| ID | 111889 |
| タイトル別表記 | Cysteine-free Intramolecular Ligation of N-Sulfanylethylanilide Peptide Using 4-Mercaptobenzylphosphonic Acid : Synthesis of Cyclic Peptide, Trichamide
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| 著者 |
Aihara, Keisuke
Tokushima University
Jichu, Takahisa
Tokushima University
Lin, Zhenjian
University of Utah
Fu, Feixue
University of Southern California
Yamaoka, Kosuke
Tokushima University
Hutchins, David A.
University of Southern California
Schmidt, Eric W.
University of Utah
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| キーワード | peptides
thioester
N-S acyl transfer
chemical ligation
cyclic peptides
|
| 資料タイプ |
学術雑誌論文
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| 抄録 | An N-sulfanylethylanilide (SEAlide)-based ligation was developed for the preparation of trichamide, a thiazole-containing cyclic peptide isolated from bloom-forming cyanobacterium Trichodesmium erythraeum. In this cysteine-free ligation, 4-mercaptobenzylphosphonic acid (MBPA) functions as a dual promoter both for the N–S acyl-transfer-mediated activation of the SEAlide unit and for subsequent ligation. Furthermore, we established a high-yielding route to enantiomerically pure thiazole amino acids using a one-pot Hantzsch process.
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| 掲載誌名 |
Synlett
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| ISSN | 09365214
14372096
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| cat書誌ID | AA10731110
AA12357740
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| 出版者 | Thieme
|
| 巻 | 28
|
| 号 | 15
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| 開始ページ | 1944
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| 終了ページ | 1949
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| 発行日 | 2017-07-06
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| 権利情報 | © Georg Thieme Verlag Stuttgart · New York
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| EDB ID | |
| 出版社版DOI | |
| 出版社版URL | |
| フルテキストファイル | |
| 言語 |
eng
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| 著者版フラグ |
著者版
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| 部局 |
薬学系
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