書誌事項
- タイトル別名
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- Ethynylpyridine Polymers: Development of Polymeric Hosts for Saccharide Recognition
- トウシツ オ ニンシキ スル コウブンシ エチニルピリジン ポリマー ノ カイハツ
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Saccharide recognition is one of the most attractive topics in host-guest and biomimicking chemistry. Herein we describe development of “meta-ethynylpyridine” poly-/oligomers as artificial hosts for saccharide recognition, which consist of 4-substituted pyridine rings linked 2,6-positions with acetylene bonds. When ethynylpyridine chains associate with a guest saccharide by multipoint hydrogen-bonds, a helical complex forms and its helicity is biassed by chirality of the guest saccharide. Substituents on the pyridine rings give additional characteristics such as solubility, amphiphilicity, basicity, and tautomeric ability. Amphiphilic polymer recognizes natural hexoses even in aqueous methanol. Basic and tautomeric ethynylpyridines switch their recognition ability by protonation and tautomerism, respectively. When a glycoside template is linked with ethynylpyridine oligomers covalently, the resulting helices are fixed by intramolecular association. Helical structure of azacrown-induced polymer is stabilized by collaboration with axial oligoammonium, accompanied with the improvement of glucoside recognition by pseudorotaxane formation between the crown and the oligoammonium.
収録刊行物
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- 有機合成化学協会誌
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有機合成化学協会誌 68 (2), 112-123, 2010
公益社団法人 有機合成化学協会
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詳細情報 詳細情報について
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- CRID
- 1390001205311684096
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- NII論文ID
- 10026867805
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- NII書誌ID
- AN0024521X
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- COI
- 1:CAS:528:DC%2BC3cXitlOhtr0%3D
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- ISSN
- 18836526
- 00379980
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- NDL書誌ID
- 10586923
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- 本文言語コード
- ja
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- データソース種別
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- JaLC
- NDL
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- 抄録ライセンスフラグ
- 使用不可