Pattern recognition of amino acids based on highly fluorescent SDS modified pyridyl thiazole derivative

Gujar, Varsha; Roshni,; Suryawanshi, Manjusha; Bobade, Vivek D.; Ottoor, Divya

doi:10.1016/j.snb.2020.127840

Cited by 10 publications

(4 citation statements)

References 60 publications

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“…Although we did not obtain a discriminative surfactant ensemble sensor for amino acids, other research groups have obtained some positive results. Recently, Ottoor and co-workers developed an SDS ensemble-based fluorescent discriminative sensor for amino acids . The probe they used is a pyridyl-thiazole-based fluorophore, which exhibited excellent pH responses due to the protonation of pyridyl nitrogen followed by intramolecular charge transfer.…”

Section: Applications In Detecting Amino Acidsmentioning

confidence: 99%

“…Recently, Ottoor and co-workers developed an SDS ensemble-based fluorescent discriminative sensor for amino acids. 67 The probe they used is a pyridyl-thiazole-based fluorophore, which exhibited excellent pH responses due to the protonation of pyridyl nitrogen followed by intramolecular charge transfer. The use of SDS micelles effectively enhanced the fluorescence intensity and quantum yield by providing hydrophobic core.…”

Section: Applications In Detecting Amino Acidsmentioning

confidence: 99%

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Fluorescent Ensemble Sensors and Arrays Based on Surfactant Aggregates Encapsulating Pyrene-Derived Fluorophores for Differentiation Applications

Qiao

Fan

Ding

et al. 2021

ACS Appl. Mater. Interfaces

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Surfactant assemblies have drawn great attention in fabricating fluorescent sensors as they can provide advantages such as easy preparation, low cost, aqueous detection, high fluorescence stability, high sensitivity to external stimuli, etc. We have devoted the past few years to fluorescent cross-reactive sensors and arrays that are advantageous in differentiating similar analytes and analyzing mixed samples. In this Spotlight on Applications, we introduce our recent advances in developing surfactant assembly-based fluorescent sensors and arrays for discrimination applications. Besides using surfactant assemblies encapsulating fluorophores to fabricate multiple-element-based sensor arrays, we particularly proposed to take advantage of modulation effect of dynamic surfactant assemblies on the photophysical properties of encapsulated fluorophores to construct single-system-based discriminative sensors, which have been successfully applied in differentiation of multiple metal ions and various proteins. The applications of surfactant assembly-based sensors for the detection and discrimination of thiols, amino acids, and explosives are also introduced. Finally, the prospects of further efforts for improving surfactant ensemble sensors and their challenges are discussed.

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Section: Applications In Detecting Amino Acidsmentioning

confidence: 99%

Section: Applications In Detecting Amino Acidsmentioning

confidence: 99%

Fluorescent Ensemble Sensors and Arrays Based on Surfactant Aggregates Encapsulating Pyrene-Derived Fluorophores for Differentiation Applications

Qiao

Fan

Ding

et al. 2021

ACS Appl. Mater. Interfaces

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“…Among the current detection methods, fluorescence methods have drawn increasing attention owing to their simple operation system, inherent sensitivity, fast response, and non-invasiveness in bio-samples [ 20 , 21 , 22 , 23 ]. A variety of fluorescent sensors such as metal-containing complexes [ 24 , 25 ], quantum dots [ 26 , 27 ], metal nanoparticles [ 28 ], π-conjugated organic dyes [ 29 , 30 , 31 , 32 , 33 ], and surfactant-assisted assemblies [ 34 ] have been intensively investigated to discriminate amino acids. In particular, shifting the emission wavelength towards the far-red and even the near-infrared (NIR) region is a requisite for deeper in-vivo biological imaging.…”

Section: Introductionmentioning

confidence: 99%

Water-Soluble Single-Benzene Chromophores: Excited State Dynamics and Fluorescence Detection

