Synthesis of corticotropin peptides. XV. The synthesis of an undecapeptide and a nonapeptide derivatives related to the amino acid sequence 11-21 of corticotropin.
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概要
- 論文の詳細を見る
An undecapeptide derivative, Z–Lys(Mhoc)–Pro–Val–Gly–Lys(Mhoc)–Lys(Mhoc)–Arg–Arg–Pro–Val–Lys–(Mhoc)–NHNH<SUB>2</SUB>, corresponding to the amino acid sequence 11–21 of corticotropin (ACTH)is synthesized. In the course of the synthesis a key intermediate H–Arg(NO<SUB>2</SUB>)–Arg(NO<SUB>2</SUB>)–Pro–OH is derived from Z–Arg(NO<SUB>2</SUB>)–Arg–(NO<SUB>2</SUB>)–Pro–OBzl by the treatment with hydrogen bromide in acetic acid. This procedure eliminates the danger of racemization associated with the use of alkali for saponification. The synthesis is also described of a nonapeptide derivative, Z–Lys(Mhoc)–Pro–Val–Gly–Lys(Mhoc)–Lys(Mhoc)–Arg(NO<SUB>2</SUB>)–Arg(NO<SUB>2</SUB>)–Pro–OH (amino acid sequence 11–19 of ACTH), in which a new protecting group, 9-methyl-9-fluorenyloxycarbonyl (Mfoc), is utilized for the temporary protection of an α-amino function.
- 公益社団法人 日本化学会の論文
著者
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Inouye Ken
Shionogi Research Laboratories, Shionogi & Co., Ltd.
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Watanabe Kunio
Shionogi Research Laboratory, Shionogi & Co., Ltd.
関連論文
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