Fluorescence sensing of ammonium and organoammonium ions with tripodal oxazoline receptors

被引:43
作者
Ahn, KH
Ku, HY
Kim, Y
Kim, SG
Kim, YK
Son, HS
Ku, JK
机构
[1] Pohang Univ Sci & Technol, Dept Chem, Pohang 790784, South Korea
[2] Pohang Univ Sci & Technol, Ctr Integrated Mol Syst, Div Mol & Life Sci, Pohang 790784, South Korea
关键词
D O I
10.1021/ol034041m
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
graphic A new class of fluorescence sensors for ammonium and organoammonium ions has been disclosed. One of the sensors, an alaninol-derived tripodal oxazoline (1a) shows significant fluorescence enhancement upon binding NH4+ but little response toward K+, Na+, and Mg2+ ions. Owing to its chiral environment, a phenylglycinol-derived tripodal oxazoline (1b) shows chiral discrimination in fluorescence upon binding enantiomeric guests.
引用
收藏
页码:1419 / 1422
页数:4
相关论文
共 33 条
[1]   Selective recognition of NH4+ over K+ with tripodal oxazoline receptors [J].
Ahn, KH ;
Kim, SG ;
Jung, JY ;
Kim, KH ;
Kim, J ;
Chin, J ;
Kim, K .
CHEMISTRY LETTERS, 2000, (02) :170-171
[2]   SUPRAMOLECULAR PHOTOCHEMISTRY AND PHOTOPHYSICS - A CYLINDRICAL MACROTRICYCLIC RECEPTOR AND ITS ADDUCTS WITH PROTONS, AMMONIUM-IONS, AND A PT(II) COMPLEX [J].
BALLARDINI, R ;
BALZANI, V ;
CREDI, A ;
GANDOLFI, MT ;
KOTZYBAHIBERT, F ;
LEHN, JM ;
PRODI, L .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (13) :5741-5746
[3]   Chiral discrimination with a fluorescent boron-dipyrromethene dye [J].
Beer, G ;
Rurack, K ;
Daub, J .
CHEMICAL COMMUNICATIONS, 2001, (12) :1138-1139
[4]   Dipyrrolylquinoxalines: Efficient sensors for fluoride anion in organic solution [J].
Black, CB ;
Andrioletti, B ;
Try, AC ;
Ruiperez, C ;
Sessler, JL .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (44) :10438-10439
[5]   Carrier-based ion-selective electrodes and bulk optodes. 2. Ionophores for potentiometric and optical sensors [J].
Buhlmann, P ;
Pretsch, E ;
Bakker, E .
CHEMICAL REVIEWS, 1998, 98 (04) :1593-1687
[6]  
Chin J, 1999, ANGEW CHEM INT EDIT, V38, P2756, DOI 10.1002/(SICI)1521-3773(19990917)38:18<2756::AID-ANIE2756>3.3.CO
[7]  
2-Y
[8]  
CZARNIK AW, 1994, FLUOROSENSORS ION MO, V538
[9]   FLUORESCENCE OFF-ON SIGNALING UPON LINEAR RECOGNITION AND BINDING OF ALPHA,OMEGA-ALKANEDIYLDIAMMONIUM IONS BY 9,10-BIS((1-AZA-4,7,10,13,16-PENTAOXACYCLOOCTADECYL)METHYL)ANTHRACENE [J].
DE SILVA, AP ;
SANDANAYAKE, KRAS .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1990, 29 (10) :1173-1175
[10]   Signaling recognition events with fluorescent sensors and switches [J].
de Silva, AP ;
Gunaratne, HQN ;
Gunnlaugsson, T ;
Huxley, AJM ;
McCoy, CP ;
Rademacher, JT ;
Rice, TE .
CHEMICAL REVIEWS, 1997, 97 (05) :1515-1566