Azo dye featuring triazole appended organosilicon multifunctionalized sensor: Paradigm for detection of Cu+2and Fe+2 ions

Singh, Gurjaspreet; Satija, Pinky; Singh, Akshpreet; Diksha, .; Pawan, -; Suman, .; Sushma, .; Mohit, .; Soni, Sajeev

doi:10.1016/j.matchemphys.2020.123005

Cited by 23 publications

(11 citation statements)

References 29 publications

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“…Chemosensors 2022, 9, x FOR PEER REVIEW 2 of 18 fluorescent due to the emission quenching by the lone pair of electrons from the azido moiety [23]. However, after the CuAAC reaction and triazole ring formation, the obtained triazole-coumarin derivative is strongly emissive and can be used as a chemosensor for metal-ion detection [24,25]. Additionally, coumarin derivatives possess a wide range of biological activity [26,27] and show good fluorescent properties, which allows their use as markers in bioconjugate chemistry and fluorescent sensors [28,29].…”

Section: Introductionmentioning

confidence: 99%

Fluorescent Analogues of FRH Peptide: Cu(II) Binding and Interactions with ds-DNA/RNA

et al. 2022

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Four novel peptidoids, derived from the Phe-Arg-His (FRH) peptide motif, were prepared by replacing the histidine heterocycle with triazole and consequent triazole-fluorophore (coumarin) extension and also replacing arginine with less voluminous lysine. So the constructed Phe-Lys-Ala(triazole) (FKA(triazole)) peptidoids bind Cu2+ cations in water with a strong, nanomolar affinity comparable to the parent FRH and its known analogs, demonstrating that triazole can coordinate copper similarly as histidine. Moreover, even short KA(triazole)coumarin showed submicromolar affinity to Cu2+. Only FKA(triazole)coumarin with free amino groups and its shorter analog KA(triazole)coumarin showed strong induced CD spectra upon Cu2+ cation binding. Thus, KA(triazole)coumarin can be considered as the shortest peptidoid sequence with highly sensitive fluorescent and chiral CD response for Cu2+ cation, encouraging further studies with other metal cations. The FKA(triazole) coumarin peptidoids show biorelevant, 10 µM affinity to ds-DNA and ds-RNA, binding within DNA/RNA grooves. Intriguingly, only peptidoid complexes with Cu2+ strongly stabilize ds-DNA and ds-RNA against thermal denaturation, suggesting significant interactions of Cu2+ cation within the DNA/RNA binding site.

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Section: Introductionmentioning

confidence: 99%

Fluorescent Analogues of FRH Peptide: Cu(II) Binding and Interactions with ds-DNA/RNA

et al. 2022

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“…1,2,3-Triazoles are a rising class of heterocyclic compounds that have received significant attentiveness from the past few years because of their versatile applications in biochemical, pharmaceutical, sensing and material sciences. [1][2][3][4][5][6][7] The copper (I) catalyzed synthesis of 1,2,3-triazoles from azides and terminal alkynes is an increasingly common method for rapid synthesis of organic and bioorganic compounds in high yields and purity. [8][9][10][11] Therefore, the well recognized click route was followed to generate 1,2,3-triazole derivatives.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Characterization of Antioxidant Biphenyl Appended 1,2,3‐Triazoles as Potential Chemo‐Sensor for Sn²⁺ Ions: Excellent Selectivity and Low Detection Limit

et al. 2021

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Designing of chemo-sensors is a new scope of intrigue among researchers. After inspecting the beneficial and harmful effects of Sn(II) metal ions in living species, 1,2,3-Triazole based chemo-sensor 4 a have been synthesized via click route. In the current article, literarily new 1,2,3-Triazoles (4 a-4 d) have been synthesized and identified via various spectroscopic means such as NMR( 1 H & 13 C), IR and mass spectrometry. Triazole 4 a was explored for recognition properties via absorption and emission spectroscopy and found specific and selective for Sn(II) metal ions. The recognition of Sn 2 + metal ions by probe 4a was not interfered because of other tested metal cations. The probe has very low detection limit of 0.47 × 10 À 7 M and 3.8 × 10 À 9 M via ultraviolet and fluorescence spectroscopy respectively which is lower than many previously reported sensors. The BÀ H plot and stern volmer's plot confirmed a high binding affinity between probe 4a and tin (II) metal ion. The association constant (K a ) and stern volmer constant (K sv ) were calculated as 13.36 × 10 5 M À 1 and 12.6 × 10 6 M À 1 from BÀ H plot and stern volmer's plot respectively. The Stoichiometric ratio between chemo-sensor 4 a and Sn 2 + metal ions was confirmed as 1 : 1 by the job's plot. Moreover, in this study, the synthesized compounds 4(a-d) were examined for their antioxidant properties. The total antioxidant activity (TAA) results indicate that the synthesized triazoles 4(a-d) found to be excellent postulant for radical scavenging. TAA values for 4 a, 4 b, 4 c and 4 d are found to be 4.65 � 0.2, 6.79 � 0.3, 6.29 � 0.2, 5.06 � 0.1 (mM)(eq. ascorbic acid) per 100 mM of particle respectively.

