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ID 111904
著者
Yamamoto, Jun The University of Tokushima
Nishioka, Naomi The University of Tokushima
キーワード
Asymmetric α-amination
Organocatalyst
Peptide bond cleavage
Stimulus-responsive
UV-responsive
資料タイプ
学術雑誌論文
抄録
Development of a methodology to control the function of peptides and proteins is an indispensable task in the field of chemical biology and drug delivery. Recently, we reported synthesis of racemic stimulus-responsive amino acids and their application for controlling peptidyl function. In this study, we report enantioselective synthesis of a key intermediate of stimulus-responsive amino acids via asymmetric α-amination reaction of an aldehyde. The obtained chiral intermediate was converted to an Fmoc protected UV-responsive amino acid with (S)-configuration, and it was successfully incorporated into a model peptide by Fmoc solid phase peptide synthesis.
掲載誌名
Tetrahedron
ISSN
00404020
cat書誌ID
AA00861787
AA11539786
出版者
Elsevier Ltd.
66
37
開始ページ
7367
終了ページ
7372
発行日
2010-07-21
権利情報
© 2010. This manuscript version is made available under the CC-BY-NC-ND 4.0 license http://creativecommons.org/licenses/by-nc-nd/4.0/
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