SPECIFIC COMPLEXATION WITH MONOSACCHARIDES AND DISACCHARIDES THAT CAN BE DETECTED BY CIRCULAR-DICHROISM

被引:188
作者
TSUKAGOSHI, K [1 ]
SHINKAI, S [1 ]
机构
[1] KYUSHU UNIV,FAC ENGN,DEPT ORGAN SYNTH,FUKUOKA 812,JAPAN
关键词
D O I
10.1021/jo00013a002
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
For the development of receptor molecules that can recognize sugar molecules, we newly synthesized 2,2'-dimethoxydiphenylmethane-5,5'-diboronic acid (2). It was shown that in the presence of 2, D-glucose, D-maltose, D-cellobiose, and D-lactose result in a CD band at 275 nm. The results indicate that the CD spectroscopic method using 2 as a receptor molecule serves as a new sensory system for sugar molecules.
引用
收藏
页码:4089 / 4091
页数:3
相关论文
共 28 条
[1]   POLAR HOST GUEST INTERACTION - BINDING OF NONIONIC POLAR COMPOUNDS WITH A RESORCINOL-ALDEHYDE CYCLOOLIGOMER AS A LIPOPHILIC POLAR HOST [J].
AOYAMA, Y ;
TANAKA, Y ;
TOI, H ;
OGOSHI, H .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (02) :634-635
[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]   HEXAGONAL LATTICE HOSTS FOR UREA - A NEW SERIES OF DESIGNED HETEROCYCLIC RECEPTORS [J].
BELL, TW ;
LIU, J .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (11) :3673-3674
[4]   MOLECULAR RECOGNITION OF BIOLOGICALLY INTERESTING SUBSTRATES - SYNTHESIS OF AN ARTIFICIAL RECEPTOR FOR BARBITURATES EMPLOYING 6 HYDROGEN-BONDS [J].
CHANG, SK ;
HAMILTON, AD .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (04) :1318-1319
[5]   THE USE OF COCRYSTALLIZATION AS A METHOD OF STUDYING HYDROGEN-BOND PREFERENCES OF 2-AMINOPYRIMIDINE [J].
ETTER, MC ;
ADSMOND, DA .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1990, (08) :589-591
[6]   1,3-BIS(M-NITROPHENYL)UREA - AN EXCEPTIONALLY GOOD COMPLEXING AGENT FOR PROTON ACCEPTORS [J].
ETTER, MC ;
PANUNTO, TW .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (17) :5896-5897
[7]   THE HYDROGEN-BOND IN MOLECULAR RECOGNITION [J].
FERSHT, AR .
TRENDS IN BIOCHEMICAL SCIENCES, 1987, 12 (08) :301-304
[8]  
FIESER LF, 1967, REAGENTS ORGANIC SYN, P833
[9]   NUCLEOTIDE BASE RECOGNITION - A MACROCYCLIC RECEPTOR FOR ADENINE EMPLOYING HYDROGEN-BONDING AND AROMATIC STACKING INTERACTIONS [J].
GOSWAMI, S ;
HAMILTON, AD ;
VANENGEN, D .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (09) :3425-3426
[10]   INDUCED FIT IN SYNTHETIC RECEPTORS - NUCLEOTIDE BASE RECOGNITION BY A MOLECULAR HINGE [J].
HAMILTON, AD ;
VANENGEN, D .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (16) :5035-5036