A new synthesis of glutathione via the thiazoline peptide.
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概要
- 論文の詳細を見る
A convenient synthesis of glutathione (GSH) by the use of minimal protecting groups was investigated. <I>N</I>-Formyl-L-2-amino-4-cyanobutyric acid ethyl ester was condensed with ethyl L-cysteinylglycinate to give (4<I>R</I>)-2-[(3<I>S</I>)-3-ethoxycarbonyl-3-(formylamino)propyl]-4-(ethoxycarbonylmethylcarbamoyl)-2-thiazoline. This compound was saponified in aqueous acetone at −15–−20 °C and subsequently treated with dilute H<SUB>2</SUB>SO<SUB>4</SUB> (pH 4) to yield formylglutathione, whose formyl group was then hydrolyzed with 0.5 M (1 M=1 mol dm<SUP>−3</SUP>) H<SUB>2</SUB>SO<SUB>4</SUB> to give free GSH. For purification, this was changed to a copper thiolate, which was then decomposed with H<SUB>2</SUB>S to afford pure GSH.
- 公益社団法人 日本化学会の論文
著者
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Ariyoshi Yasuo
Central Research Laboratories Ajinomoto Co. Inc
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Ozawa Yoichi
Central Research Laboratories Ajinomoto Co. Inc.
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Ozawa Yoichi
Central Research Laboratories, Ajinomoto Co., Inc.
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Tsuji Toshiaki
Central Research Laboratories, Ajinomoto Co., Inc.
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