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“…[7,8] ICPAES analysis is fast and accurate, but the equipment is expensive and the sample pretreatment is tedious. [9][10][11] By contrast, fluorescence analysis can easily realize complex sample detection, [12] and it also is more cheaper and convenient to use. [13][14][15][16][17][18] Hence, it is a very promising Cu 2 + detection method.…”

Section: Introductionmentioning

confidence: 99%

“…However, due to the narrow range of spectral lines and standard working curves, as well as the difficulty in analyzing complex samples, it is inconvenient for the actual detection [7,8] . ICPAES analysis is fast and accurate, but the equipment is expensive and the sample pretreatment is tedious [9–11] . By contrast, fluorescence analysis can easily realize complex sample detection, [12] and it also is more cheaper and convenient to use [13–18] .…”

Section: Introductionmentioning

confidence: 99%

A Novel Fluorescent 1,10‐Phenanthroline‐2,9‐dicarboxaldehyde‐ 2,5‐diaminoterephthalicacid‐Schiff Base Polymer for Cu²⁺ Detection

et al. 2021

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A novel fluorescent Schiff base polymer (PTDA-DATA-SBP) is synthesized by amine aldehyde condensation reaction between 1,10-phenanthroline-2,9-dicarboxaldehyde (PTDA) and 2,5-diaminoterephthalicacid (DATA) as a selective fluorescent probe for Cu 2 + detection. The as-prepared PTDA-DATA-SBP displayed irregular nanospheres with a diameter of about 5 μm. Under the excitation of 338 nm, the PTDA-DATA-SBP had a characteristic emission peak at 565 nm. The PTDA groups in PTDA-DATA-SBP could coordinate with Cu 2 + under help of carboxyl groups of DATA. Owing to the photoinduced electron transfer mechanism, the fluorescence of PTDA-DATA-SBP was weak-ened after the addition of Cu 2 + in the presence of common ions. Hence, the PTDA-DATA-SBP was exploited as a fluorescent nanosensor for sensing Cu 2 + . The PTDA-DATA-SBP showed high selectivity and fast response towards Cu 2 + even in presence of other relevant metal ions. The PTDA-DATA-SBP fluorescent sensor has a good linear range of 3.45 nM-8.00 μM, and the limit of detection was as low as 1.15 nM. The proposed PTDA-DATA-SBP sensor could also detect Cu 2 + in actual samples. The work not only provided a good fluorescent probe for Cu 2 + detection but also provided a feasible strategy to construct highly selective fluorescent probes.

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Azo dye featuring triazole appended organosilicon multifunctionalized sensor: Paradigm for detection of Cu+2and Fe+2 ions

Cited by 23 publications

References 29 publications

Fluorescent Analogues of FRH Peptide: Cu(II) Binding and Interactions with ds-DNA/RNA

Fluorescent Analogues of FRH Peptide: Cu(II) Binding and Interactions with ds-DNA/RNA

Synthesis and Characterization of Antioxidant Biphenyl Appended 1,2,3‐Triazoles as Potential Chemo‐Sensor for Sn²⁺ Ions: Excellent Selectivity and Low Detection Limit

A Novel Fluorescent 1,10‐Phenanthroline‐2,9‐dicarboxaldehyde‐ 2,5‐diaminoterephthalicacid‐Schiff Base Polymer for Cu²⁺ Detection

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Azo dye featuring triazole appended organosilicon multifunctionalized sensor: Paradigm for detection of Cu+2and Fe+2 ions

Cited by 23 publications

References 29 publications

Fluorescent Analogues of FRH Peptide: Cu(II) Binding and Interactions with ds-DNA/RNA

Fluorescent Analogues of FRH Peptide: Cu(II) Binding and Interactions with ds-DNA/RNA

Synthesis and Characterization of Antioxidant Biphenyl Appended 1,2,3‐Triazoles as Potential Chemo‐Sensor for Sn2+ Ions: Excellent Selectivity and Low Detection Limit

A Novel Fluorescent 1,10‐Phenanthroline‐2,9‐dicarboxaldehyde‐ 2,5‐diaminoterephthalicacid‐Schiff Base Polymer for Cu2+ Detection

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Product

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Synthesis and Characterization of Antioxidant Biphenyl Appended 1,2,3‐Triazoles as Potential Chemo‐Sensor for Sn²⁺ Ions: Excellent Selectivity and Low Detection Limit

A Novel Fluorescent 1,10‐Phenanthroline‐2,9‐dicarboxaldehyde‐ 2,5‐diaminoterephthalicacid‐Schiff Base Polymer for Cu²⁺ Detection