A benzoxazole-based smart molecule for relay detection of zinc and phosphate ions and its implication towards molecular logic gate constructions

Mahato, Manas; Tohora, Najmin; Rahman, Ziaur; Sultana, Tuhina; Ghanta, Susanta; Das, Sudhir Kumar

doi:10.1016/j.jphotochem.2022.114113

Cited by 16 publications

(10 citation statements)

References 80 publications

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“…The architecture of our target molecule, BPMP , is based on chelation‐induced photoluminescence enhancement by disrupting the ESIPT mechanism. The superior photophysical properties of the benzoxazole moiety make it a beneficial signaling unit [56] . Photophysical properties of the benzoxazole moiety could be tuned by the variation of the functional group of its core moiety, which is more beneficial to the design of efficient chemosensors for various target analytes.…”

Section: Resultsmentioning

confidence: 99%

“…The superior photophysical properties of the benzoxazole moiety make it a beneficial signaling unit. [56] Photophysical properties of the benzoxazole moiety could be tuned by the variation of the functional group of its core moiety, which is more beneficial to the design of efficient chemosensors for various target analytes. Subsequently, salicyalimine is preferred as a binding site having hydroxyl (À OH) and imine (À CH=N) functional groups.…”

Section: Synthesis Of Bpmp and Characterizationsmentioning

confidence: 99%

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An Off‐On‐Off Benzoxazole‐Based Fluorosensor for Relay Detection of Al³⁺ Ions and Explosive Nitroaromatic Compounds

et al. 2023

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Developing fluorosensors for the efficient detection of aluminium (Al 3 + ) ions and electron-deficient nitroaromatic compounds (NACs) is in high demand but challenging. This report introduces a benzoxazole-based off-on-off fluorosensor for the cascade detection of Al 3 + ions and electron-deficient NACs. Upon addition of Al 3 + ions, the probe BPMP displays a bright blue fluorescence under the exposure of 365 nm UV light radiation in an H 2 O/DMSO (1 : 1 v/v) medium due to the chelation of Al 3 + ions disrupting the ESIPT process involved in probe BPMP. The detection limit for Al 3 + ions is found to be 13 nM, which is significantly lower than many chemosensors available in the literature. The 1 : 1 stoichiometry of the chelated complex between BPMP and Al 3 + ions is confirmed by Job's plot and also by 1 H NMR titration investigation. More impor-tantly, the Al 3 + ions chelated BPMP complex is further used as a fluorescent turn-off probe for the detection of electrondeficient NACs with the detection as low as 10 À 7 M. Based on these chemically encoded inputs and the corresponding optical output, we have constructed one input and one output based YES, and NOT logic gate with BPMP and BPMP-Al 3 + complex as input respectively and also dual inputs and single optical output-based INHIBIT logic gates. Also, BPMP-doped paper strips-based test kit analysis has been demonstrated as a displayable photonic device for on-spot detection. The performance of BPMP and Al 3 + ions chelated BPMP complex toward Al 3 + ions and electron-deficient NACs demonstrated that BPMP could be served as a sensitive probe and could be employed for real sample analysis.

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Section: Resultsmentioning

confidence: 99%

Section: Synthesis Of Bpmp and Characterizationsmentioning

confidence: 99%

An Off‐On‐Off Benzoxazole‐Based Fluorosensor for Relay Detection of Al³⁺ Ions and Explosive Nitroaromatic Compounds

et al. 2023

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“…[55] The calculated K a value is found to be 2.2×10 15 M −2 for pure DMSO and 2.36×10 9 M −2 for 10 % H 2 O‐DMSO medium. The detection limit (LOD) of CN − by employing the T1 is found with the help of the Equation 4 [56]

\vcenter{\openup.5em\halign{$\displaystyle{#}$\cr {\rm LOD}=\ {{3S}\over{K}}\hfill\cr}}

…”

Section: Experimental Sectionsmentioning

confidence: 99%

“…[55] The calculated K a value is found to be 2.2 × 10 15 M À 2 for pure DMSO and 2.36 × 10 9 M À 2 for 10 % H 2 O-DMSO medium. The detection limit (LOD) of CN À by employing the T1 is found with the help of the Equation 4 [56] LOD ¼…”

