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Enantioselective synthesis of stimulus-responsive amino acid via asymmetric α-amination of aldehyde
https://tokushima-u.repo.nii.ac.jp/records/2005069
https://tokushima-u.repo.nii.ac.jp/records/2005069ad1a587f-3071-45ab-8643-3b3a990dfe3a
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&amp;amp;amp;amp;lt;td&amp;amp;amp;amp;gt;&amp;amp;amp;amp;lt;a href=&amp;amp;amp;amp;#34;https://doi.org/10.1016/j.tet.2010.07.033&amp;amp;amp;amp;#34; target=&amp;amp;amp;amp;#39;_blank&amp;amp;amp;amp;#39;&amp;amp;amp;amp;gt;https://doi.org/10.1016/j.tet.2010.07.033&amp;amp;amp;amp;lt;/a&amp;amp;amp;amp;gt;&amp;amp;amp;amp;lt;/td&amp;amp;amp;amp;gt;
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&amp;lt;td&amp;gt;&amp;lt;a href=&amp;#34;http://purl.org/coar/version/c_ab4af688f83e57aa&amp;#34; target=&amp;#39;_blank&amp;#39;&amp;gt;http://purl.org/coar/version/c_ab4af688f83e57aa&amp;lt;/a&amp;gt;&amp;lt;/td&amp;gt;
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&amp;lt;td class=&amp;#34;multiple-line&amp;#34;&amp;gt;Enantioselective synthesis of stimulus-responsive amino acid via asymmetric α-amination of aldehyde&amp;lt;/td&amp;gt;
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&amp;lt;td class=&amp;#34;multiple-line&amp;#34;&amp;gt;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.&amp;lt;/td&amp;gt;
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&amp;lt;td class=&amp;#34;multiple-line&amp;#34;&amp;gt;Asymmetric α-amination&amp;lt;/td&amp;gt;
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&amp;lt;td class=&amp;#34;multiple-line&amp;#34;&amp;gt;Organocatalyst&amp;lt;/td&amp;gt;
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&amp;lt;td class=&amp;#34;multiple-line&amp;#34;&amp;gt;Peptide bond cleavage&amp;lt;/td&amp;gt;
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&amp;lt;td class=&amp;#34;multiple-line&amp;#34;&amp;gt;Stimulus-responsive&amp;lt;/td&amp;gt;
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&amp;lt;td class=&amp;#34;multiple-line&amp;#34;&amp;gt;UV-responsive&amp;lt;/td&amp;gt;
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&amp;lt;td class=&amp;#34;multiple-line&amp;#34;&amp;gt;Elsevier Ltd.&amp;lt;/td&amp;gt;
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&amp;lt;td class=&amp;#34;multiple-line&amp;#34;&amp;gt;© 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/&amp;lt;/td&amp;gt;
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Item type | 文献 / Documents(1) | |||||||||||||||||||||||
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公開日 | 2018-07-27 | |||||||||||||||||||||||
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アクセス権 | open access | |||||||||||||||||||||||
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資源タイプ識別子 | http://purl.org/coar/resource_type/c_6501 | |||||||||||||||||||||||
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著者 |
重永, 章
× 重永, 章× ヤマモト, ジュン
× ニシオカ, ナオミ
× 大髙, 章
WEKO
188
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書誌情報 |
en : Tetrahedron 巻 66, 号 37, p. 7367-7372, 発行日 2010-07-21 |
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