Synthetic Modulation of a Chemosensor Affords Target Metal Ion Switch from Zn2+to Al3+

Naskar, Barnali; Maiti, Dilip K.; Bauzá, Antonio; Prodhan, Chandraday; Chaudhuri, Keya; Goswami, Sanchita

doi:10.1002/slct.201700861

Cited by 8 publications

(3 citation statements)

References 60 publications

(5 reference statements)

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“…Such chromophore is absorbed in FT-IR as functional group represented by absorption band occurring at 1597.61 cm -1 and 1400.77 cm -1 which is characteristic of C=C stretching of aromatic/benzene rings causing the absorbance spectra. This observation is comparable to [7]. The second peak absorbed at λ max 361 nm was due to non-bonding electron or lone pairs electron on the oxygen atom (carbon oxygen double bond or C=O) which is characterized by absorption of UV-VIS light at a lower frequency, lower energy and higher wavelength as a consequence of electron jump from non-bonding orbital to anti bonding orbital commonly referred as n→π* electron jump which is in agreement with [8].…”

Section: Figure 2 Uv-vis Spectrum Of Terminalia Brownii Dye Extractssupporting

confidence: 78%

Extraction and Analysis of Spectral Properties and ChroMophoric Characterization of Natural Dye Extract from Barks of Terminalia brownii Fresen (Combretaceae)

Bernard¹,

Were²,

Ambrose³

et al. 2019

AJAC

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Terminalia brownii is known for its medicinal properties has been used to treatment and management of malaria, ulcers, diarrhea, coughs, hepatitis etc. In Elgeyo-Marakwet County, and amongst the Marakwet community of Kenya, the plant has been known for its dyeing properties and has been used historically for the dyeing of traditional handbags locally known as "kiondos". Literature evaluation indicates little is known concerning the dyeing properties of this plant, hence there was need for such work to be done. This coupled with the fact that there has been an attempted shift to natural dyes from their synthetic counterparts which are considered to be poisonous, allergens and in some cases carcinogenic. In this work, two extraction methods namely soxhlet and maceration were compared for their percentage yields with maceration being chosen as a preferred method. The extracts were then separated and identified via UV-VIS, FT-IR and LC-MS. Preliminarily the UV-Vis was used for identification of chromophores present in the dye extracts at maximum absorption (λ max ) due to electron transitions from HOMO-LUMO whereas the FT-IR was used to identify the specific vibrational chemical bonds characteristic of the individual functional groups present in the dye extracts. LC-MS in tandem with collision induced dissociation (CID) was used to accurately identify and characterize the chromophoric compounds based on their structures, molecular (product ion) and fragmentation pattern which were then compared with LC-MS data, library and the literature. Several compounds with dyeing properties such as Catechin, Epi-Catechin, Baccatin, Gentianose, Geniposide and Genipin were identified. Gentianose, geniposide baccatin and genipin are being reported for the first time as chromophoric compounds in Terminalia brownie.

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Section: Figure 2 Uv-vis Spectrum Of Terminalia Brownii Dye Extractssupporting

confidence: 78%

Extraction and Analysis of Spectral Properties and ChroMophoric Characterization of Natural Dye Extract from Barks of Terminalia brownii Fresen (Combretaceae)

Bernard¹,

Were²,

Ambrose³

et al. 2019

AJAC

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“…Furthermore, we have framed one input and one optical output-based YES and NOT logic gate with BPMP and BPMP-Al 3 + complex as input, respectively, and two chemical inputs and one optical output-based INHIBIT logic gate with Al 3 + ions and PA as chemically encoded inputs and corresponding photoluminescence as optical output. The present BPMP-based chemosensors are found to be excellent in terms of selectivity and sensitivity compared to others available in the literature toward detecting Al 3 + ions (Table S2) [11,[66][67][68][69][70][71][72][73][74][75][76][77][78][79][80][81][82] and PA (Table S3), [83][84][85][86][87][88][89][90][91][92][93] respectively.…”

