Rational design of a sugar-appended porphyrin gelator that is forced to assemble into a one-dimensional aggregate

被引:115
作者
Tamaru, S [1 ]
Nakamura, M [1 ]
Takeuchi, M [1 ]
Shinkai, S [1 ]
机构
[1] Kyushu Univ, Grad Sch Engn, Dept Chem & Biochem, Fukuoka 8128581, Japan
关键词
D O I
10.1021/ol0165544
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] As an attempt to rationally design organogelators, an amphiphilic porphyrin bearing four beta -D-galactopyranoside groups at its periphery was synthesized. This compound tends to aggregate in a one-dimensional direction, resulting in very robust gels in DMF/alcohol mixed solvents. Spectroscopic studies and electron-micrographic observations support the view that the pi-pi stacking interaction among porphyrin moieties and the hydrogen-bonding interaction among sugar moieties operate synergistically to give rise to a stable one-dimensional aggregate structure indispensable for gel formation.
引用
收藏
页码:3631 / 3634
页数:4
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