New Protecting Groups for the Indole Ring of Tryptophan in Peptide Synthesis : 2,4,6-Trimethoxybenzenesulfonyl and 4-Methoxy-2,3,6-trimethylbenzenesulfonyl Groups
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概要
- 論文の詳細を見る
Five substituted benzenesulfonyl groups, p-toluenesulfonyl, p-methoxybenzenesulfonyl, 2,4-dimethoxybenzenesulfonyl, 2,4,6-trimethoxybenzenesulfonyl, and 4-methoxy-2,3,6-trimethylbenzenesulfonyl, were introduced at N^<in> of tryptophan and their protecting group properties were investigated. Among them, 2,4,6-trimethoxybenzenesulfonyl and 4-methoxy-2,3,6-trimethylbenzenesulfonyl are stable to trifluoroacetic acid, but can be readily removed by hydrogen fluoride or methanesulfonic acid, and suppress decomposition and modification of the tryptophan residue during peptide synthesis. These protecting groups were successfully used in syntheses of bombesin, a potent analog of luteinizing hormone-releasing hormone by the solution method and dynorphin by the solid-phase method.
- 公益社団法人日本薬学会の論文
- 1982-08-25
著者
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藤野 政彦
Pharmaceutical Research Division Takeda Chemical Industries Ltd.
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藤野 政彦
武田薬品工業
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藤野 政彦
Chemistry Laboratories Central Research Division Takeda Chemical Industries Ltd.
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福田 常彦
Chemistry Laboratories Central Research Division Takeda Chemical Industries Ltd.
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藤野 政彦
武田薬品中央研
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藤野 政彦
武田薬品工業(株)
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脇舛 光広
Chemistry Laboratories, Central Research Division, Takeda Chemical Industries, Ltd.
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小林 榮
Chemistry Laboratories, Central Research Division, Takeda Chemical Industries, Ltd.
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脇舛 光広
Chemistry Laboratories Central Research Division Takeda Chemical Industries Ltd.
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小林 榮
Chemistry Laboratories Central Research Division Takeda Chemical Industries Ltd.
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