IP Library Granted Patent US 10,640,532
Granted Patent B2
US 10,640,532 · App. 15/563,581 · Granted May 5, 2020

Crystal of reduced glutathione

Inventors: Hiroshi Ooshima (Osaka, JP); Koichi Igarashi (Osaka, JP); Hiroshi Nagano (Tokyo, JP); Akihiro Fujimoto (Tokyo, JP); Kenta Fukumoto (Tokyo, JP); Kazunari Fukumoto (Tokyo, JP); Tomoya Yokoi (Tokyo, JP)
Assignees: University Public Corporation Osaka; Kyowa Hakko Bio Co., Ltd.
C07K5/0215B01D9/005B01D9/0036B01D9/0054B01D9/0004B01D9/04B01D2009/009
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Quick Facts
Patent No.
US 10,640,532
App. No.
15/563,581
Granted
May 5, 2020
Kind
B2
Abstract

The present invention provides a crystal of reduced glutathione that is stable, and is easy to process, and a method for producing the crystal. According to the present invention, a crystal of a metal salt of reduced glutathione is produced by suspending an amorphous solid of a metal salt of reduced glutathione in a hydrophobic organic solvent, and adding water to the resulting suspension to precipitate a crystal of a metal salt of reduced glutathione.

Claims (9)

1. A crystal of a metal salt of reduced glutathione, which is a monohydrate crystal of a salt of reduced glutathione and sodium, and has peaks at a diffraction angle (2θ) of 19.90°±0.20°, 25.58°±0.20°, and 26.88°±0.20° in powder X-ray diffraction.

2. The crystal according to claim 1 , which has peaks also at a diffraction angle (2θ) of 20.16°±0.20°, 24.68°±0.20°, 26.30°±0.20°, 27.68°±0.20°, and 33.20±0.20° in powder X-ray diffraction.

3. The crystal according to claim 2 , which has peaks also at a diffraction angle (2θ) of 17.90°±0.20°, 20.86°±0.20°, 22.10°±0.20°, and 25.30°±0.20° in powder X-ray diffraction.

4. The crystal according to claim 3 , which has peaks also at a diffraction angle (2θ) of 6.42±0.20°, 18.90±0.20°, and 29.30±0.20° in powder X-ray diffraction.

5. A crystal of a metal salt of reduced glutathione, which is a monohydrate crystal of a salt of reduced glutathione and sodium, and has the following brief unit cell parameters: a=27.881 Å, b=10.818 Å, c=4.881 Å, α=90°, β=90°, γ=90°, V=1472.2 Å 3 , and Z=4 with a space group P2 1 2 1 2 1 (#19), as measured by single-crystal X-ray structure analysis at −173° C.

6. A method for producing a crystal of a metal salt of reduced glutathione, the method comprising dissolving a free form of reduced glutathione in a metal hydroxide aqueous solution, and adjusting the pH of the solution to 5.0 to 8.0 to obtain an aqueous solution of a metal salt of reduced glutathione; concentrating the resulting aqueous solution, and gradually adding a C1 to C6 alcohol to the concentrated aqueous solution in small portions in an amount 0.1 to 3 times the amount of the concentrated aqueous solution; and adding a crystal of a metal salt of reduced glutathione as a seed crystal to precipitate a crystal of a metal salt of reduced glutathione.

7. The method for producing a crystal of a metal salt of reduced glutathione according to claim 6 , wherein the C1 to C6 alcohol is methanol or ethanol.

8. The method for producing a crystal of a metal salt of reduced glutathione according to claim 6 , wherein the crystal of a metal salt of reduced glutathione is a monohydrate crystal of a salt of reduced glutathione and a metal selected from the group consisting of sodium, potassium, calcium, and magnesium.

9. The method for producing a crystal of a metal salt of reduced glutathione according to claim 6 , wherein the crystal of a metal salt of reduced glutathione is a monohydrate crystal of a reduced glutathione-sodium salt.

Assignments (3)
MERGER AND CHANGE OF NAME Recorded Mar 19, 2020
From: OSAKA CITY UNIVERSITY; UNIVERSITY PUBLIC CORPORATION OSAKA
To: UNIVERSITY PUBLIC CORPORATION OSAKA
Reel/Frame 052168/0214 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 24, 2017
From: OOSHIMA, HIROSHI; IGARASHI, KOICHI
To: OSAKA CITY UNIVERSITY
Reel/Frame 043935/0817 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 24, 2017
From: NAGANO, HIROSHI; FUJIMOTO, AKIHIRO; FUKUMOTO, MEGUMI (LEGAL REPRESENTATIVE OF DECEASED KENTA FUKUMOTO); FUKUMOTO, KAZUNARI; YOKOI, TOMOYA
To: KYOWA HAKKO BIO CO., LTD.
Reel/Frame 043935/0820 →
Priority Claims (1)
JP 2015-074084 · Mar 31, 2015 · national
Continuity (1)
Related Publication 20180094025A1 · Apr 5, 2018
Cited By (1)
US 12,465,584