Studies on Peptides. XXII. Synthesis of the partially Protected Pentadecapeptide related to Monkey and Human β-Melanocyte-stimulating Hormones
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概要
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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, 6.0×10^6 : H-Met-Glu-IV, 1.9×10^6,2.3×10^7 : H-Arg-Met-Glu-IV, 1.8×10^8 and III, 2.2×10^<12>units/g.
- 社団法人日本薬学会の論文
- 1969-06-25
著者
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岡田 芳男
Faculty of Pharmaceutical Sciences Kobe-Gakuin University
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矢島 治明
Faculty of Pharmaceutical Sciences, Kyoto University
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溝上 業彬
Faculty of Pharmaceutical Sciences, Kyoto University
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河谷 紘樹
Faculty of Pharmaceutical Sciences, Kyoto University
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溝上 業彬
Central Research Division Takeda Chemical Industries Ltd.
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矢島 治明
Faculty Of Pharmaceutical Sciences Kyoto University
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