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Bodipy-pyridylhydrazone probe for fluorescence turn-on detection of fe3+ and its bioimaging application
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Metadata
Document Title
Bodipy-pyridylhydrazone probe for fluorescence turn-on detection of fe3+ and its bioimaging application
Author
Nootem J.,Sattayanon C.,Daengngern R.,Kamkaew A.,Wattanathana W.,Wannapaiboon S.,Rashatasakhon P.,Chansaenpak K.
Name from Authors Collection
Affiliations
National Nanotechnology Center, National Science and Technology Development Agency, Thailand Science Park, Khlong Nueng12120, Thailand; School of Liberal Arts, King Mongkut’s University of Technology Thonburi, Bangkok, 10140, Thailand; Integrated Applied Chemistry Research Unit, King Mongkut’s Institute of Technology Ladkrabang, School of Science, Bangkok, 10520, Thailand; Institute of Science, School of Chemistry, Suranaree University of Technology, Nakhon Ratchasima, 30000, Thailand; Department of Materials Engineering, Faculty of Engineering, Kasetsart University, Ladyao, Chatuchak, Bangkok, 10900, Thailand; Synchrotron Light Research Institute, 111 University Avenue, Suranaree, Muang, Nakhon Ratchasima, 30000, Thailand; Department of Chemistry, Faculty of Science, Chulalongkorn University, Bangkok, 10330, Thailand; Research Network of Nanotec-CU on Nanotechnology for Food and Agriculture, Department of Chemistry, Faculty of Science, Chulalongkorn University, Bangkok, 10330, Thailand
Type
Article
Source Title
Chemosensors
ISSN
22279040
Year
2021
Volume
9
Issue
7
Open Access
All Open Access, Gold
Publisher
MDPI AG
DOI
10.3390/chemosensors9070165
Abstract
A novel pyridylhydrazone-tethered BODIPY (BODIPY-PH) was synthesized, fully characterized via nuclear magnetic resonance (NMR), Fourier transform infrared spectroscopic (FTIR), and single-crystal X-ray diffraction (SC-XRD) techniques, and developed for the selective detection of Fe3+ through fluorescent enhancement process. This derivative showed 1:1 binding with Fe3+ in an acetonitrile-water mixture (1:9 v/v) with the binding constant (K) of 5.4 × 104 M−1 and the limit of detection of 0.58 µM. The Fe3+ complexation reaction has been proved to be a reversible process and could be effectively repeated up to three cycles. The electronic properties of BODIPY-PH and its Fe3+ complex modeled by the density functional theory (DFT) method suggested the presence of chelation-enhanced fluorescence (CHEF) effect in the Fe3+ binding reaction. The X-ray absorption spectroscopy (XAS) probed at Fe K-edge confirmed the complex formation between BODIPY-PH and the Fe3+ in an octahedral geometry. Finally, bioimaging against human embryonic kidney (Hek293) cell, through confocal fluorescence microscopic technique indicated that the BODIPY-PH displayed good permeability and low toxicity toward the tested cell lines and showed enhanced fluorescent signal in the cells incubated with Fe3+ proving its capability for Fe3+ analysis in cellular matrix. © 2021 by the authors. Licensee MDPI, Basel, Switzerland.
Keyword
Bioimaging | BODIPY | Ferric ions | Fluorescence | Pyridyl group
Industrial Classification
Knowledge Taxonomy Level 1
Knowledge Taxonomy Level 2
Knowledge Taxonomy Level 3
License
N/A
Rights
N/A
Publication Source
Scopus
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