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Production method of 2-O-alpha-D-glucopyranosyl-L-ascorbic acid

A glucosyl, 2-O- technology, applied in the preparation of sugar derivatives, sugar derivatives, sugar derivatives, etc., can solve problems such as complex processes, simplify production processes, improve product content and conversion rate, and facilitate industrialization. production effect

Inactive Publication Date: 2021-06-08
SHANDONG LUWEI PHARMA
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004] Patent CN109295134A discloses a high-content, high-yield production method of L-ascorbyl glucoside. The basic idea is to use cyclomaltodextrin glucoside transferase to prepare AA-2G, but the AA-2G prepared by this method contains The isomers 5-O-α-D-glucopyranosyl-L-ascorbic acid (abbreviated as AA-5G) and 6-O-α-D-glucopyranosyl-L- Ascorbic acid (abbreviated as AA-6G), it needs to be separated and purified in the later stage to obtain a product with high purity, and the process is complicated

Method used

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  • Production method of 2-O-alpha-D-glucopyranosyl-L-ascorbic acid

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0023] The production method of described 2-O-α-D-glucopyranosyl-L-ascorbic acid comprises the following steps:

[0024] (1) Synthesis reaction: Dissolve VC in water at 40±5°C, then add glucose-based donor, keep the temperature and stir for 30 minutes, adjust the pH value to 5.0, add α-isomaltosylglucosyl sugar-forming enzyme, and stir well , to obtain a reaction solution;

[0025] Raise the temperature of the reaction solution to 48±2°C, keep the temperature for 40 minutes, stop heating and lower the temperature, when the temperature of the reaction solution drops to 28±2°C, turn on the heating, and raise the temperature of the reaction solution to 48±2°C , then stop heating, lower the temperature, and so on, and react for 20 hours to obtain a synthetic solution;

[0026] (2) Purification: Add α-amylase after the temperature of the synthesis solution drops to 30±5°C, and stir for 40 minutes; then add activated carbon, stir for 30 minutes, and filter;

[0027] The filtrate i...

Embodiment 2

[0030] The production method of described 2-O-α-D-glucopyranosyl-L-ascorbic acid comprises the following steps:

[0031] (1) Synthesis reaction: add VC into water at 40±5°C to dissolve, then add a glucose-based donor, keep the temperature and stir for 40 minutes, adjust the pH value to 5.5, add cyclomaltodextrin glucanotransferase, and stir evenly to obtain reaction solution;

[0032] Raise the temperature of the reaction solution to 48±2°C, keep the temperature for 50 minutes, stop heating and lower the temperature, when the temperature of the reaction solution drops to 28±2°C, turn on the heating, and raise the temperature of the reaction solution to 48±2°C , then stop heating, lower the temperature, and so on, and react for 30 hours to obtain a synthetic solution;

[0033] (2) Purification: Add α-amylase after the temperature of the synthesis solution drops to 30±5°C, and stir for 50 minutes; then add activated carbon, stir for 40 minutes, and filter;

[0034] The filtrat...

Embodiment 3

[0037] The production method of described 2-O-α-D-glucopyranosyl-L-ascorbic acid comprises the following steps:

[0038] (1) Synthesis reaction: add VC into water at 40±5°C to dissolve, then add a glucose-based donor, keep the temperature and stir for 35 minutes, adjust the pH value to 5.2, add cyclomaltodextrin glucanotransferase, and stir evenly to obtain reaction solution;

[0039] Raise the temperature of the reaction solution to 47±2°C, keep the temperature for 45 minutes, stop heating and lower the temperature, when the temperature of the reaction solution drops to 27±2°C, turn on the heating, and raise the temperature of the reaction solution to 47±2°C , then stop heating, lower the temperature, and so on, and react for 25 hours to obtain a synthetic solution;

[0040] (2) Purification: Add α-amylase after the temperature of the synthesis solution drops to 30±5°C, and stir for 45 minutes; then add activated carbon, stir for 35 minutes, and filter;

[0041] The filtrat...

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Abstract

The invention relates to a production method of 2-O-alpha-D-glucopyranosyl-L-ascorbic acid, and belongs to the technical field of preparation of L-ascorbic acid derivatives. The method comprises the following steps: (1) adding VC into water for dissolving, then adding a glucosyl donor, keeping the temperature, stirring, adjusting the pH value, adding glycosyltransferase, and stirring; heating the reaction solution to 45-50 DEG C, keeping the temperature to react for 40-50 minutes, stopping heating, cooling, when the temperature of the reaction solution is reduced to 25-30 DEG C, starting heating, heating the reaction solution to 45-50 DEG C, stopping heating, cooling, repeating the steps, and reacting for 20-30 hours; (2) cooling the temperature of the synthetic liquid to 25-35 DEG C, adding alpha-amylase, and stirring; then adding activated carbon, stirring and filtering; performing column purification on the filtrate; and (3) freeze drying. According to the invention, the production process is simplified, and the purity and conversion rate of the target product are improved.

Description

technical field [0001] The invention relates to a production method of 2-O-α-D-glucopyranosyl-L-ascorbic acid, which belongs to the technical field of preparation of L-ascorbic acid derivatives. Background technique [0002] 2-O-α-D-glucopyranosyl-L-ascorbic acid is also known as vitamin C glucoside (abbreviated AA-2G). The hydroxyl group on the 2-position C of L-ascorbic acid (VC) is replaced by glucopyranoside. Since the 2-position C is masked by a glucosyl group, compared with VC, AA-2G is very stable and has significant non-reducing activity . AA-2G can be hydrolyzed into VC and glucose after being incorporated into the cells, and has the same antioxidant and whitening effects as the original VC. Therefore, AA-2G is one of the 6 whitening additives approved by the Department of Health, and is widely used in a variety of high-end whitening cosmetics. At present, AA-2G, which is used in whitening cosmetics internationally, is monopolized by Japan Hayashibara Internation...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C12P19/60C12P19/18C07H17/04C07H1/06
CPCC12P19/60C12P19/18C07H17/04C07H1/06
Inventor 虞龙冯帅李远辉宋元达冯春晓王彦梅韩雪纯王红卫卞金达
Owner SHANDONG LUWEI PHARMA