ID 111883
著者
Tsuda, Yusuke Tokushima University
Tsuji, Kohei Tokushima University
Denda, Masaya Tokushima University
Sato, Kohei Tokushima University
Kitakaze, Keisuke Tokushima University
Nakamura, Takahiro Tokushima University
キーワード
acyl transfer
native chemical ligation
nickel(II)-mediated alcoholysis
peptide hydrazides
peptide thioesters
資料タイプ
学術雑誌論文
抄録
Peptide thioesters are very useful in protein chemistry, and chemistry- and biochemistry-based protocols are used for the preparation of thioesters. Among such protocols, only a few biochemistry-based approaches have been use for naturally occurring peptide sequences. The development of chemistry-based protocols applicable to natural sequences remains a challenge, and the development of such methods would be a major contribution to protein science. Here, we describe the preparation of peptide thioesters using innovative methodology that features nickel(II)-mediated alcoholysis of a naturally occurring peptide sequence, followed by O-N and N-S acyl transfers. This protocol involves sequential quadruple acyl transfer, termed SQAT. Notably, the SQAT system consists of sequential chemical reactions that allow naturally occurring peptide sequences to be converted to thioesters without requiring an artificial chemical unit.
掲載誌名
Chemistry Open
ISSN
21911363
出版者
WILEY-VCH Verlag GmbH & Co. KGaA
4
4
開始ページ
448
終了ページ
452
発行日
2015-04-28
権利情報
🄫2015 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA. This is an open access article under the terms of the Creative Commons Attribution-NonCommercial-NoDerivs License, which permits use and distribution in any medium, provided the original work is properly cited, the use is non-commercial and no modifications or adaptations are made.
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
出版社版
部局
薬学系