Abstract
A new fluorescent molecular probe (compound 7) assembled from the amide bond between the 1-pyrenecarboxylic acid (6) and 2-(butylselenyl)ethanamine (5) was designed, synthesized and its structure accurately characterized. The photophysical properties of 7 were evaluated among a wide range of metallic cations (Na+, K+, Ca2+, Co2+, Ni2+, Cu2+, Zn2+, Cd2+, Pb2+, Hg2+, Ag+, Al3+, Fe3+, Ga3+and Cr3+) in water and in acetonitrile, which showed selective interaction with Hg2+. However, the sensing mechanism was found to be different in each solvent. Dynamic light scattering (DLS) studies revealed that compound 7 organizes itself as monodisperse aggregates in aqueous solution, nonetheless, as Hg2+ was added to the aqueous solution, disruption of aggregates was observed, resulting in a coordination complex under strong CHEQ (Chelation-Enhanced Fluorescent Quenching). Conversely, in acetonitrile solution, 7 exhibited monomeric pyrene emissive pattern and, as the addition of Hg2+ proceeded, a coordination compound of excimer-type fluorescence emission was observed. UV–vis absorption, steady state, and time-resolved emission spectroscopy were employed. The stoichiometry of the 7-Hg2+ complexes was found to be 1:1 for both aqueous (log β = 6.19 ± 0.009) and acetonitrile (log β = 8.59 ± 0.04) solutions. The lowest value of a detectable amount of 0.15 μmol/L for Hg2+ was achieved for fluorescence measurements in aqueous solution. The aqueous system was applied for the detection of Hg2+ in real samples of spring water, where the added amounts of the analyte could be detected and quantified.
| Original language | English |
|---|---|
| Pages (from-to) | 311-318 |
| Number of pages | 8 |
| Journal | Sensors And Actuators B-Chemical |
| Volume | 239 |
| DOIs | |
| Publication status | Published - Feb 2017 |
Fingerprint
Keywords
- Emission
- Fluorescence
- Mercury (II) recognition
- Organic selenide
Cite this
}
A seleno-pyrene selective probe for Hg2+ detection in either aqueous or aprotic systems. / Gonçalves, Augusto C.; Capelo, José Luis; Lodeiro, Carlos; Santos, Alcindo A Dos.
In: Sensors And Actuators B-Chemical, Vol. 239, 02.2017, p. 311-318.Research output: Contribution to journal › Article
TY - JOUR
T1 - A seleno-pyrene selective probe for Hg2+ detection in either aqueous or aprotic systems
AU - Gonçalves, Augusto C.
AU - Capelo, José Luis
AU - Lodeiro, Carlos
AU - Santos, Alcindo A Dos
N1 - Sem PDF. Unidade de Ciencias Biomoleculares Aplicadas-UCIBIO national funds from FCT/MEC (UID/Multi/04378/2013) Scientific PROTEOMASS Association (Portugal) LAQV/REQUIMTE (UID/QUI/50006/2013) ERDF (POCI-01-0145-FEDER-007728) CNPq/Brazil CNPq program, Science without borders (Brazil) University of Sao Paulo through NAP-CatSinQ (Research Core in Catalysis and Chemical Synthesis) (Brazil) FAPESP (Brazil) CAPES (Brazil)
PY - 2017/2
Y1 - 2017/2
N2 - A new fluorescent molecular probe (compound 7) assembled from the amide bond between the 1-pyrenecarboxylic acid (6) and 2-(butylselenyl)ethanamine (5) was designed, synthesized and its structure accurately characterized. The photophysical properties of 7 were evaluated among a wide range of metallic cations (Na+, K+, Ca2+, Co2+, Ni2+, Cu2+, Zn2+, Cd2+, Pb2+, Hg2+, Ag+, Al3+, Fe3+, Ga3+and Cr3+) in water and in acetonitrile, which showed selective interaction with Hg2+. However, the sensing mechanism was found to be different in each solvent. Dynamic light scattering (DLS) studies revealed that compound 7 organizes itself as monodisperse aggregates in aqueous solution, nonetheless, as Hg2+ was added to the aqueous solution, disruption of aggregates was observed, resulting in a coordination complex under strong CHEQ (Chelation-Enhanced Fluorescent Quenching). Conversely, in acetonitrile solution, 7 exhibited monomeric pyrene emissive pattern and, as the addition of Hg2+ proceeded, a coordination compound of excimer-type fluorescence emission was observed. UV–vis absorption, steady state, and time-resolved emission spectroscopy were employed. The stoichiometry of the 7-Hg2+ complexes was found to be 1:1 for both aqueous (log β = 6.19 ± 0.009) and acetonitrile (log β = 8.59 ± 0.04) solutions. The lowest value of a detectable amount of 0.15 μmol/L for Hg2+ was achieved for fluorescence measurements in aqueous solution. The aqueous system was applied for the detection of Hg2+ in real samples of spring water, where the added amounts of the analyte could be detected and quantified.
AB - A new fluorescent molecular probe (compound 7) assembled from the amide bond between the 1-pyrenecarboxylic acid (6) and 2-(butylselenyl)ethanamine (5) was designed, synthesized and its structure accurately characterized. The photophysical properties of 7 were evaluated among a wide range of metallic cations (Na+, K+, Ca2+, Co2+, Ni2+, Cu2+, Zn2+, Cd2+, Pb2+, Hg2+, Ag+, Al3+, Fe3+, Ga3+and Cr3+) in water and in acetonitrile, which showed selective interaction with Hg2+. However, the sensing mechanism was found to be different in each solvent. Dynamic light scattering (DLS) studies revealed that compound 7 organizes itself as monodisperse aggregates in aqueous solution, nonetheless, as Hg2+ was added to the aqueous solution, disruption of aggregates was observed, resulting in a coordination complex under strong CHEQ (Chelation-Enhanced Fluorescent Quenching). Conversely, in acetonitrile solution, 7 exhibited monomeric pyrene emissive pattern and, as the addition of Hg2+ proceeded, a coordination compound of excimer-type fluorescence emission was observed. UV–vis absorption, steady state, and time-resolved emission spectroscopy were employed. The stoichiometry of the 7-Hg2+ complexes was found to be 1:1 for both aqueous (log β = 6.19 ± 0.009) and acetonitrile (log β = 8.59 ± 0.04) solutions. The lowest value of a detectable amount of 0.15 μmol/L for Hg2+ was achieved for fluorescence measurements in aqueous solution. The aqueous system was applied for the detection of Hg2+ in real samples of spring water, where the added amounts of the analyte could be detected and quantified.
KW - Emission
KW - Fluorescence
KW - Mercury (II) recognition
KW - Organic selenide
UR - http://www.scopus.com/inward/record.url?scp=84980683078&partnerID=8YFLogxK
U2 - 10.1016/j.snb.2016.08.014
DO - 10.1016/j.snb.2016.08.014
M3 - Article
VL - 239
SP - 311
EP - 318
JO - Sensors And Actuators B-Chemical
JF - Sensors And Actuators B-Chemical
SN - 0925-4005
ER -