Reinvestigation of calixarene-based artificial-signaling acetylcholine receptors useful in neutral aqueous (water/methanol) solution

被引：163

作者：

Koh, KN ^{[1
]}

Araki, K ^{[1
]}

Ikeda, A ^{[1
]}

Otsuka, H ^{[1
]}

Shinkai, S ^{[1
]}

机构：

[1] KYUSHU UNIV,FAC MED,DEPT CHEM SCI & TECHNOL,FUKUOKA 812,JAPAN

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 1996年 / 118卷 / 04期

关键词：

D O I：

10.1021/ja951488k

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

It was shown that an artificial acetylcholine (neurotransmitter) detection system using resorcin[4]arene (1: Inouye et al. J. Am. Chem. Sec. 1994, 116, 5517) has substantial problems: both acetylcholine and a fluorescent receptor molecule decompose in 0.01 M KOH/MeOH solution. In their system the strong alkaline medium was necessitated to dissociate OH groups in 1 and to enhance the fluorescence quenching ability. To solve this problem we exploited a new artificial acetylcholine detection system using water-soluble calix[n]arene-p-sulfonates which are useful even in aqueous (water/methanol) neutral solution. This achievement is due to several outstanding properties of these calix[n]arenes such as low pK(a) values, cation-x interactions, high water-solubility, etc.

引用

页码：755 / 758

页数：4

共 27 条

[1] ARAKI K, 1993, J AM CHEM SOC, P205
[2] Water soluble calix[4]arenes. A thermodynamic investigation of proton complex formation
Arena, Giuseppe
Cali, Rosario
Lombardo, Gaetano Giuseppe
Rizzarelli, Enrico
Sciotto, Domenico
Ungaro, Rocco
Casnati, Alessandro
[J]. SUPRAMOLECULAR CHEMISTRY, 1992, 1 (01) : 19 - 24
[3] INTERPRETATION OF PH MEASUREMENTS IN ALCOHOL-WATER SOLVENTS
BATES, RG
BAABO, M
ROBINSON, RA
[J]. JOURNAL OF PHYSICAL CHEMISTRY, 1963, 67 (09) : 1833 - &
[4] Benesi H.A., 1949, J AM CHEM SOC, V71, P2073
[5] CHEMICAL COMMUNICATION IN WATER USING FLUORESCENT CHEMOSENSORS
CZARNIK, AW
[J]. ACCOUNTS OF CHEMICAL RESEARCH, 1994, 27 (10) : 302 - 308
[6] CHEMISTRY OF DIHYDROPYRIDINES
EISNER, U
KUTHAN, J
[J]. CHEMICAL REVIEWS, 1972, 72 (01) : 1 - +
[7] Gutsche C.D., 1989, Calixarenes
[8] QUATERNARY LIGAND-BINDING TO AROMATIC RESIDUES IN THE ACTIVE-SITE GORGE OF ACETYLCHOLINESTERASE
HAREL, M
SCHALK, I
EHRETSABATIER, L
BOUET, F
GOELDNER, M
HIRTH, C
AXELSEN, PH
SILMAN, I
SUSSMAN, JL
[J]. PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1993, 90 (19) : 9031 - 9035
[9] INOKUCHI F, 1994, IN PRESS ANGEW CHEM, P1383
[10] NONDESTRUCTIVE DETECTION OF ACETYLCHOLINE IN PROTIC MEDIA - ARTIFICIAL-SIGNALING ACETYLCHOLINE-RECEPTORS
INOUYE, M
HASHIMOTO, K
ISAGAWA, K
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (12) : 5517 - 5518

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