D3h-symmetrical hydrogen-bonding unit as a saccharide recognition and self-assembling module

D3h-symmetrical hydrogen-bonding unit as a saccharide recognition and self-assembling module
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DOI:
10.1021/ol800783a
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发表时间:
2008-07-03
期刊:
影响因子:
5.2
通讯作者:
Inouye, Masahiko
Inouye, Masahiko
中科院分区:
化学1区
文献类型:
--
作者:
Abe, Hajime;Horii, Asuka;Inouye, Masahiko

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研究了一种D-3 h-对称三间苯二酚分子1,3,5-三(2,6-二羟基-4-戊基苯基)苯(3)的糖苷识别和自缔合能力。3经糖苷处理后,其H-1 NMR、UV和CD谱发生了相应的变化。滴定实验表明,参与的葡萄糖胺衍生物客体不仅是1:1,而且是1:2的缔合。3的自缔合引起的凝胶与CDCl 3,并通过H-1 NMR和X-射线分析进行了研究。
A D-3h-symmetrical triresorcinol module 1,3,5-tris(2,6-dihydroxy-4-pentylphenyl)benzene (3) was investigated in terms of its hydrogen-bonding ability for glycoside recognition and self-association. When 3 was treated with glycoside, corresponding changes were induced in H-1 NMR, UV, and CD spectra. The titration experiments indicated the participation of not only a 1:1 but also a 1:2 association of a glucosamine derivative guest. Self-association of 3 caused gelation with CDCl3, and was studied by H-1 NMR and X-ray analysis.