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US 2025/0162987 A1Published application
Preparation of gamma-glutamylcysteine, a precursor of glutathione
AssigneesChildren's National Medical Center, Virginia Commonwealth University
InventorsFrank GUPTON, Marshall L. SUMMAR, Perrer TOSSO, Kashinath KOMIRISHETTY
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Abstract
A method to prepare γ-L-Glutamyl-L-Cysteine or bis-γ-L-Glutamyl-L-Cystine including direct reaction of cysteine or cystine with Di-tert-butyl (S)-(2,6-dioxotetrahydro-2H-pyran-3-yl)iminodicarbonate (formula 5) is provided (I).
Claims5
A method to prepare γ-L-Glutamyl-L-Cysteine or bis-γ-L-Glutamyl-L-Cystine, comprising:
- preparing an aqueous solution of cysteine or cystine;
- adding Di-tert-butyl (S)-(2,6-dioxotetrahydro-2H-pyran-3-yl)iminodicarbonate (formula 5) to the aqueous solution of cysteine or cystine to obtain a reaction mixture;
- maintaining a pH of the reaction mixture of from 7 to 8 to obtain a γ ring-opening condensation of the cyteine or cystine amino group with the Di-tert-butyl (S)-(2,6-dioxotetrahydro-2H-pyran-3-yl)iminodicarbonate;
- isolating a bis(tert-butoxycarbonyl) protected γ-L-Glutamyl-L-Cysteine or bis-(tert-butoxycarbonyl) protected γ-L-Glutamyl-L-Cystine;
- and
- hydrolyzing the bis(tert-butoxycarbonyl) groups to obtain γ-L-Glutamyl-L-Cysteine (formula 8) or bis-γ-L-Glutamyl-L-Cystine (formula 11)
3 more elements
Dependencies are inferred from the claim text.