, a big aperture and meets the need of synthesizing alpha-glyceryl linolenate; improvement of the lipase proper temperature improves the productivity; the product is provided with a light yellow color, a good quality, a good curative effect, enhancing heat stability.

Description

technical field [0001] The invention belongs to the technical field of synthesis methods of anticancer drug raw materials, in particular to a method for catalytically synthesizing anticancer drug raw material α-linolenic acid monoglyceride by immobilized lipase method. Background technique [0002] α-linolenic acid monoglyceride is mainly found in the traditional Chinese medicine coicis. As a non-cytotoxic anti-cancer substance, α-linolenic acid monoglyceride can inhibit tumor growth and regulate the immune function of the body. Its role is mainly to induce cell apoptosis, and can reverse drug-resistant tumor cells, and has a synergistic effect with chemotherapy. Clinically, coix seed is mainly used for the treatment of nasopharyngeal carcinoma. [0003] The traditional preparation method of α-linolenic acid monoglyceride is to extract from the raw material coix seed through an organic solvent, and the prior art similar to the present invention is a paper titled "Preparati...

Claims

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Application Information

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IPC IPC(8): C12P7/64C12N11/08
Inventor 高波滕利荣孟庆繁王博
Owner JILIN UNIV
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