Fan

Liu

et al. 2022

Molecules

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Two water-soluble single-benzene-based chromophores, 2,5-di(azetidine-1-yl)-tereph- thalic acid (DAPA) and its disodium carboxylate (DAP-Na), were conveniently obtained. Both chromophores preserved moderate quantum yields in a wide range of polar and protonic solvents. Spectroscopic studies demonstrated that DAPA exhibited red luminescence as well as large Stokes shift (>200 nm) in aqueous solutions. Femtosecond transient absorption spectra illustrated quadrupolar DAPA usually involved the formation of an intramolecular charge transfer state. Its Frank–Condon state could be rapidly relaxed to a slight symmetry-breaking state upon light excitation following the solvent relaxation, then the slight charge separation may occur and the charge localization became partially asymmetrical in polar environments. Density functional theory (DFT) calculation results were supported well with the experimental measurements. Unique pH-dependent fluorescent properties endows the two chromophores with rapid, highly selective, and sensitive responses to the amino acids in aqueous media. In detail, DAPA served as a fluorescence turn-on probe with a detection limit (DL) of 0.50 μM for Arg and with that of 0.41 μM for Lys. In contrast, DAP-Na featured bright green luminescence and showed fluorescence turn-off responses to Asp and Glu with the DLs of 0.12 μM and 0.16 μM, respectively. Meanwhile, these two simple-structure probes exhibited strong anti-interference ability towards other natural amino acids and realized visual identification of specific analytes. The present work helps to understand the photophysic–structure relationship of these kinds of compounds and render their fluorescent detection applications.

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“…Pyridyl is a common organic group, therefore the organic compounds containing pyridyl have been widely studied and applied in Medicine, [ 1–3 ] photochemistry, [ 4–6 ] and electrochemistry. [ 7,8 ] For example, pyridyl disulfide functionalized polymers were applied to nanotherapeutic platforms, [ 9 ] the kinase inhibitors based on an o‐aminopyridyl alkynyl scaffold were took as potential treatment for inflammatory disorders, [ 10 ] pyridyl‐benzimidazoles were used as chemical tools to probe cancer, [ 11 ] and the complexes formed via pyridyl derivatives and different metals were applied to biological antibacterial activity [ 12,13 ] and catalysis.…”

Section: Introductionmentioning

confidence: 99%

Determination and application of the excited‐state substituent constants of pyridyl and substituted phenyl groups

Cao¹,

Yan²

2021

J of Physical Organic Chem

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Thirty six 1‐pyridyl‐2‐arylethenes XCH=CHArY (abbreviated XAEY) were synthesized, in which, X is 2‐pyridyl, 3‐pyridyl and 4‐pyridyl and Y is OMe, Me, H, Br, Cl, F, CF3, and CN. Their ultraviolet absorption spectra were measured in anhydrous ethanol, and their wavelengths of absorption maximum λmax were recorded. Also, the 234 λmax values of 1‐substituted phenyl‐2‐arylethylene compounds (XAEY, where X is substituted phenyl) were collected. The excited‐state substituent constants σCC()pex()X of three pyridyl groups and 23 substituted phenyl groups (total of 26) were obtained by means of curve‐fitting method. Taking the λmax values of 358 samples of bi‐arylethene derivatives as a data set and 126 samples of bi‐aryl Schiff bases (including nine compounds synthesized by this work) as another data set, quantitative correlation analyses were performed by employing the obtained σCC()pex()X as a parameter, and good results were obtained for the two data sets. The reliability of the obtained σCC()pex()X values was verified. The results of this paper can provide excited‐state substituent constants for the study and application of optical properties of conjugated organic compounds containing aryl groups.

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Pattern recognition of amino acids based on highly fluorescent SDS modified pyridyl thiazole derivative

Cited by 10 publications

References 60 publications

Fluorescent Ensemble Sensors and Arrays Based on Surfactant Aggregates Encapsulating Pyrene-Derived Fluorophores for Differentiation Applications

Fluorescent Ensemble Sensors and Arrays Based on Surfactant Aggregates Encapsulating Pyrene-Derived Fluorophores for Differentiation Applications

Water-Soluble Single-Benzene Chromophores: Excited State Dynamics and Fluorescence Detection

Determination and application of the excited‐state substituent constants of pyridyl and substituted phenyl groups

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