Crystalline oxidized glutathione and production method therefor

A technology of oxidized glutathione and glutathione, which is applied in the preparation methods of peptides, chemical instruments and methods, crystal growth, etc., can solve the problem of poor crystal separation ability and impurity elimination (poor purification ability, crystal growth, etc.). slow speed etc.

Active Publication Date: 2013-01-09
KYOWA HAKKO BIO CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] However, it is known that the production method by freeze-drying an oxidized glutathione solution has poor impurity elimination and requires a large amount of energy for freeze-drying, so it is not suitable for industrialization.
At the same time, methods based on spray drying are known to increase impurities due to thermal exposure
[0005] Furthermore, it is known that crystals of oxidized glutathione octahydrate have problems in that the crystals contain non-uniform water content, are poor in stability and require a long time of up to 3-4 days to obtain crystals; and oxidized The crystal of glutathione monohydrate has room for improvement because it is poor in crystal separation ability due to its needle-like crystal and easy to agglomerate, and its impurity elimination (purification ability) is poor and its crystal growth rate is slow

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0058] Production of Crystals of Oxidized Glutathione Hexahydrate (1)

[0059] The freeze-dried powder of oxidized glutathione obtained in Reference Example 1 (3.0 g) was dissolved in water to give an oxidized glutathione-containing aqueous solution (30 mL, oxidized glutathione concentration: 100 g / L). The aqueous solution was allowed to stand at 5°C for 48 hours to precipitate crystals. The precipitated crystals were separated by filtration and dried under ventilation to obtain crystals (1.0 g) of oxidized glutathione hexahydrate. In addition, single crystal X-ray structural analysis showed that the crystal was a hexahydrate.

[0060] Hereinafter, the physicochemical properties of the obtained oxidized glutathione hexahydrate will be described.

[0061] Hydration Number: Hexahydrate

[0062] Melting point: 191°C

[0063] Powder X-ray Diffraction [diffraction angle (2θ°), the numbers in brackets indicate the relative intensity ratio (I / I 0 )]: 8.12°(100), 9.70°(33), 10.62...

Embodiment 2

[0068] Production of crystals of oxidized glutathione hexahydrate (2)

[0069] The freeze-dried powder of oxidized glutathione obtained in Reference Example 1 (10.0 g) was dissolved in water to provide an oxidized glutathione-containing aqueous solution (33 mL, oxidized glutathione concentration: 300 g / L). The aqueous solution was cooled to 5° C. and the crystal (0.1 g) obtained in Example 1 was added thereto as a seed crystal. Methanol (66 mL) was added to the resulting solution over 5 hours for crystallization. The crystallization solution was aged for 1 hour, and the precipitated crystals were separated by filtration and dried under ventilation to obtain crystals of oxidized glutathione hexahydrate (8.5 g).

Embodiment 3

[0071] Production of Oxidized Glutathione Crystals (3)

[0072] Obtain the aqueous solution containing reduced glutathione according to the method described in Example 2 of Japanese Patent Application Laid-Open No. 61-74595, and adjust it with aqueous sodium hydroxide according to the method described in Japanese Patent Application No. 5-146279. to pH 7.5, and then, oxygen gas was blown into the system to perform oxidation, thereby obtaining an aqueous solution (48.1 L, oxidized glutathione concentration: 18.0 g / L) containing oxidized glutathione.

[0073] The aqueous solution was adjusted to pH 3.0 with sulfuric acid, and sterilized to obtain a sterilized solution of oxidized glutathione (55.5 L, oxidized glutathione concentration: 14.4 g / L). The sterilizing solution was injected into Diaion SK116 (22L), and then injected into DowexXUS-40232.01 (13L) for the adsorption of oxidized glutathione, with ammonia solution (20L, concentration: 2mol / L) Oxidized glutathione is eluted....

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Abstract

Provided is a novel crystalline oxidized glutathione hexahydrate. Crystalline oxidized glutathione hexahydrate is extracted by cooling an aqueous solution containing oxidized glutathione to 15 DEG C or less, producing crystalline oxidized glutathione hexahydrate.

Description

technical field [0001] The present invention relates to a crystal of oxidized glutathione and a manufacturing method thereof. The crystal can be used as products, raw materials, intermediates, etc. of health food, medicine, cosmetics, and the like. Background technique [0002] Oxidized glutathione has the same action as reduced glutathione, and as the action of oxidized glutathione, for example, the liver detoxification action by oral administration is known (Non-Patent Document 1). Therefore, oxidized glutathione can be used in various applications using reduced glutathione, for example, it can be used as a product, raw material, or intermediate for health food, medicine, cosmetics, and the like. [0003] Known methods for producing oxidized glutathione include a method in which an aqueous solution containing reduced glutathione obtained by a fermentation method, an enzymatic method, etc. or a yeast extract is used as a raw material, and in the aqueous solution Or in the ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07K5/037C07K1/14
CPCC07K5/0215C30B7/08C30B29/54
Inventor 木村研福元健太田中浩志
Owner KYOWA HAKKO BIO CO LTD
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