Claims
- 1. A method of preparing gamma-L-glutamyl taurine which comprises the steps of:
- (a) reacting carbobenzyloxy-L-glutaminic acid-.alpha.-benzyl ester with a substantially equivalent quantity of triethylamine and a substantially equimolar quantity of isobutylchloroformate, then stirring the reaction mixture with cystamine dihydrochloride, and recovering N,N'-bis-(N-carbobenzyloxygamma-L-glutamyl)-cystamine;
- (b) treating the N,N'-bis-(N-carbobenzyloxygamma-L-glutamyl)-cystamine obtained in step (a) with hydrogen peroxide in lacial acetic acid to produce carbobenzyloxy-gamma-(.alpha.-benzyl)-L-glutamyl-taurine;
- (c) dissolving the carbobenzyloxy-gamma-(.alpha.-benzyl)-L-glutamyl-taurine obtained in step (b) in an alkali hydroxide solution, treating an ion-exchange resin with the resulting solution, eluting said treated resin with water and evaporating the eluate to produce carbobenzyl-gamma-L-glutamyl-taurine; and
- (d) subjecting the carbobenzyloxy-gamma-L-glutamyl-taurine to acidolysis to produce gamma-L-glutamyl-taurine.
- 2. The method defined in claim 1 wherein step (d) is carried out by treatment of the carbobenzyloxy-gamma-L-glutamyl-taurine with hydrogen bromide in glacial acetic acid.
- 3. The method defined in claim 1 wherein step (c) is carried out by dissolving the carbobenzyloxy-gamma-(.alpha.-benzyl)-L-glutamyl taurine in a potassium hydroxide solution.
Priority Claims (2)
Number |
Date |
Country |
Kind |
FE 928 |
Apr 1974 |
HUX |
|
CI 1558 |
Mar 1975 |
HUX |
|
Parent Case Info
This is a continuation of application Ser. No. 571,766, filed Apr. 25, 1975, now abandoned.
US Referenced Citations (7)
Non-Patent Literature Citations (1)
Entry |
Boissonnas, "Advances in Org. Chem.", vol. 3, pp. 159-190, (1963). |
Continuations (1)
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Number |
Date |
Country |
Parent |
571766 |
Apr 1975 |
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