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A method for preparing sulforaphane by utilizing aruginin

A technology of arugin and sulforaphane, which is applied in the field of biochemistry, can solve the problems of complex process, low yield, and many by-products, and achieve the effect of simple process, high yield and low cost

Active Publication Date: 2017-07-11
BEIJING UNIV OF CHEM TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The chemical method adopts the method of stereochiral synthesis, which has complex experiments, many reaction steps, many by-products, high toxicity, low yield, high cost of raw materials, difficult separation and other shortcomings, making it difficult to achieve large-scale production
[0005] The natural product extraction method first extracts 4-methyl-R-sulfinylbutyl glucosinolate (R-glucoraphanin) in cruciferous plants such as broccoli seeds, and then uses myrosinase to hydrolyze 4-methyl-R - sulfinyl butyl glucosinolate (R-glucoraphanin) to get R-sulforaphane (4-methyl-R-sulfinyl butyl isothiocyanate), but due to the high cost of broccoli seeds , and the content of 4-methyl-R-sulfinyl butyl glucosinolate is low, the obtained sulforaphane products are few, and can only be produced on a laboratory scale
The Chinese invention patent application with the application number 200910037363.1 discloses a method for extracting multifunctional sulforaphane from broccoli sprouts. This method needs to consider the growth time of the sprouts and pretreat the sprouts. The process is complicated , low yield, high cost

Method used

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  • A method for preparing sulforaphane by utilizing aruginin
  • A method for preparing sulforaphane by utilizing aruginin
  • A method for preparing sulforaphane by utilizing aruginin

Examples

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Embodiment 1

[0035] Preparation of arugula glycosides: Take 100 g of arugula seeds, inactivate enzyme at 100° C. for 30 minutes, pulverize, add to 1 L of phosphate buffer solution with a pH value of 7, stir under boiling water for 1 hour, and filter with suction. Put the filtrate on a D261 resin column with a column volume of 100ml, wash the impurities with 500ml of deionized water, wash the aruginoid product with 500ml of 2M potassium chloride solution, remove the solvent by rotary evaporation at 40°C, extract and desalt with 500ml of methanol, and remove the solvent by rotary evaporation at 40°C to obtain sesame Crude glycosides 9.87g.

[0036] Preparation of 4-methyl-R-sulfinyl butyl glucosinolate: dissolve the crude aruginoside in 500ml phosphate buffer (pH 7), add glucose oxidase 0.0006mmol horseradish peroxide Enzyme 0.0024mmol, sealed with oxygen (1ml / min), controlled temperature 28°C, stirred with a magnetic stirrer. After 15 minutes, 1.4 mol of glucose was added, and the reaction...

Embodiment 2

[0039] Preparation of arugula glycosides: Take 100 g of arugula seeds, inactivate enzyme at 100° C. for 30 minutes, pulverize, add to 1 L of phosphate buffer solution with a pH value of 7, stir under boiling water for 1 hour, and filter with suction. Put the filtrate on a D261 resin column with a column volume of 100ml, wash the impurities with 500ml of deionized water, wash the aruginoid product with 500ml of 2M potassium chloride solution, remove the solvent by rotary evaporation at 40°C, extract and desalt with 500ml of methanol, and remove the solvent by rotary evaporation at 40°C to obtain sesame Crude glycosides 10.12g.

[0040] Preparation of 4-methyl-R-sulfinyl butyl glucosinolate: dissolve the crude aruginoside in 500ml phosphate buffer (pH 7), add glucose oxidase 0.0006mmol horseradish peroxide Enzyme 0.0024mmol, sealed with oxygen (1ml / min), controlled temperature 28°C, stirred with a magnetic stirrer. After 15 minutes, 1.4 mol of glucose was added, and the reactio...

Embodiment 3

[0043] Preparation of arugula glycosides: take 1000 g of arugula seeds, inactivate the enzyme at 100° C. for 30 minutes, crush them, add them to 10 L of phosphate buffer solution with a pH value of 7, stir under boiling water for 1 hour, and filter with suction. Put the filtrate on a D261 resin column with a column volume of 1000ml, wash the impurities with 5000ml of deionized water, wash the aruginoid product with 5000ml of 2M potassium chloride solution, remove the solvent by rotary evaporation at 40°C, extract and desalt with 5000ml of methanol, and remove the solvent by rotary evaporation at 40°C to obtain sesame Crude glycosides 97.28g.

[0044] The preparation of 4-methyl-R-sulfinyl butyl glucosinolate: put the crude aruginoside into 500ml phosphate buffer (pH value is 7), add glucose oxidase 0.006mmol chloroperoxidase 0.024 mmol, control the temperature at 31°C, and use a magnetic stirrer. After 15 minutes, 14 mol of glucose was added, and the reaction was stirred for ...

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Abstract

The invention belongs to the field of biological chemistry, and particularly relates to a method for preparing sulforaphane by using roquette seed glycosides. The method comprises the following steps: oxidizing roquette seed glycosides to prepare 4-methyl-R-sulfinyl butyl glucosinolate by using a peroxidase-oxidase reaction system; hydrolyzing 4-methyl-R-sulfinyl butyl glucosinolate to prepare sulforaphane by using myrosinase. The defects of an existing preparation method that the raw material cost is high, the yield of the sulforaphane is low, the process is complicated, and large-scale production is difficult to achieve are overcome. Cheap and available roquette seeds, flowers, stems or leaves are adopted as raw materials; the raw material cost is 1 / 6 of that when broccoli is adopted as the raw material; the yield of the finally obtained sulforaphane is four times of that when the broccoli is adopted as the raw material; and the sulforaphane is high in purity, low in cost, high in yield, and extremely suitable for large-scale industrial production.

Description

technical field [0001] The invention belongs to the field of biochemistry, and in particular relates to a method for preparing sulforaphane by utilizing aruginin. Background technique [0002] At present, with the improvement of people's living standards, the incidence of cancer has increased significantly, seriously affecting human life and health. Eating a lot of fruits and vegetables can significantly inhibit or slow down the occurrence of cancer. Vegetables and fruits contain a large number of active ingredients, such as lycopene in tomatoes, soybean isoflavones in soybeans, ellagic acid in fruits, and isothiocyanates and indoles in cruciferous vegetables. It has been proved to have outstanding anti-cancer and anti-cancer effects. [0003] Sulforaphane (sulforaphane, 4-methyl-sulfinyl butyl isothiocyanate) is currently recognized as one of the natural products with the best anti-cancer and anti-cancer effects, and is the strongest ability to induce type II detoxificati...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C12P11/00
Inventor 梁浩周筱袁其朋程立田飞豹
Owner BEIJING UNIV OF CHEM TECH
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