PUBLICATION
Salicylidene-based dual-responsive 'turn on' fluorometric chemosensors for the selective detection of Zn2+, Al3+ and F- ions: theoretical investigation and applications in the live cell imaging of zebrafish larvae and molecular logic gate operation
- Authors
- Ahmed, A.K.R., Gajendhiran, R., Mithra, S., Majeed, S.A., Hameed, A.S.S., Paulpandiyan, R., Maniyammai, S., Senthil Andavan, G.T., NizamMohideen, M., Rahiman, A.K.
- ID
- ZDB-PUB-241127-39
- Date
- 2024
- Source
- Journal of materials chemistry. B 13(2): 622-641 (Journal)
- Registered Authors
- Keywords
- none
- MeSH Terms
-
- Optical Imaging
- Aluminum*/analysis
- Aluminum*/chemistry
- Fluorides/analysis
- Fluorides/chemistry
- Density Functional Theory
- Larva*
- Zebrafish*
- Fluorometry/methods
- Zinc*/analysis
- Zinc*/chemistry
- Computers, Molecular
- Fluorescent Dyes/chemical synthesis
- Fluorescent Dyes/chemistry
- Molecular Structure
- Animals
- Schiff Bases/chemistry
- PubMed
- 39601190 Full text @ J Mater Chem B
Citation
Ahmed, A.K.R., Gajendhiran, R., Mithra, S., Majeed, S.A., Hameed, A.S.S., Paulpandiyan, R., Maniyammai, S., Senthil Andavan, G.T., NizamMohideen, M., Rahiman, A.K. (2024) Salicylidene-based dual-responsive 'turn on' fluorometric chemosensors for the selective detection of Zn2+, Al3+ and F- ions: theoretical investigation and applications in the live cell imaging of zebrafish larvae and molecular logic gate operation. Journal of materials chemistry. B. 13(2):622-641.
Abstract
Four salicylidene-based dual-responsive chemosensors 1,5-bis(5-bromosalicylaldehyde)carbohydrazone (R1), 1,5-bis(5-bromosalicylaldehyde)thiocarbohydrazone (R2), 1,5-bis(3-ethoxysalicylaldehyde)carbohydrazone (R3) and 1,5-bis(3-ethoxysalicylaldehyde)thiocarbohydrazone (R4) were synthesized and characterized. The molecular structures of R1 and R3 were confirmed by single crystal X-ray diffraction technique, which crystallized in the orthorhombic Pbcn and monoclinic P21/n space groups, respectively. The chemosensor molecules were investigated for their recognition properties against the selected cations (K+, Ca2+, Mn2+, Co2+, Ni2+, Cu2+, Zn2+, Fe3+ and Al3+) and anions (F-, Cl-, Br-, I-, HSO4-, H2PO4-, ClO4-, N3- and NO3-) by colorimetry, absorption spectroscopy, fluorescence spectroscopy, 1H NMR spectroscopy and theoretical studies. The sensor molecules showed colorimetric responses for the Co2+, Ni2+, Cu2+ and Fe3+ cations and the F- anion. Interestingly, the Zn2+ and Al3+ cations showed only the 'turn on' fluorometric response, whereas the F- anion showed both colorimetric and fluorometric responses. The binding constants were determined using the Benesi-Hildebrand (B-H) equation from the fluorescence titrations and found to be higher for R3 towards the Al3+ cation (2.03 × 106 M-1) with a low limit of detection (1.79 μM) and for R4 towards the F- anion (5.13 × 105 M-1) with a low limit of detection (5.23 μM). The chemosensors established 1 : 2 and 1 : 1 binding stoichiometries with the sensed cations and anion, respectively, as confirmed by Job's plots. The computational studies show a lower band gap of HOMO-LUMO when the chemosensors bind with the sensed inorganic ions compared to the free chemosensors. Furthermore, the observed fluorescent behaviour of the Zn2+ and Al3+ cations have motivated us to investigate the practical applications in the live cell-imaging of zebrafish larvae as well as in the development of a molecular logic gate.
Genes / Markers
Expression
Phenotype
Mutations / Transgenics
Human Disease / Model
Sequence Targeting Reagents
Fish
Orthology
Engineered Foreign Genes
Mapping