Photophysical studies on the interaction of PET and non-PET based acridinedionedyes with glycine in water

Krishnan, Anju; Gayathri, Somasundaram; Sumita, Anupurath; Ramamurthy, P.; Rajendran, Kumaran

doi:10.1016/j.jlumin.2018.03.019

Cited by 12 publications

(14 citation statements)

References 38 publications

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“…The acetaldehyde generates from PET then transfer to PET content kept in it, this is also reported by number of researchers. Hence our results are in good agreement with the reported literature [27][28][29]. Figure 5 indicates withdrawal of acetaldehyde from the bottled water by using various solvents.…”

Section: Resultssupporting

confidence: 92%

Extraction of acetaldehyde from mineral water using 2,4- dinitrophenylhydrazine as derivatizing agent

Ali

2020

Matéria (Rio J.)

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Acetaldehyde generated, when PET bottles of water are deposited at high temperature for long period of time. The acetaldehyde produced, transferred into the mineral water and alter the organoleptic properties of water. Acetaldehyde is also a possible carcinogen and mutagen. In the present research work, acetaldehyde in mineral water was derivatized with 2, 4-dinitrophenyl hydrazine (DNPH), extracted by solid phase extraction (SPE) using octadecyl silane oxide (C 18) and finally investigated by gas chromatography (GC). Acetaldehyde-2, 4-dinitropheyl hydrazone (A-DNPH) formed after derivatization which were adsorbed on the surface of C 18. Solvent acetonitrile was used for the elution of A-DNPH from the solid phase extraction (SPE) column. Effect of storage time and light on the migration of acetaldehyde was investigated and found the mineral water stored for longer period of time in sun light change their organoleptic properties due to migration of acetaldehyde into water. Detection limit of this method was 9.8µg/L while the efficiency of the method was 87.6%, which was higher than solid phase micro-extraction. The concentration of acetaldehyde determined by this method was in the range of 9.8 to 61 µg/L. The results indicate that C 18 packed in column had good efficiency to hold the acetaldehyde-DNPH, hence it is good adsorbent for acetaldehyde extraction from bottled mineral water. Thus, it has been concluded that bottled water should not be stored at elevated temperature for longer period of time. High temperature and long storage duration increase the acetaldehyde concentration in bottled water which changes the organoleptic properties of water. Water with acetaldehyde concentration greater than 20 g/L have changed organoleptic properties but is acceptable for consumption.

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Section: Resultssupporting

confidence: 92%

Extraction of acetaldehyde from mineral water using 2,4- dinitrophenylhydrazine as derivatizing agent

Ali

2020

Matéria (Rio J.)

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“…A similar behavior resulted on introduction of glycine to the ADDR1 dye. 8 We visualize an increase in the fluorescent lifetime of the PET component from 500 to 740 ps. A relatively long-lifetime component of 6.00 ns is accompanied with the PET component also.…”

Section: Resultsmentioning

confidence: 99%

Fluorescence Spectral Studies on the Interaction of Alanine and Valine with Resorcinol-Based Acridinedione Dyes in Aqueous Solution: A Comparative Study with Glycine

Krishnan¹,

Sumita²,

Gayathri³

et al. 2019

ACS Omega

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Photophysical studies were carried out for simple amino acids like alanine and valine with resorcinol-based aqueous acridinedione (ADDR) dyes. ADDR dyes exhibit interesting excited-state characteristics on altering the substituents at the 9th and 10th sites (Scheme 1). The longest-wavelength absorption maxima remain the same on adding the amino acids to the fluorophore, whereas the excited-state behavior varies significantly mostly based on the nature of the substituent at the 9th position. The absence of fluorescence enhancement was observed with addition of β-alanine, l -alanine, and l -valine to ADDR1 dye (photoinduced electron transfer, PET), whereas addition of glycine exhibits enhancement accompanied with a shift toward a longer-wavelength region. Interestingly, the addition of amino acids to non-PET dyes results in a fluorescence quenching accompanied with a larger shift toward the shorter-wavelength region. The properties of fluorophore and nonfluorophore dyes in the presence of alanine or valine are found to be entirely different from those of glycine. The interaction of alanine with ADDR dyes is predominantly through H-bonding, but the structural aspects of H-bonding interactions of alanine and water are completely different from those of glycine and water. The time-correlated single-photon counting method portrays the existence of fluorophore in two distinguishable microenvironments in the presence of amino acids. The fluorescence spectral technique used as a tool in elucidating the mode of interaction of dye with neutral amino acids in aqueous solution is illustrated in the present study.

