Solid oxidized glutathione salt and production method thereof

A technology of oxidized glutathione and glutathione salt, applied in chemical instruments and methods, cosmetic preparations, peptides, etc., can solve the problems of high deliquescence, hindering the target reaction, unsuitable for industrial production, etc. The effect of low deliquescence, less restriction and easy operation

Active Publication Date: 2016-04-20
KANEKA CORP
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Furthermore, the deliquescence is very high, which is the same as the anhydrate of oxidized glutathione, so it is not suitable for industrial production
In addition, there is also a problem that the functional group and Oxidized glutathione is the same, so for example, in the case of supplying the amino acid to the reaction, there are many restrictions on adding it to the final product because the amino acid will hinder the target reaction due to a competing reaction, or because the amino acid is a physiologically active substance

Method used

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  • Solid oxidized glutathione salt and production method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0097] Dissolve 5 g (8.2 mmol) of oxidized glutathione in 25 g of water to prepare 30 g of an aqueous solution containing oxidized glutathione, and further add 0.56 g (8.2 mmol: molar ratio to glutathione) of 25% ammonia solution =1). While maintaining the temperature of the aqueous solution (pH=3.5) at room temperature (25°C), 90 ml of ethanol (volume ratio to the aqueous solution=3) was added over 30 minutes, and an oily substance was separated from the mixture.

[0098] When the above ethanol-added solution was heated to 30°C, the oil solidified. This state was maintained at a temperature of 30° C. for 15 minutes. After cooling to room temperature, the solid was collected by filtration and dried under reduced pressure to obtain 3.5 g (content: 95% by mass) of oxidized glutathione monoammonium salt.

[0099] Melting point range: 170-176°C (decomposes while melting)

[0100] Amorphous solid (confirmed by X-ray powder diffraction)

Embodiment 2

[0102] Dissolve 3 g (4.9 mmol) of oxidized glutathione in 7 g of water to prepare 10 g of an aqueous solution containing oxidized glutathione, and further add 0.33 g (4.9 mmol: molar ratio to glutathione) of 25% ammonia solution =1). The temperature of this aqueous solution (pH=3.5) was heated to 40° C., and 20 ml of methanol (volume ratio to the aqueous solution=2) was added thereto over 1 hour, to precipitate a solid. After maintaining the temperature at 40° C. for 30 minutes, it was cooled to room temperature, and the solid was recovered by filtration. The solid recovered by filtration was dried under reduced pressure to obtain 2.9 g (content: 99% by mass) of oxidized glutathione monoammonium salt.

[0103] Melting point range: 179-183°C (decomposes while melting)

[0104] amorphous solid

[0105] X-ray powder diffraction (diffraction angle (2θ°), () indicates relative intensity)

[0106] 6.02(25), 17.4(46), 17.4(53), 17.6(72), 17.9(62), 18.7(22), 18.8(23), 18.9(21), 20...

Embodiment 3

[0113] Dissolve 3 g (4.9 mmol) of oxidized glutathione in 7 g of water to prepare 10 g of an aqueous solution containing oxidized glutathione, and further add 0.33 g (4.9 mmol: molar ratio to glutathione) of 25% ammonia solution =1). The temperature of this aqueous solution (pH=3.5) was heated to 40° C., and 30 ml of isopropanol (volume ratio to the aqueous solution=3) was added thereto over 1 hour, and a solid was deposited. After maintaining the temperature at 40° C. for 30 minutes, it was cooled to room temperature, and the solid was recovered by filtration. The solid recovered by filtration was dried under reduced pressure to obtain 2.9 g (content: 96% by mass) of oxidized glutathione monoammonium salt.

[0114] The results of melting point, X-ray diffraction, and elemental analysis are the same as those of the oxidized glutathione monoammonium salt described in Example 2.

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Abstract

A solid oxidized glutathione salt and its production method: by making oxidized glutathione The salt formed of the oxidized glutathione and the cation is produced by heating to a temperature of 30° C. or higher while being in contact with an aqueous medium containing water and / or a water-soluble medium, and the salt is a solid.

Description

technical field [0001] The present invention relates to techniques for improving the operability of oxidized glutathione. In addition, oxidized glutathione is useful as health food, pharmaceuticals, cosmetics, fertilizers, etc., or as an intermediate for the production of these products. Background technique [0002] Oxidized glutathione (GSSG), like reduced glutathione (GSH), is useful in fields such as health foods, pharmaceuticals, cosmetics, and fertilizers, and is known to have detoxification effects, for example (Non-Patent Document 1, etc.). [0003] Oxidized glutathione (GSSG) is a molecule obtained by oxidizing two molecules of reduced glutathione (GSH) composed of glutamic acid, cysteine, and glycine to form a disulfide bond. Composed of tripeptides (L-γ-glutamyl-L-cysteinyl-glycine). [0004] As a method for producing oxidized glutathione, for example, a production method (Patent Document 1, Patent Document 2, etc.) is known in which an aqueous solution or yeast...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07K5/093A23L33/18A61K8/64A61K9/08A61K9/10A61K9/14A61K38/00A61K47/06A61K47/08A61K47/10A61K47/14A61K47/20C07K5/037A61P39/02
CPCC07K7/02A23L2/52A23L33/17A61K8/64A61Q19/00C05F11/00C07K5/0215A61K38/00A61P39/02Y02E50/30Y02W30/40
Inventor 毛利拓田冈直明诸岛忠木下浩一
Owner KANEKA CORP
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