SELECTIVE BINDING OF SUGAR TO BETA CYCLODEXTRIN - A PROTOTYPE FOR SUGAR-SUGAR INTERACTIONS IN WATER

被引：44
作者：
AOYAMA, Y
NAGAI, Y
OTSUKI, J
KOBAYASHI, K
TOI, H
机构：
[1] Department of Chemistry, Nagaoka University of Technology, Niigata, 940-21, Kamitomioka, Nagaoka
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH | 1992年 / 31卷 / 06期
关键词：
D O I：
10.1002/anie.199207451
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Not only the hydrophobicity of the sugar to be complexed determines the strength of its bond to beta-cyclodextrin. Steric factors also play a large role. In water, aldopentoses are bound better as their hydrophobicity increases, but aldohexoses do not form complexes with beta-cyclodextrin even though some are clearly more hydrophobic than all the pentoses studied. This is the first example of a selective oligosugar-sugar interaction in water.
引用
收藏
页码：745 / 747
页数：3
相关论文
共 19 条
[1]   EQUILIBRIA BETWEEN PYRANOSES AND FURANOSES .2. ALDOSES [J].
ANGYAL, SJ ;
PICKLES, VA .
AUSTRALIAN JOURNAL OF CHEMISTRY, 1972, 25 (08) :1695-&
[2]   MOLECULAR RECOGNITION .5. MOLECULAR RECOGNITION OF SUGARS VIA HYDROGEN-BONDING INTERACTION WITH A SYNTHETIC POLYHYDROXY MACROCYCLE [J].
AOYAMA, Y ;
TANAKA, Y ;
SUGAHARA, S .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (14) :5397-5404
[3]  
Bender M. L., 1977, CYCLODEXTRIN CHEM
[4]  
Bonar-Law R. P., 1990, ANGEW CHEM, V102, P1497
[5]   ARTIFICIAL RECEPTORS FOR CARBOHYDRATE-DERIVATIVES [J].
BONARLAW, RP ;
DAVIS, AP ;
MURRAY, BA .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1990, 29 (12) :1407-1408
[6]   BIOMIMETIC CONTROL OF CHEMICAL SELECTIVITY [J].
BRESLOW, R .
ACCOUNTS OF CHEMICAL RESEARCH, 1980, 13 (06) :170-177
[7]   THERMODYNAMIC STUDY ON THE EFFECTS OF BETA-CYCLODEXTRIN INCLUSION WITH ANILINONAPHTHALENESULFONATES [J].
CATENA, GC ;
BRIGHT, FV .
ANALYTICAL CHEMISTRY, 1989, 61 (08) :905-909
[8]  
CONNORS KA, 1987, BINDING CONSTANTS, P175
[9]  
EGGENS I, 1989, J BIOL CHEM, V264, P9476
[10]   CYCLODEXTRINS AND SYNTHETIC HOST CAVITIES - A COMPARISON OF THE COMPLEXATION PROPERTIES [J].
FRANKE, J ;
MERZ, T ;
LOSENSKY, HW ;
MULLER, WM ;
WERNER, U ;
VOGTLE, F .
JOURNAL OF INCLUSION PHENOMENA, 1985, 3 (04) :471-478
12