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ID 115115
著者
Kobayashi, Daishiro Tokushima University
Naruse, Naoto Tokushima University
重永, 章 Tokushima University|Fukuyama University KAKEN研究者をさがす
資料タイプ
学術雑誌論文
抄録
Ring-opening by CuSO4 of a 1,3-thiazolidine carbonyl structure (Thz) as an N-terminal cysteine (Cys) residue revealed that an intramolecular S–acetamidomethyl cysteine (Cys(Acm)) can also be deprotected with concomitant formation of a disulphide bond connecting the two Cys residues. A mechanistic study on the disulphide formation led to a general protocol for deprotection of the S-Acm group by CuSO4 and a 1,2-aminothiol under aerobic conditions. Application of this new deprotection reaction allowed for the synthesis of Apamin, a peptide with two-disulphides in a one-pot/stepwise disulphide-bridging procedure.
掲載誌名
Organic & Biomolecular Chemistry
ISSN
14770539
cat書誌ID
AA12084375
出版者
The Royal Society of Chemistry
18
42
開始ページ
8638
終了ページ
8645
発行日
2020-08-20
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
著者版フラグ
著者版
部局
薬学系