Section: Chemistryselectmentioning

confidence: 99%

Phthalimide‐Based Off‐On‐Off Fluorosensor for Cascade Detection of Cyanide Ions and Picric Acid

et al. 2023

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Novel methods that can be utilized to identify and detect harmful environmental pollutants still need to be proposed. This article describes the effective design and development of a turn‐on photoluminescence probe, T1 [(E)‐5‐((2‐hydroxybenzylidene) amino) isoindoline‐1, 3‐dione], which is selective and sensitive towards CN− ions having detection limit nM to μM range. When exposed to CN− ions, Probe T1 displays a strong fluorescence response under a 365 nm UV light irradiation with a noticeable low to high intense cyan color photoluminescence visible to the naked eye. For the practical utility of the present probe T1, a paper strips‐based test kit experiment has been demonstrated as a portable and displayable photonic device for on‐site detection of CN− ions. Furthermore, the T1‐CN− adduct has been applied for detecting explosive nitroaromatic compounds, especially PA, based on the photoluminescence quenching mechanism. Using CN− ions, and PA as chemically encoded inputs and corresponding optical output, a molecular logic gate has been constructed. Further, probe T1 has been employed as a bio‐analytical tool to map intercellular CN− ions in live cells. This study invokes a novel approach for designing and developing efficient and selective sensors employing well‐known fluorescent probes as signaling units with prior photophysical knowledge.

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“…[19][20][21][22] For this purpose, two main approaches have been followed: genetically encoded 23 and low molecular weight sensors. [24][25][26][27][28][29][30][31][32][33][34][35] In nature, molecular recognition and complex formation via non-covalent interactions, self-aggregation, and self-assembly are vital processes, very often involving compounds based on amino acids which are essential supramolecular components because of the sizeable functional density achieved in peptides and pseudopeptides. 36,37 Therefore, many efforts have been devoted to developing systems resulting from combining amino acids with non-natural components designed to coordinate with different metal ions.…”

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confidence: 99%

Intracellular Zn(ii) induced turn-on fluorescence of an l-phenylalanine-derived pseudopeptide

Tamrakar,

Kumar,

Garg

et al. 2023

Org. Biomol. Chem.

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A benzoxazole-based smart molecule for relay detection of zinc and phosphate ions and its implication towards molecular logic gate constructions

Cited by 16 publications

References 80 publications

An Off‐On‐Off Benzoxazole‐Based Fluorosensor for Relay Detection of Al³⁺ Ions and Explosive Nitroaromatic Compounds

An Off‐On‐Off Benzoxazole‐Based Fluorosensor for Relay Detection of Al³⁺ Ions and Explosive Nitroaromatic Compounds

Phthalimide‐Based Off‐On‐Off Fluorosensor for Cascade Detection of Cyanide Ions and Picric Acid

Intracellular Zn(ii) induced turn-on fluorescence of an l-phenylalanine-derived pseudopeptide

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A benzoxazole-based smart molecule for relay detection of zinc and phosphate ions and its implication towards molecular logic gate constructions

Cited by 16 publications

References 80 publications

An Off‐On‐Off Benzoxazole‐Based Fluorosensor for Relay Detection of Al3+ Ions and Explosive Nitroaromatic Compounds

An Off‐On‐Off Benzoxazole‐Based Fluorosensor for Relay Detection of Al3+ Ions and Explosive Nitroaromatic Compounds

Phthalimide‐Based Off‐On‐Off Fluorosensor for Cascade Detection of Cyanide Ions and Picric Acid

Intracellular Zn(ii) induced turn-on fluorescence of an l-phenylalanine-derived pseudopeptide

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An Off‐On‐Off Benzoxazole‐Based Fluorosensor for Relay Detection of Al³⁺ Ions and Explosive Nitroaromatic Compounds

An Off‐On‐Off Benzoxazole‐Based Fluorosensor for Relay Detection of Al³⁺ Ions and Explosive Nitroaromatic Compounds