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“…There have been recent attempts to fi nd new ACD derivatives possessing high fl uorescence quantum yields (Φ fl ) and capable of insertion into complex biological systems containing various amino acids and nucleotides [8][9][10][11]. Thus, Kumaran and Ramamurthy [8] noted an increase in the fl uorescence intensity of an ACD derivative with a p-C 6 H 4 OCH 3 substituent at C-9 upon reaction with bovine serum albumin (BSA) in aqueous media, while there is no effect on ACD fl uorescence in the case of methyl and phenyl substituents.…”

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confidence: 99%

“…Thus, Kumaran and Ramamurthy [8] noted an increase in the fl uorescence intensity of an ACD derivative with a p-C 6 H 4 OCH 3 substituent at C-9 upon reaction with bovine serum albumin (BSA) in aqueous media, while there is no effect on ACD fl uorescence in the case of methyl and phenyl substituents. However, decay of the dye fl uorescence is noted upon the DOI 10.1007/s10812-021-01261-w reaction of an ACD derivative with a p-C 6 H 4 N(CH 3 ) 2 substituent at C-9 with glycine [11]. These discrepancies arise due to different effects of glycine and BSA on the intramolecular deactivation of the electronic excitation energy of ACD [8,11].…”

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confidence: 99%

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Dual Fluorescence of a 10-Hydroxyacridine(1,8)Dione Derivative in Polar Solvents

et al. 2021

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Stationary luminescence and pulse fl uorometry methods were used to study the spectral-kinetic and photophysical properties of a 9-methyl-10-hydroxyacridine(1,8)dione derivative dye (9,10-ACD) in polar protic and aprotic solvents at 293 and 77 K. We are the fi rst to report a new long-wavelength fl uorescence band (LF, 670-710 nm) in both polar protic (methanol and ethanol) and aprotic solvents (N,N-dimethylformamide and dimethyl sulfoxide) at room temperature. This band is attributed to the high-lying singlet excited state (in the range 460-490 nm) responsible for the short-wavelength fl uorescence band (SF). The LF is not found in low-polar (methylene chloride, polar aprotic (acetonitrile) and highly viscous protic solvents (glycerol) at 293 K as well as at 77 K in ethanol. This band arises as a result of deprotonation of a molecule in an excited state and emission of the resultant anion in the long-wavelength region. Analysis of the spectral and kinetic data for SF decay and the LF rise indicates a mechanism, in which the dye anion formation depends on the basicity of the polar solvent. Possible practical applications of this spectral effect in biology, medicine, and analytical chemistry are proposed.

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Photophysical studies on the interaction of PET and non-PET based acridinedionedyes with glycine in water

Cited by 12 publications

References 38 publications

Extraction of acetaldehyde from mineral water using 2,4- dinitrophenylhydrazine as derivatizing agent

Extraction of acetaldehyde from mineral water using 2,4- dinitrophenylhydrazine as derivatizing agent

Fluorescence Spectral Studies on the Interaction of Alanine and Valine with Resorcinol-Based Acridinedione Dyes in Aqueous Solution: A Comparative Study with Glycine

Dual Fluorescence of a 10-Hydroxyacridine(1,8)Dione Derivative in Polar Solvents

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