Studies on Peptides. XXII. Synthesis of the partially Protected Pentadecapeptide related to Monkey and Human β-Melanocyte-stimulating Hormones

• 矢島 治明

• 岡田 芳男

• 河谷 紘樹

• 溝上 業彬

抄録

Synthesis of the partially protected pentadecapeptide related to monkey and human β-melanocyte-stimulating hormone, H-Pro-Tyr-Arg-Met-Glu-His-Phe-Arg-Trp-Gly-Ser-Pro-Pro-Lys (N^ε-formyl)-Asp-OH (III), was described. Condensation of Z-Glu (γ-OBzl)-OH with H-His-Phe-Arg-Trp-Gly-Ser-Pro-Pro-Lys (N^ε-formyl)-Asp-OH (IV) by the p-nitrophenyl ester method and subsequent hydrogenation gave H-Glu-IV, which was condensed with Boc-Met-OH by the same procedure. Treatment of the product with trifluoroacetic acid gave H-Met-Glu-IV. Boc-Arg (N^G-nitro)-OH was condensed with this dodecapeptide by the mixed anhydride procedure and the product was treated with hydrogen fluoride to give H-Arg-Met-Glu-IV, to which Boc-Pro-Tyr-OH was added by the azide procedure to afford the protected III. Treatment of which with trifluoroacetic acid gave III. The MSH activity of the synthetic peptides was as follows ; H-Glu-IV, 6.0×10⁶ : H-Met-Glu-IV, 1.9×10⁶, 2.3×10⁷ : H-Arg-Met-Glu-IV, 1.8×10⁸ and III, 2.2×10¹²units/g.

収録刊行物

• ＣＨＥＭＩＣＡＬ　＆　ＰＨＡＲＭＡＣＥＵＴＩＣＡＬ　ＢＵＬＬＥＴＩＮ

  ＣＨＥＭＩＣＡＬ　＆　ＰＨＡＲＭＡＣＥＵＴＩＣＡＬ　ＢＵＬＬＥＴＩＮ 17 (6), 1229-1236, 1969

  公益社団法人 日本薬学会

キーワード

• Drug Discovery
• General Chemistry
• General Medicine

詳細情報

• CRID: 1390001204171452416
• NII論文ID: 110003621001
• NII書誌ID: AA00602100
• DOI: 10.1248/cpb.17.1229
• COI: 1:CAS:528:DyaF1MXks1Wkt7o%3D
• ISSN: 13475223
• ISSN: 00092363
• PubMed: 4979659
• Web Site: http://www.jstage.jst.go.jp/article/cpb1958/17/6/17_6_1229/_pdf
• Web Site: https://search.jamas.or.jp/link/ui/1970106332
• 本文言語コード: en
• データソース種別:
  • JaLC
  • Crossref
  • PubMed
  • CiNii Articles
• 抄録ライセンスフラグ: 使用不可