Optical Behavior of Nile Red in Organic and Aqueous Media Environments

A simple model is proposed to calculate the dimerization constant of a dye in non-aqueous solvents. Alkan-1ols of the formula H–(CH<sub>2</sub>)<sub>n</sub>–OH are used to study the spectroscopic behavior of Nile Red dye. The number <i>n</i> varied from 1 to 8 to...

Full description

Bibliographic Details
Main Authors: Antonio Minò, Giuseppe Cinelli, Francesco Lopez, Luigi Ambrosone
Format: Article
Language:English
Published: MDPI AG 2023-01-01
Series:Applied Sciences
Subjects:
Online Access:https://www.mdpi.com/2076-3417/13/1/638
_version_ 1797626167277125632
author Antonio Minò
Giuseppe Cinelli
Francesco Lopez
Luigi Ambrosone
author_facet Antonio Minò
Giuseppe Cinelli
Francesco Lopez
Luigi Ambrosone
author_sort Antonio Minò
collection DOAJ
description A simple model is proposed to calculate the dimerization constant of a dye in non-aqueous solvents. Alkan-1ols of the formula H–(CH<sub>2</sub>)<sub>n</sub>–OH are used to study the spectroscopic behavior of Nile Red dye. The number <i>n</i> varied from 1 to 8 to modulate the medium hydrophobicity. Generally, Nile red is used to localize lipid droplets within cells. This molecule is non-fluorescent in water and other polar solvents but undergoes fluorescence enhancement and large absorption and emission blue shifts in non-polar environments. The calculated equilibrium constants suggest that the aggregation process is solvent-assisted. The absorption and fluorescence emission spectra reveal a marked red shift, which is studied by breaking the wavelength of the maximum band into two terms, showing the contribution of the solvent and the effect of the dye concentration. Both contributions were investigated as a function of the number <i>n</i>, and it was found that alkan-1ols with large <i>n</i> tend to aggregate and produce a smaller red shift. Conversely, it was also noticed that short-chain alkan-1ols stabilize the excited state of the dye via H-bond and the red shift increases. The hydrophilicity of the medium was found to be modulated by adding pure water, in a controlled way, to the binary systems dye–H–(CH<sub>2</sub>)<sub>n</sub>–OH (<i>n</i> = 1–8). The quantification of solvent hydrophilicity is described with the ratio <i>R</i> = <i>water moles/alcohol moles</i>. From this investigation, we realized that the absorption spectra values are strictly connected with the <i>R</i> parameter. In this context, we realized that fluorescence emission spectra allow us to determine the adjustable parameters.
first_indexed 2024-03-11T10:06:39Z
format Article
id doaj.art-3266aa231e8049b9a9386416c0ddd794
institution Directory Open Access Journal
issn 2076-3417
language English
last_indexed 2024-03-11T10:06:39Z
publishDate 2023-01-01
publisher MDPI AG
record_format Article
series Applied Sciences
spelling doaj.art-3266aa231e8049b9a9386416c0ddd7942023-11-16T14:59:46ZengMDPI AGApplied Sciences2076-34172023-01-0113163810.3390/app13010638Optical Behavior of Nile Red in Organic and Aqueous Media EnvironmentsAntonio Minò0Giuseppe Cinelli1Francesco Lopez2Luigi Ambrosone3Department of Biosciences and Territory (DiBT), University of Molise, Contrada Lappone, 86090 Pesche, ItalyDepartment of Agricultural, Environmental and Food Sciences (DiAAA), University of Molise, via F. De Sanctis, 86100 Campobasso, ItalyDepartment of Agricultural, Environmental and Food Sciences (DiAAA), University of Molise, via F. De Sanctis, 86100 Campobasso, ItalyDepartment of Medicine and Health Sciences “V. Tiberio”, University of Molise, via F. De Sanctis, 86100 Campobasso, ItalyA simple model is proposed to calculate the dimerization constant of a dye in non-aqueous solvents. Alkan-1ols of the formula H–(CH<sub>2</sub>)<sub>n</sub>–OH are used to study the spectroscopic behavior of Nile Red dye. The number <i>n</i> varied from 1 to 8 to modulate the medium hydrophobicity. Generally, Nile red is used to localize lipid droplets within cells. This molecule is non-fluorescent in water and other polar solvents but undergoes fluorescence enhancement and large absorption and emission blue shifts in non-polar environments. The calculated equilibrium constants suggest that the aggregation process is solvent-assisted. The absorption and fluorescence emission spectra reveal a marked red shift, which is studied by breaking the wavelength of the maximum band into two terms, showing the contribution of the solvent and the effect of the dye concentration. Both contributions were investigated as a function of the number <i>n</i>, and it was found that alkan-1ols with large <i>n</i> tend to aggregate and produce a smaller red shift. Conversely, it was also noticed that short-chain alkan-1ols stabilize the excited state of the dye via H-bond and the red shift increases. The hydrophilicity of the medium was found to be modulated by adding pure water, in a controlled way, to the binary systems dye–H–(CH<sub>2</sub>)<sub>n</sub>–OH (<i>n</i> = 1–8). The quantification of solvent hydrophilicity is described with the ratio <i>R</i> = <i>water moles/alcohol moles</i>. From this investigation, we realized that the absorption spectra values are strictly connected with the <i>R</i> parameter. In this context, we realized that fluorescence emission spectra allow us to determine the adjustable parameters.https://www.mdpi.com/2076-3417/13/1/638Nile RedpolarityhydrophobicityUV-Vis absorptionfluorescence emission
spellingShingle Antonio Minò
Giuseppe Cinelli
Francesco Lopez
Luigi Ambrosone
Optical Behavior of Nile Red in Organic and Aqueous Media Environments
Applied Sciences
Nile Red
polarity
hydrophobicity
UV-Vis absorption
fluorescence emission
title Optical Behavior of Nile Red in Organic and Aqueous Media Environments
title_full Optical Behavior of Nile Red in Organic and Aqueous Media Environments
title_fullStr Optical Behavior of Nile Red in Organic and Aqueous Media Environments
title_full_unstemmed Optical Behavior of Nile Red in Organic and Aqueous Media Environments
title_short Optical Behavior of Nile Red in Organic and Aqueous Media Environments
title_sort optical behavior of nile red in organic and aqueous media environments
topic Nile Red
polarity
hydrophobicity
UV-Vis absorption
fluorescence emission
url https://www.mdpi.com/2076-3417/13/1/638
work_keys_str_mv AT antoniomino opticalbehaviorofnileredinorganicandaqueousmediaenvironments
AT giuseppecinelli opticalbehaviorofnileredinorganicandaqueousmediaenvironments
AT francescolopez opticalbehaviorofnileredinorganicandaqueousmediaenvironments
AT luigiambrosone opticalbehaviorofnileredinorganicandaqueousmediaenvironments