Benzothiazole based fluorescent probes for the detection of biomolecules, physiological conditions, and ions responsible for diseases

Das, Samarpita; Asati, Pulkit; Saha, Pallavi; Sharma, Deepak K.

doi:10.1016/j.dyepig.2021.110074

Cited by 35 publications

(10 citation statements)

References 106 publications

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“…57,90−92 Thioflavin T, with a benzothiazole group in its core structure, has also inspired design and synthesis of other amyloid probes. 93 By introducing additional functional groups, spectral ranges, quantum yield and specificity of binding have been modified, although most studies reported modest shifts of emission spectra across experimental conditions. 94 Some of the probes were highlighted for their specificity toward tau, 95 Aβ(1−42), 96,97 or α-synuclein 56 fibrils, but most have not been tested across a variety of proteins or in human samples.…”

Section: From Binary To Nuance: Fluorescence Intensity and Spectral S...mentioning

confidence: 99%

Spectral Fluorescence Pathology of Protein Misfolding Disorders

Stepanchuk,

Stys

2024

ACS Chem. Neurosci.

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Protein misfolding has been extensively studied in the context of neurodegenerative disorders and systemic amyloidoses. Due to misfolding and aggregation of proteins being highly heterogeneous and generating a variety of structures, a growing body of evidence illustrates numerous ways how the aggregates contribute to progression of diseases such as Alzheimer's disease, Parkinson's disease, and prion disorders. Different misfolded species of the same protein, commonly referred to as strains, appear to play a significant role in shaping the disease clinical phenotype and clinical progression. The distinct toxicity profiles of various misfolded proteins underscore their importance. Current diagnostics struggle to differentiate among these strains early in the disease course. This review explores the potential of spectral fluorescence approaches to illuminate the complexities of protein misfolding pathology and discusses the applications of advanced spectral methods in the detection and characterization of protein misfolding disorders. By examining spectrally variable probes, current data analysis approaches, and important considerations for the use of these techniques, this review aims to provide an overview of the progress made in this field and highlights directions for future research.

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Section: From Binary To Nuance: Fluorescence Intensity and Spectral S...mentioning

confidence: 99%

Spectral Fluorescence Pathology of Protein Misfolding Disorders

Stepanchuk,

Stys

2024

ACS Chem. Neurosci.

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“…Considering the UV spectra, when Compound 3 was excited at 355 nm, emission of 3 was determined with a large Stokes' shift (191 nm) at 546 nm in the fluorescence spectrum (see Figure 1A). Molecules bearing 2-(2 0 -Hydroxyphenyl) benzothiazole (HBT), 2-(2 0 -Hydroxyphenyl) benzoxazole (HBO), 2-(2 0 -Hydroxyphenyl) benzimidazole or 2-(2 0 -Aminophenyl) benzimidazole (APBI) moiety exhibit ESIPT [31][32][33], AIE [34], ICT [35], and PCET [36] process, and they have been applied to detect various analytes. At first, we explored different solvent effect on the absorption and fluorescence feature of Compound 3 to evaluate AIE phenomena.…”

Section: Synthesis Characterization and Photochemical Properties Of C...mentioning

confidence: 99%

Synthesis and characterization of dicarboxamide derivative: Cu⁺² selective turn‐on fluorometric and colorimetric chemosensor

Gülbaş

Bozkurt

Halay

2023

Journal of Heterocyclic Chem

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The detection of Cu+2 ion chemically is crucial for both the biological and environmental systems. In this study, fluorescent active pyridine‐based diamide thiazole derivative chemosensor N2,N6‐bis(2‐(benzothiazol‐2‐yl)phenyl)pyridine‐2,6‐dicarboxamide (3) was synthesized and characterized successfully. Fluorometric and colorimetric chemosensor properties and the fluorescent selectivity and sensitivity of different metal ions were determined in DMSO/H2O (50:50) medium by using fluorescence spectroscopy. The chemosensor 3 exhibited turn on fluorometric and colorimetric selectivity toward Cu+2 metal.

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“…In addition, it occurs in materials for electro-optics and photonics owing to their photoluminescence. 42,43 Therefore, its synthesis remains of topic of interest for chemists. So, several synthetic routes are known.…”

Section: ) Introductionmentioning

confidence: 99%

Investigating the Mechanism of the Catalytic Intramolecular Aza-Wittig Reaction Involved in the Synthesis of 2-Methylbenzothiazole from the Perspective of Bonding Evolution Theory

2023

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The Bonding Evolution Theory has been used at the Density Functional Theory level [ωB97X-D exchange-correlation functional, 6-311G(d,p) basis set, and solvent (toluene) effects with polarizable continuum model] to unravel the reaction mechanism of the intramolecular aza-Wittig reaction of 2-(acetylthio)phenyl isocyanate (1) catalyzed by 3-methyl-1-phenyl-2-phospholene 1-oxide (2) to form 2-methylbenzothiazole (3). The reaction involves four steps (transition states) corresponding to i) the formation of a cycloadduct (O-C then P-N bonds), ii) then a decarboxylation leading to the formation of an iminophosphorane, and iii) an intramolecular [2+2] cycloaddition (N-C then P-O bonds) followed by iv) a retro [2+2] cycloaddition (cleavage of the P-N then O-C bonds) to get the product and regenerate the catalyst. Step 1 is the rate determining step with an activation Gibbs free enthalpy of 21 kcal mol-1 and it is favored with respect to a competitive pathway leading to the formation of another cycloadduct (P-C then O-N bonds). The whole reaction is exergonic with a Gibbs free energy decrease of 31 kcal mol-1, associated with the liberation of a CO2 molecule and the formation of the aromatic benzothiazole. Following the scale of Domingo, the successive steps of the reaction have a polar nature.

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Benzothiazole based fluorescent probes for the detection of biomolecules, physiological conditions, and ions responsible for diseases

Cited by 35 publications

References 106 publications

Spectral Fluorescence Pathology of Protein Misfolding Disorders

Spectral Fluorescence Pathology of Protein Misfolding Disorders

Synthesis and characterization of dicarboxamide derivative: Cu⁺² selective turn‐on fluorometric and colorimetric chemosensor

Investigating the Mechanism of the Catalytic Intramolecular Aza-Wittig Reaction Involved in the Synthesis of 2-Methylbenzothiazole from the Perspective of Bonding Evolution Theory

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Benzothiazole based fluorescent probes for the detection of biomolecules, physiological conditions, and ions responsible for diseases

Cited by 35 publications

References 106 publications

Spectral Fluorescence Pathology of Protein Misfolding Disorders

Spectral Fluorescence Pathology of Protein Misfolding Disorders

Synthesis and characterization of dicarboxamide derivative: Cu+2 selective turn‐on fluorometric and colorimetric chemosensor

Investigating the Mechanism of the Catalytic Intramolecular Aza-Wittig Reaction Involved in the Synthesis of 2-Methylbenzothiazole from the Perspective of Bonding Evolution Theory

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Synthesis and characterization of dicarboxamide derivative: Cu⁺² selective turn‐on fluorometric and colorimetric chemosensor