Fluorescence sensing of ammonium and organoammonium ions with tripodal oxazoline receptors.
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 NH(4)(+) but little response toward K(+), Na(+), and Mg(2+) ions. Owing to its chiral environment, a phenylglycinol-derived tripodal oxazoline (1b) shows chiral discrimination in fluorescence upon binding enantiomeric guests. [reaction: see text]
Ahn
Kyo Han
KH
Department of Chemistry and Center for Integrated Molecular Systems, Division of Molecular and Life Science, Pohang University of Science and Technology, San 31 Hyoja-dong, Pohang 790-784, Republic of Korea. ahn@postech.ac.kr
Ku
Hui-Young
HY
Kim
Yusin
Y
Kim
Sung-Gon
SG
Kim
Young Kook
YK
Son
Hyung Su
HS
Ku
Ja Kang
JK
D002412:Cations / Q000032:analysis; D004579:Electron Transport; D004983:Ethanolamines; D005456:Fluorescent Dyes / Q000737:chemistry*; D005998:Glycine / Q000031:analogs & derivatives* / Q000737:chemistry; D010080:Oxazoles / Q000737:chemistry*; D010627:Phenethylamines / Q000737:chemistry; D010777:Photochemistry; D011412:Propanolamines / Q000737:chemistry; D011789:Quantum Theory; D000644:Quaternary Ammonium Compounds / Q000032:analysis* / Q000737:chemistry* / Q000378:metabolism; D012680:Sensitivity and Specificity; D013050:Spectrometry, Fluorescence; D013237:Stereoisomerism
D002412:Cations; D004983:Ethanolamines; D005456:Fluorescent Dyes; D010080:Oxazoles; D010627:Phenethylamines; D011412:Propanolamines; D000644:Quaternary Ammonium Compounds; C005332:N-phenylethanolamine; C034448:2-aminopropanol; D005998:Glycine