New synthetic methods for benzyloxycarbonyl-L-arginine-p-nitroanilide, benzoyl-L-arginine-p-nitroanilide, and acetyl-L-arginine-p-nitroanilide.

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概要

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• The optically active substrates for two peptidases, benzoyl-L-arginine-<I>p</I>-nitroanilide hydrochloride (L-BAPA·HCl) and acetyl-L-arginine-<I>p</I>-nitroanilide (L-AAPA·HCl), were readily prepared through the synthesis of benzyloxycarbonyl-L-arginine-<I>p</I>-nitroanilide hydrochloride (L-ZAPA·HCl). Benzyloxycarbonyl-L-arginine and <I>p</I>-nitroaniline were directly coupled without any racemization. The product, L-ZAPA·HCl, was quantitatively debenzyloxycarbonylated with hydrogen chloride in glacial acetic acid at 50 °C to L-arginine-<I>p</I>-nitroanilide dihydrochloride(L-APA·2HCl) which gave, on benzoylation or acetylation, L-BAPA·HCl or L-AAPA·HCl respectively.

• 公益社団法人 日本化学会の論文

著者

• Noguchi Junzo

  Department of Polymer Science, Faculty of Science, Hokkaido University

• Nishi Norio

  Department of Polymer Science, Faculty of Science, Hokkaido University

関連論文

• The Synthesis of Benzoyl-L-arginine-p-nitroanilide
• Syntheses of New Arginine Derivatives as a Substrate for Trypsin or Papain
• New synthetic methods for benzyloxycarbonyl-L-arginine-p-nitroanilide, benzoyl-L-arginine-p-nitroanilide, and acetyl-L-arginine-p-nitroanilide.

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