D3h-symmetrical hydrogen-bonding unit as a saccharide recognition and self-assembling module |
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Authors: | Abe Hajime Horii Asuka Matsumoto Shinya Shiro Motoo Inouye Masahiko |
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Affiliation: | Graduate School of Pharmaceutical Sciences, University of Toyama, 2630 Sugitani, Toyama, Toyama 930-0194, Japan. abeh@pha.u-toyama.ac.jp |
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Abstract: | 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 (1)H 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 CDCl(3), and was studied by (1)H NMR and X-ray analysis. |
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