4-Methoxy-2,3,6-trimethylbenzenesulfonyl (Mtr) : a New Amino and Imidazole Protecting Group in Peptide Synthesis

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概要

• 論文の詳細を見る

• The 4-methoxy-2,3,6-trimethylbenzenesulfonyl (Mtr) group was introduced as a protecting group for the amino function, especially the ε-amino function of lysine, and the imidazole ring of histidine. The N^ε-Mtr group was removable by dilute methanesulfonic acid-containing trifluoroacetic acid-thioanisole, but was stable to trifluoroacetic acid or catalytic hydrogenation. The N^<lm>-Mtr group was removable by trifluoroacetic acid-dimethylsulfide or 1-hydroxybenzotriazole, but was more stable than the N^<lm>-Tos or the N^<lm>-Mbs group with triethylamine. To examine the usefulness of the Mtr group as a protecting group for use in peptide synthesis, mastoparan X and chicken gastrin releasing peptide (c-GRP) were synthesized, and this group was found to be very convenient for general solution synthesis. In particular, the introduction of Lys (Mtr) made possible a new strategy in peptide synthesis.

• 社団法人日本薬学会の論文
• 1982-08-25

著者

• 藤野 政彦

  Pharmaceutical Research Division Takeda Chemical Industries Ltd.

• 藤野 政彦

  武田薬品工業

• 藤野 政彦

  Chemistry Laboratories Central Research Division Takeda Chemical Industries Ltd.

• 藤野 政彦

  武田薬品中央研

• 北田 千恵子

  Chemical Research Laboratories, Central Research Division, Takeda Chemical Industries, Ltd.

• 藤野 政彦

  武田薬品工業(株)

• 北田 千恵子

  Discovery Research Division Takeda Chemical Industries Ltd.

• Kitada Chieko

  Discovery Research Division Takeda Chemical Industries Ltd

• 脇舛 光広

  Chemistry Laboratories, Central Research Division, Takeda Chemical Industries, Ltd.

• 脇舛 光広

  Chemistry Laboratories Central Research Division Takeda Chemical Industries Ltd.

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