Section: Discussionmentioning

confidence: 93%

“…The details of methods, instrumentations, synthesis of initial amine precursor and its characterization, various supporting plots and figures, a table for real sample analysis, and comparison tables with various chemosensors with the present one are given in the supporting information. Additional references are cited within the Supporting Information [11,57,59,66–93] …”

Section: Supporting Information Summarymentioning

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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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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Aggregation‐Induced Emission‐Based Sensing Platform for Selective Detection of Zn²⁺: Experimental and Theoretical Investigations

et al. 2019

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Fluorescent chemosensors with aggregation induced emission enhancement (AIEE) emerge as promising tools in the field of sensing materials. Herein, we report the design, synthesis and applicability of a Schiff base chemosensor 1‐(benzo[1,3]dioxol‐4‐ylmethylene‐hydrazonomethyl)‐naphthalen‐2‐ol (Hbdhn) of AIE characteristics that exhibits highly effective and selective response towards Zn2+. The sensing effect of Hbdhn was evaluated by means of absorption/emission spectra and corresponding underlying photophysical mechanisms were proposed based on extensive quantum‐chemical (TD)DFT calculations. The aggregated states in different DMSO/H2O ratios and in a presence of Zn2+ were examined by fluorescence lifetime measurements, dynamic light scattering and scanning electron microscopy studies. The bioimaging abilities of Hbdhn were evaluated for Zn2+ in HepG2 cancer cells. The results demonstrate instant, stable in time and reproducible, colorimetric turn‐on response with superb selectivity and sensitivity of Hbdhn towards Zn2+, based on chelation enhanced fluorescence mechanism. AIEE improves further Hbdhn properties, leading to strong, long‐lived fluorescence, with appearance of rod‐like particles, in 90 % of water in DMSO and only 10 % of water in DMSO in the presence of Zn2+. All these features combined with successful biomaging studies make Hbdhn one of the most promising candidate for practical applications among recently proposed related systems.

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Synthetic Modulation of a Chemosensor Affords Target Metal Ion Switch from Zn²⁺to Al³⁺

Cited by 8 publications

References 60 publications

Extraction and Analysis of Spectral Properties and ChroMophoric Characterization of Natural Dye Extract from Barks of <i>Terminalia brownii</i> Fresen (<i>Combretaceae</i>)

Extraction and Analysis of Spectral Properties and ChroMophoric Characterization of Natural Dye Extract from Barks of <i>Terminalia brownii</i> Fresen (<i>Combretaceae</i>)

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

Aggregation‐Induced Emission‐Based Sensing Platform for Selective Detection of Zn²⁺: Experimental and Theoretical Investigations

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Synthetic Modulation of a Chemosensor Affords Target Metal Ion Switch from Zn2+to Al3+

Cited by 8 publications

References 60 publications

Extraction and Analysis of Spectral Properties and ChroMophoric Characterization of Natural Dye Extract from Barks of &lt;i&gt;Terminalia brownii&lt;/i&gt; Fresen (&lt;i&gt;Combretaceae&lt;/i&gt;)

Extraction and Analysis of Spectral Properties and ChroMophoric Characterization of Natural Dye Extract from Barks of &lt;i&gt;Terminalia brownii&lt;/i&gt; Fresen (&lt;i&gt;Combretaceae&lt;/i&gt;)

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

Aggregation‐Induced Emission‐Based Sensing Platform for Selective Detection of Zn2+: Experimental and Theoretical Investigations

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Synthetic Modulation of a Chemosensor Affords Target Metal Ion Switch from Zn²⁺to Al³⁺

Extraction and Analysis of Spectral Properties and ChroMophoric Characterization of Natural Dye Extract from Barks of <i>Terminalia brownii</i> Fresen (<i>Combretaceae</i>)

Extraction and Analysis of Spectral Properties and ChroMophoric Characterization of Natural Dye Extract from Barks of <i>Terminalia brownii</i> Fresen (<i>Combretaceae</i>)

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

Aggregation‐Induced Emission‐Based Sensing Platform for Selective Detection of Zn²⁺: Experimental and Theoretical Investigations