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Helical structures of homo-chiral isotope-labeled α-aminoisobutyric acid peptides
http://hdl.handle.net/10069/37238
http://hdl.handle.net/10069/372383c678aec-1e2f-435d-a863-8bd9ab7121db
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Supple.pdf (276.2 kB)
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Tetra72_5864.pdf (660.6 kB)
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Item type | 学術雑誌論文 / Journal Article(1) | |||||
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公開日 | 2018-09-30 | |||||
タイトル | ||||||
タイトル | Helical structures of homo-chiral isotope-labeled α-aminoisobutyric acid peptides | |||||
言語 | ||||||
言語 | eng | |||||
キーワード | ||||||
主題Scheme | Other | |||||
主題 | Aib | |||||
キーワード | ||||||
主題Scheme | Other | |||||
主題 | Conformation | |||||
キーワード | ||||||
主題Scheme | Other | |||||
主題 | Helix | |||||
キーワード | ||||||
主題Scheme | Other | |||||
主題 | Peptide | |||||
キーワード | ||||||
主題Scheme | Other | |||||
主題 | α,α-Disubstituted α-amino acid | |||||
資源タイプ | ||||||
資源タイプ識別子 | http://purl.org/coar/resource_type/c_6501 | |||||
資源タイプ | journal article | |||||
著者 |
Ueda, Atsushi
× Ueda, Atsushi× Oba, Makoto× Izumi, Yuki× Sueyoshi, Yasuhito× Doi, Mitsunobu× Demizu, Yosuke× Kurihara, Masaaki× Tanaka, Masakazu |
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抄録 | ||||||
内容記述タイプ | Abstract | |||||
内容記述 | The chiral deuterium- and 13C-isotope-labeled α-aminoisobutyric acids CD3-Aib and 13CH3-Aib were enantioselectively synthesized from L-Ala aldimine using simplified Maruoka chiral phase-transfer catalysts. Homo-chiral (S)-CD3-Aib homopeptides, up to decamers, were prepared. A (R)-CD3-Aib polymer and (S)-13CH3-Aib polymer were also prepared. Conformational studies on homopeptides using CD spectra and an X-ray crystallographic analysis revealed that the preferred conformations were 310-helical structures comprising equal amounts of right-handed (P) and left-handed (M) helical-screw structures. The α-carbon chiral centers induced by the D- or 13C-isotope substitution of Aib were incapable of controlling the helical-screw directions of their oligopeptides and short polymers. | |||||
書誌情報 |
Tetrahedron 巻 72, 号 39, p. 5864-5871, 発行日 2016-09-29 |
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出版者 | ||||||
出版者 | Elsevier Ltd | |||||
ISSN | ||||||
収録物識別子タイプ | ISSN | |||||
収録物識別子 | 00404020 | |||||
DOI | ||||||
関連タイプ | isVersionOf | |||||
識別子タイプ | DOI | |||||
関連識別子 | 10.1016/j.tet.2016.08.011 | |||||
権利 | ||||||
権利情報 | c 2016 Elsevier Ltd. This manuscript version is made available under the CC-BY-NC-ND 4.0 license http://creativecommons.org/licenses/by-nc-nd/4.0/ | |||||
著者版フラグ | ||||||
出版タイプ | AM | |||||
出版タイプResource | http://purl.org/coar/version/c_ab4af688f83e57aa | |||||
引用 | ||||||
内容記述タイプ | Other | |||||
内容記述 | Tetrahedron, 72(39), pp.5864-5871; 2016 |