Solvatochromic absorption and fluorescence studies of adenine, thymine and uracil thio-derived acyclonucleosides

Hammud, Hassan H.; El-Dakdouki, Mohammad H.; Sonji, Nada; Bouhadir, Kamal H.

doi:10.5155/eurjchem.6.3.325-336.1282

Cited by 8 publications

(3 citation statements)

References 46 publications

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“…The solvent induced spectral data were further treated using a two-parameter equation as follows: [ 32 ] where v solution is the frequency of the peak maximum in the presence of solvent, ɛ is the solvent dielectric constant, n is the solvent refractive index and v v apour is the frequency of the peak maximum in the absence of solvent. Multiple regression technique was used to evaluate v vapour , K 1 , K 2 and the correlation coefficients.…”

Section: Resultsmentioning

confidence: 99%

The Shift in the Behavior of Methylene Blue Toward the Sensitivity of Medium: Solvatochromism, Solvent Parameters, Regression Analysis and Investigation of Cosolvent on the Acidity Constants

Hemdan

2023

J Fluoresc

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The influence solvents from different polarity and hydrogen bonding ability on electronic absorption spectrum of Methylene blue was investigated. The visible absorption spectra were recorded in eleven neat solvents in the range 400–700 nm. Methylene blue has two absorption maxima, the first band assigned to n-π* from amino groups and the second band assigned to weakly forbidden n-π* transition with charge transfer. The charge transfer band of Methylene blue showed red shift with increasing the relative permittivity of neat solvents. The red shift in wavelength(λ max ) for the charge transfer band of Methylene blue was observed when proceeding from dioxane (λ max = 650 nm) into methanol (λ max = 655 nm) into cyclohexanone (λ max = 660 nm) into dimethylsulfoxide (λ max = 665 nm) as well as water (λ max = 665 nm), this shift not agree with the polarity of solvents but due to combination of several parameters. The absorption of charge transfer band in methanol and ethanol as hydrogen bonding donating solvents (HBD) showed the highest intensity than the absorption band in dimethylsulfoxide and dimethylformamide as hydrogen bonding accepting solvents (HBA) due to non-electrostatic interaction between the amino groups and solvents. The charge transfer band in neat solvents were correlated with several parameters using linear solvation energy relationships. The results showed that electrostatic interactions of the solvents play an important role in the shift of absorption maxima of Methylene blue in neat solvents. The acidity constants (pKa) of Methylene blue were estimated by using absorbance measurements in different media. The acidity constants (pKa) values of Methylene blue were affected by cosolvent, which the pKa values increasing in the order propanol < methanol < dioxane, this order not agreement with increasing the relative permittivity of the medium. Supplementary Information The online version contains supplementary material available at 10.1007/s10895-023-03234-y.

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Section: Resultsmentioning

confidence: 99%

The Shift in the Behavior of Methylene Blue Toward the Sensitivity of Medium: Solvatochromism, Solvent Parameters, Regression Analysis and Investigation of Cosolvent on the Acidity Constants

Hemdan

2023

J Fluoresc

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“…The data indicate that both  and n of solvents affect the electronic spectral properties of these compounds but with varying degree. The K 1 and K 2 values are negative for aryl azo dyes .This indicates that strong solute-solvent interaction is taking place, and causing decrease in energy of electronic transition from LUMO to HOMO compared with the vapor state (31) . On the other hand, the correlation data between (v, n) is poor for azo I, and azo III and medium for azo II.…”

Section: Solvent Induced Spectral Data Analysis By Two-parameter Equationmentioning

confidence: 98%

Solvatochromism Effect Studies on Electronic Absorption Spectral of Some Hydroxy Tolyl Azo Benzaldehyde dyes.

Jebaly¹

2017

Journal of Natural Sciences, Life and Applied Sciences

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The electronic absorption spectra of some prepared substituted aryl azo compounds were recorded in organic solvents of different polarities. The electronic transitions are assigned. The solvents and substituents effects on the spectral behaviour are studied and interpreted. The solvent induced spectral effects have been analyzed using multiple linear regression technique. The Kamlet-Taft and Catalan’s solvent scales were found to be the most suitable for describing the solvatochromic shifts of the absorption spectra. The solute–solvent interactions were determined based on multilinear solvation energy relationships concept. The phenomena of tautomersim were discussed with the possibility of forming intra and intermolecular hydrogen bonds.

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“…3-([6-]Amino-9H-purin-[9-]yl)propanehydrazide (a) was synthesized as mentioned in our previous work. [41] The synthetic routes are illustrated in Scheme 1.…”

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confidence: 99%

Selective and sensitive turn on fluorescence cyanide recognition in aqueous medium based on Zn(II)–hydrazone metal complex chemosensor

2021

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Detection and quantification of the cyanide ion (CN À ) has attracted considerable attention because of its extreme toxicity. A novel Zn(II)-complex, applicable as a fluorescent chemosensor for CN À recognition, was synthesized in excellent yields from the reaction of zinc sulfate with the novel hydrazone: 3-(amino-9H-purin-yl)-N 0 -(hydroxybenzylidene) propanehydrazide. The structures of the hydrazone (L) and the zinc-hydrazone complex (L.Zn) were characterized by ultraviolet-visible spectrophotometry, Fourier-transform infrared spectrometry, mass spectrometry, proton-and carbon-13-nuclear magnetic resonance. The sensing performance of the proposed chemosensors, L and L.Zn, towards common ions was investigated via naked-eye studies as well as absorption and emission spectral analysis. Hydrazone (L) efficiently functioned as a fluorescence sensor for aluminum ions (Al 3+ ) and zinc ions (Zn 2+ ) with large binding constants, and exhibited colorimetric and fluorometric responses for several basic anions: OH À , CO 3 2À , HCO 3 À , HSO 3 À , CH 3 COO À and CN À .However, L.Zn showed quick, sensitive and specific enhancement of fluorescence intensity towards CN À anion, and a linear relationship was observed as the concentration of CN À varied from 1 to 14 μM. The detection limit was determined to be 0.14 μM, which is lower than the 1.9 μM maximum value recommended by the World Health Organization for drinking water. The practical performance of the sensor was successfully demonstrated using various environmental water samples spiked with cyanide ion.

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Solvatochromic absorption and fluorescence studies of adenine, thymine and uracil thio-derived acyclonucleosides

Cited by 8 publications

References 46 publications

The Shift in the Behavior of Methylene Blue Toward the Sensitivity of Medium: Solvatochromism, Solvent Parameters, Regression Analysis and Investigation of Cosolvent on the Acidity Constants

The Shift in the Behavior of Methylene Blue Toward the Sensitivity of Medium: Solvatochromism, Solvent Parameters, Regression Analysis and Investigation of Cosolvent on the Acidity Constants

Solvatochromism Effect Studies on Electronic Absorption Spectral of Some Hydroxy Tolyl Azo Benzaldehyde dyes.

Selective and sensitive turn on fluorescence cyanide recognition in aqueous medium based on Zn(II)–hydrazone metal complex chemosensor

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