Highlighted Paper selected by Editor-in-Chief : The Revised Structure of the Cyclic Octapeptide Surugamide A
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- Matsuda Kenichi
- Faculty of Pharmaceutical Sciences, Hokkaido University
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- Kuranaga Takefumi
- Faculty of Pharmaceutical Sciences, Hokkaido University
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- Sano Ayae
- Faculty of Pharmaceutical Sciences, Hokkaido University
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- Ninomiya Akihiro
- Graduate School of Agricultural and Life Sciences, The University of Tokyo
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- Takada Kentaro
- Graduate School of Agricultural and Life Sciences, The University of Tokyo
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- Wakimoto Toshiyuki
- Faculty of Pharmaceutical Sciences, Hokkaido University
書誌事項
- タイトル別名
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- The Revised Structure of the Cyclic Octapeptide Surugamide A
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<p>Surugamides are a group of non-ribosomal peptides isolated from marine-derived Streptomyces. Surugamide A (1) and its closely related derivatives, surugamides B–E (2–5), are D-amino acid containing cyclic octapeptides with cathepsin B inhibitory activity. The D-isoleucine (Ile), the nonproteinogenic amino acid residue embedded in 1, is less common in natural peptides because a rare Cβ-epimerization is required for its biosynthesis. Taking advantage of the synthetic route of 2 previously established by our group, we synthesized the cyclic octapeptide 1 containing D-Ile by solid phase peptide synthesis. The structure of 1 actually contains D-allo-Ile in place of D-Ile, which was corroborated by chemical syntheses and chromatographic comparisons.</p>
収録刊行物
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- CHEMICAL & PHARMACEUTICAL BULLETIN
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CHEMICAL & PHARMACEUTICAL BULLETIN 67 (5), 476-480, 2019-05-01
公益社団法人 日本薬学会
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詳細情報 詳細情報について
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- CRID
- 1390564238088867328
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- NII論文ID
- 130007641158
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- NII書誌ID
- AA00602100
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- ISSN
- 13475223
- 00092363
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- NDL書誌ID
- 029658559
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- PubMed
- 31061373
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- 本文言語コード
- en
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- データソース種別
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- JaLC
- NDL
- Crossref
- PubMed
- CiNii Articles
- KAKEN
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- 抄録ライセンスフラグ
- 使用不可