TY - JOUR
T1 - A Pyrene-Pyrazole-Based Rotamer Senses Hg2+ on the Nanomolar Scale
AU - Naskar, Barnali
AU - Dhara, Anamika
AU - Modak, Ritwik
AU - Maiti, Dilip K.
AU - Prodhan, Chandraday
AU - Chaudhuri, Keya
AU - Requena, Alberto
AU - Cerón-Carrasco, José Pedro
AU - Goswami, Sanchita
N1 - Funding Information:
B. Naskar acknowledges University Grants Commission, India for fellowship (sanction no. RGNF-2013-14-SC-WES-38844). A. D. acknowledges the financial support provided by University Grants Commission, India (Award letter No. F.4 2/2006(BSR)/CH/ 14-15/0163, dated May, 2015) through the Dr. D. S. Kothari Post Doctoral Fellowship (DSKPDF). RFSMS fellowship (Sanction No. UGC/740/RFSMS) to R. Modak is gratefully acknowledged. DST ⨯ FIST is acknowledged for providing single crystal XRD at Department of Chemistry, University of Calcutta.This work was partially supported by the Fundación Séneca–agencia de Ciencia y Tecnologia de la Región de Murcia under Projects 19419/PI/14-1 and 19419/PI/14-2 and used the computational facilities installed at the Plataforma Andaluza de Bioinformática of the University of Málaga and at the local Galileo cluster installed at UCAM, Spain.
Publisher Copyright:
© 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim
PY - 2017/3/13
Y1 - 2017/3/13
N2 - In this experimental and theoretical study, a new pyrene-pyrazole based chemosensor, 5-Methyl-1H-pyrazole-3-carboxylic acid pyren-1-ylm ethylene hydrazide (MpcphH), is designed and prepared for selective sensing of Hg2+. Photophysical studies, including UV-vis and fluorescence, showed that MpcphH exhibited high selectivity and sensitivity in response to Hg2+ with detection limit in the nano molar range. The 1H and 13C−NMR spectroscopic techniques are presented to elucidate the coordination modes of MpcphH towards Hg2+. The relative stability of the ketoimine/imineol tautomers and the specific rotamer responsible for Hg2+ coordination are evaluated by means of DFT calculations. Furthermore, MpcphH provides a reliable approach to monitor cellular cytoplasmic Hg2+ in HepG2 cells.
AB - In this experimental and theoretical study, a new pyrene-pyrazole based chemosensor, 5-Methyl-1H-pyrazole-3-carboxylic acid pyren-1-ylm ethylene hydrazide (MpcphH), is designed and prepared for selective sensing of Hg2+. Photophysical studies, including UV-vis and fluorescence, showed that MpcphH exhibited high selectivity and sensitivity in response to Hg2+ with detection limit in the nano molar range. The 1H and 13C−NMR spectroscopic techniques are presented to elucidate the coordination modes of MpcphH towards Hg2+. The relative stability of the ketoimine/imineol tautomers and the specific rotamer responsible for Hg2+ coordination are evaluated by means of DFT calculations. Furthermore, MpcphH provides a reliable approach to monitor cellular cytoplasmic Hg2+ in HepG2 cells.
UR - https://www.scopus.com/pages/publications/85026318336
UR - https://www.scopus.com/pages/publications/85026318336#tab=citedBy
U2 - 10.1002/slct.201601780
DO - 10.1002/slct.201601780
M3 - Article
AN - SCOPUS:85026318336
SN - 2365-6549
VL - 2
SP - 2512
EP - 2519
JO - ChemistrySelect
JF - ChemistrySelect
IS - 8
ER -