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Method for preparing salidroside through enzyme catalyzed transglycosylation of n-butyl-beta-D-glucoside

A technology of converting salidroside and glucoside to glycoside, which is applied in fermentation and other directions, can solve the problem of high price, and achieve the effect of mild conditions

Active Publication Date: 2018-04-20
JIANGNAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

These substrates are either insoluble in organic solvents or expensive

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0021] 1. Preparation of β-glucosidase catalyst

[0022] Almond β-glucosidase (produced by Beijing Baoxidi Technology Co., Ltd.) was configured with 0.1M, pH5.8 disodium hydrogen phosphate-citrate buffer solution (produced by Nanchang Yulu Experimental Equipment Co., Ltd.) so that the protein mass percentage was 5 % enzyme buffer solution. Add epichlorohydrin (manufactured by Shanghai Ziyi Reagent Factory) with a mass percentage concentration of 0.5% to the buffer solution of β-glucosidase, and then shake and react for 0.5 hours. The mass ratio of protein to epichlorohydrin in the buffer is 1:0.5. After the reaction, the reaction solution was centrifuged at 3000 rpm for 5 minutes, and the precipitate was collected and freeze-dried, which was the β-glucosidase catalyst.

[0023] 2. Enzyme-catalyzed synthesis of n-butyl-β-D-glucoside

[0024] β-D-glucose (produced by CSPC Shengxue Glucose Co., Ltd.) was dissolved in disodium hydrogen phosphate-citric acid buffer solution (pro...

Embodiment 2

[0028] 1. Preparation of β-glucosidase catalyst

[0029]Agrobacterium (Agrobacterium) β-glucosidase (produced by Megazyme, USA) was configured with 0.15 M, pH 6.5 disodium hydrogen phosphate-citrate buffer (produced by Nanchang Yulu Experimental Equipment Co., Ltd.) so that the protein mass percentage was 10 % enzyme solution. In the buffer solution of β-glucosidase, adding mass percentage concentration is 1.5% epichlorohydrin (produced by Shanghai Ziyi Reagent Factory) and then shaking and reacting for 1 hour, the mass ratio of protein and epichlorohydrin in the buffer solution is 1 :2. After the reaction, the reaction solution was centrifuged at 4000rpm for 7 minutes, and the precipitate was collected and freeze-dried, which was the β-glucosidase catalyst.

[0030] 2. Enzyme-catalyzed synthesis of n-butyl-β-D-glucoside

[0031] β-D-glucose (produced by CSPC Shengxue Glucose Co., Ltd.) was dissolved in disodium hydrogen phosphate-citrate buffer solution (produced by Nancha...

Embodiment 3

[0035] 1. Preparation of β-glucosidase catalyst

[0036] White-rot fungus (Phanerochaete chrysosporium) β-glucosidase (produced by Megazyme, USA) was configured into protein mass percentage with 0.2M, pH7.5 disodium hydrogen phosphate-citric acid buffer (produced by Nanchang Yulu Experimental Equipment Co., Ltd.) 20% enzyme solution. Add epichlorohydrin (produced by Shanghai Ziyi Reagent Factory) with a concentration of 2.5% by mass in the buffer solution, and then shake and react for 2 hours. The mass ratio of protein and epichlorohydrin in the buffer solution is 1:3. After the reaction, the reaction solution was centrifuged at 5000 rpm for 10 minutes, and the precipitate was collected and freeze-dried, which was the β-glucosidase catalyst.

[0037] 2. Enzyme-catalyzed synthesis of n-butyl-β-D-glucoside

[0038] β-D-glucose (produced by CSPC Shengxue Glucose Co., Ltd.) was dissolved in disodium hydrogen phosphate-citrate buffer solution (produced by Nanchang Yulu Experiment...

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Abstract

The invention discloses a method for preparing salidroside through enzyme catalyzed transglycosylation of n-butyl-beta-D-glucoside. The method comprises the following steps: preparing a beta-glucosidase catalyst, using the catalyst to catalyze a reverse hydrolysis reaction of beta-D-glucose and n-butanol to synthesize the n-butyl-beta-D-glucoside, and carrying out a transglycosylation reaction onthe n-butyl-beta-D-glucoside used as a glycosyl donor under the catalysis of the beta-glucosidase catalyst to synthesize the salidroside, wherein the yield reaches 17-35%. The catalyst used in the tworeaction steps is enzyme, and no other chemical catalysts are used, and the method also has the advantages of mild reaction conditions, high selectivity and clean and environmentally-friendly process, so the method for enzyme catalyzed synthesis of the salidroside is a method suitable for large-scale production.

Description

technical field [0001] The invention relates to a synthesis method of salidroside, in particular to a method for preparing salidroside by enzymatically catalyzing n-butyl-β-D-glucoside transglycoside conversion. Background technique [0002] Rhodiola rosea is a rare medicinal plant, which has the functions of anti-cold, anti-fatigue, delaying the aging of the body, and preventing senile diseases. Salidroside, whose chemical name is p-hydroxyphenylethyl-β-D-glucoside, is the main active ingredient of Rhodiola rosea. Salidroside can be obtained through plant extraction, but due to the low extraction rate and the lack of wild Rhodiola resources, it is impossible to obtain a large amount of salidroside from Rhodiola plants. [0003] Salidroside can also be obtained through artificial synthesis. The synthesis methods of salidroside include chemical method and enzymatic method. The main ways of chemically synthesizing salidroside are as follows: synthesis by direct glycosylatio...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C12P19/44
CPCC12P19/44
Inventor 王峰
Owner JIANGNAN UNIV