Substituent dependent fluorescence response of diazacrown-based PET sensors

K. Nagy, S. Béni, Zoltán Szakács, A. Bényei, B. Noszál, P. Kele, András Kotschy

Research output: Contribution to journalArticle

1 Citation (Scopus)

Abstract

The sensing ability of three 1,10-diaza-18-crown-6 based sensors bearing a coumarin fluorophore was studied and compared with the analogous monoaza-18-crown-6 sensor. Coordination experiments between hosts and organic ammonium salts with varying steric demand were studied using fluorescence and 1H NMR spectroscopy. We have found that the fluorescent signal generated on complexation was greatly influenced by the structure of the sensor. Surprisingly, in two cases, we observed the decrease of fluorescence on complexation, which was attributed to changes in the conformational dynamics of the sensors on complexation.

Original languageEnglish
Pages (from-to)6191-6195
Number of pages5
JournalTetrahedron
Volume64
Issue number27
DOIs
Publication statusPublished - Jun 30 2008

Fingerprint

Fluorescence
Complexation
Sensors
Ammonium Compounds
Bearings (structural)
Magnetic Resonance Spectroscopy
Salts
Fluorophores
Nuclear magnetic resonance spectroscopy
18-crown-6
Experiments
Proton Magnetic Resonance Spectroscopy
coumarin

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Substituent dependent fluorescence response of diazacrown-based PET sensors. / Nagy, K.; Béni, S.; Szakács, Zoltán; Bényei, A.; Noszál, B.; Kele, P.; Kotschy, András.

In: Tetrahedron, Vol. 64, No. 27, 30.06.2008, p. 6191-6195.

Research output: Contribution to journalArticle

@article{f836b6473e7842fe952af6dd4871df04,
title = "Substituent dependent fluorescence response of diazacrown-based PET sensors",
abstract = "The sensing ability of three 1,10-diaza-18-crown-6 based sensors bearing a coumarin fluorophore was studied and compared with the analogous monoaza-18-crown-6 sensor. Coordination experiments between hosts and organic ammonium salts with varying steric demand were studied using fluorescence and 1H NMR spectroscopy. We have found that the fluorescent signal generated on complexation was greatly influenced by the structure of the sensor. Surprisingly, in two cases, we observed the decrease of fluorescence on complexation, which was attributed to changes in the conformational dynamics of the sensors on complexation.",
author = "K. Nagy and S. B{\'e}ni and Zolt{\'a}n Szak{\'a}cs and A. B{\'e}nyei and B. Nosz{\'a}l and P. Kele and Andr{\'a}s Kotschy",
year = "2008",
month = "6",
day = "30",
doi = "10.1016/j.tet.2008.05.006",
language = "English",
volume = "64",
pages = "6191--6195",
journal = "Tetrahedron",
issn = "0040-4020",
publisher = "Elsevier Limited",
number = "27",

}

TY - JOUR

T1 - Substituent dependent fluorescence response of diazacrown-based PET sensors

AU - Nagy, K.

AU - Béni, S.

AU - Szakács, Zoltán

AU - Bényei, A.

AU - Noszál, B.

AU - Kele, P.

AU - Kotschy, András

PY - 2008/6/30

Y1 - 2008/6/30

N2 - The sensing ability of three 1,10-diaza-18-crown-6 based sensors bearing a coumarin fluorophore was studied and compared with the analogous monoaza-18-crown-6 sensor. Coordination experiments between hosts and organic ammonium salts with varying steric demand were studied using fluorescence and 1H NMR spectroscopy. We have found that the fluorescent signal generated on complexation was greatly influenced by the structure of the sensor. Surprisingly, in two cases, we observed the decrease of fluorescence on complexation, which was attributed to changes in the conformational dynamics of the sensors on complexation.

AB - The sensing ability of three 1,10-diaza-18-crown-6 based sensors bearing a coumarin fluorophore was studied and compared with the analogous monoaza-18-crown-6 sensor. Coordination experiments between hosts and organic ammonium salts with varying steric demand were studied using fluorescence and 1H NMR spectroscopy. We have found that the fluorescent signal generated on complexation was greatly influenced by the structure of the sensor. Surprisingly, in two cases, we observed the decrease of fluorescence on complexation, which was attributed to changes in the conformational dynamics of the sensors on complexation.

UR - http://www.scopus.com/inward/record.url?scp=44349100931&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=44349100931&partnerID=8YFLogxK

U2 - 10.1016/j.tet.2008.05.006

DO - 10.1016/j.tet.2008.05.006

M3 - Article

AN - SCOPUS:44349100931

VL - 64

SP - 6191

EP - 6195

JO - Tetrahedron

JF - Tetrahedron

SN - 0040-4020

IS - 27

ER -