pH-dependent reversible polymers formed from cyclic sugar- and aromatic boronic acid-based bolaamphiphiles

被引:54
作者
Nakazawa, I
Suda, S
Masuda, M
Asai, M
Shimizu, T
机构
[1] Natl Inst Mat & Chem Res, Tsukuba, Ibaraki 3058565, Japan
[2] NIMC, Japan Chem Innovat Inst, Joint Res Ctr Precis Polymerizat, Tsukuba, Ibaraki 3058565, Japan
关键词
D O I
10.1039/b001013h
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Glucuronamide-based bolaamphiphiles are found to form a reversible, linear polymolecular array, via a boronate ester linkage attached to the 1,2-positions of the pyranose or furanose ring, upon complexation with an aromatic boronic acid-based homologue in aqueous solutions.
引用
收藏
页码:881 / 882
页数:2
相关论文
共 20 条
[1]   A fluorescent glucose sensor binding covalently to all five hydroxy groups of α-D-glucofuranose.: A reinvestigation [J].
Bielecki, M ;
Eggert, H ;
Norrild, JC .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1999, (03) :449-455
[2]   CONVENIENT METHOD FOR SYNTHESIS OF 6-O-METHYL-D-GLUCOSE [J].
BOURNE, EJ ;
MCKINLEY, IR ;
WEIGEL, H .
CARBOHYDRATE RESEARCH, 1972, 25 (02) :516-517
[3]   A new glucose-selective fluorescent bisboronic acid.: First report of strong α-furanose complexation in aqueous solution at physiological pH [J].
Eggert, H ;
Frederiksen, J ;
Morin, C ;
Norrild, JC .
JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (11) :3846-3852
[4]  
FALKOWSKI L, 1980, POL J CHEM, V54, P599
[5]   DETERMINATION OF THE ABSOLUTE-CONFIGURATION OF MONOSACCHARIDES BY A COLOR-CHANGE IN A CHIRAL CHOLESTERIC LIQUID-CRYSTAL SYSTEM [J].
JAMES, TD ;
HARADA, T ;
SHINKAI, S .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1993, (10) :857-860
[6]   Saccharide sensing with molecular receptors based on boronic acid [J].
James, TD ;
Sandanayake, KRAS ;
Shinkai, S .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1996, 35 (17) :1910-1922
[7]   NOVEL PHOTOINDUCED ELECTRON-TRANSFER SENSOR FOR SACCHARIDES BASED ON THE INTERACTION OF BORONIC ACID AND AMINE [J].
JAMES, TD ;
SANDANAYAKE, KRAS ;
SHINKAI, S .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1994, (04) :477-478
[8]   Super-structures can be constructed in organogels from combination of a boronic-acid-appended bolaamphiphile with chiral diols [J].
Kimura, T ;
Yamashita, T ;
Koumoto, K ;
Shinkai, S .
TETRAHEDRON LETTERS, 1999, 40 (36) :6631-6634
[9]   Polymerization of bolaform butadiyne 1-glucosamide in self-assembled nanoscale-fiber morphology [J].
Masuda, M ;
Hanada, T ;
Yase, K ;
Shimizu, T .
MACROMOLECULES, 1998, 31 (26) :9403-9405
[10]   Synthesis of novel α,ω-type 1-glucosamide and 1-galactosamide bolaamphiphiles [J].
Masuda, M ;
Shimizu, T .
JOURNAL OF CARBOHYDRATE CHEMISTRY, 1998, 17 (03) :405-416