Chlorophyll a Covalently Bonded to Organo-Modified Translucent Silica Xerogels: Optimizing Fluorescence and Maximum Loading

Chlorophyll is a pyrrolic pigment with important optical properties, which is the reason it has been studied for many years. Recently, interest has been rising with respect to this molecule because of its outstanding physicochemical properties, particularly applicable to the design and development o...

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Main Authors: M. A. García-Sánchez, I. N. Serratos, R. Sosa, T. Tapia-Esquivel, F. González-García, F. Rojas-González, S. R. Tello-Solís, A. Y. Palacios-Enriquez, J. M. Esparza Schulz, A. Arrieta
Format: Article
Language:English
Published: MDPI AG 2016-07-01
Series:Molecules
Subjects:
Online Access:http://www.mdpi.com/1420-3049/21/7/961
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language English
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author M. A. García-Sánchez
I. N. Serratos
R. Sosa
T. Tapia-Esquivel
F. González-García
F. Rojas-González
S. R. Tello-Solís
A. Y. Palacios-Enriquez
J. M. Esparza Schulz
A. Arrieta
spellingShingle M. A. García-Sánchez
I. N. Serratos
R. Sosa
T. Tapia-Esquivel
F. González-García
F. Rojas-González
S. R. Tello-Solís
A. Y. Palacios-Enriquez
J. M. Esparza Schulz
A. Arrieta
Chlorophyll a Covalently Bonded to Organo-Modified Translucent Silica Xerogels: Optimizing Fluorescence and Maximum Loading
Molecules
chlorophyll a
organo-silica
sol-gel
fluorescence
hybrid substrates
author_facet M. A. García-Sánchez
I. N. Serratos
R. Sosa
T. Tapia-Esquivel
F. González-García
F. Rojas-González
S. R. Tello-Solís
A. Y. Palacios-Enriquez
J. M. Esparza Schulz
A. Arrieta
author_sort M. A. García-Sánchez
title Chlorophyll a Covalently Bonded to Organo-Modified Translucent Silica Xerogels: Optimizing Fluorescence and Maximum Loading
title_short Chlorophyll a Covalently Bonded to Organo-Modified Translucent Silica Xerogels: Optimizing Fluorescence and Maximum Loading
title_full Chlorophyll a Covalently Bonded to Organo-Modified Translucent Silica Xerogels: Optimizing Fluorescence and Maximum Loading
title_fullStr Chlorophyll a Covalently Bonded to Organo-Modified Translucent Silica Xerogels: Optimizing Fluorescence and Maximum Loading
title_full_unstemmed Chlorophyll a Covalently Bonded to Organo-Modified Translucent Silica Xerogels: Optimizing Fluorescence and Maximum Loading
title_sort chlorophyll a covalently bonded to organo-modified translucent silica xerogels: optimizing fluorescence and maximum loading
publisher MDPI AG
series Molecules
issn 1420-3049
publishDate 2016-07-01
description Chlorophyll is a pyrrolic pigment with important optical properties, which is the reason it has been studied for many years. Recently, interest has been rising with respect to this molecule because of its outstanding physicochemical properties, particularly applicable to the design and development of luminescent materials, hybrid sensor systems, and photodynamic therapy devices for the treatment of cancer cells and bacteria. More recently, our research group has been finding evidence for the possibility of preserving these important properties of substrates containing chlorophyll covalently incorporated within solid pore matrices, such as SiO2, TiO2 or ZrO2 synthesized through the sol-gel process. In this work, we study the optical properties of silica xerogels organo-modified on their surface with allyl and phenyl groups and containing different concentrations of chlorophyll bonded to the pore walls, in order to optimize the fluorescence that these macrocyclic species displays in solution. The intention of this investigation was to determine the maximum chlorophyll a concentration at which this molecule can be trapped inside the pores of a given xerogel and to ascertain if this pigment remains trapped as a monomer, a dimer, or aggregate. Allyl and phenyl groups were deposited on the surface of xerogels in view of their important effects on the stability of the molecule, as well as over the fluorescence emission of chlorophyll; however, these organic groups allow the trapping of either chlorophyll a monomers or dimers. The determination of the above parameters allows finding the most adequate systems for subsequent in vitro or in vivo studies. The characterization of the obtained xerogels was performed through spectroscopic absorption, emission and excitation spectra. These hybrid systems can be employed as mimics of natural systems; the entrapment of chlorophyll inside pore matrices indicates that it is possible to exploit some of the most physicochemical properties of trapped chlorophyll for diverse technological applications. The data herein collected suggest the possibility of applying the developed methodology to other active, captive molecules in order to synthesize new hybrid materials with optimized properties, suitable to be applied in diverse technological fields.
topic chlorophyll a
organo-silica
sol-gel
fluorescence
hybrid substrates
url http://www.mdpi.com/1420-3049/21/7/961
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AT inserratos chlorophyllacovalentlybondedtoorganomodifiedtranslucentsilicaxerogelsoptimizingfluorescenceandmaximumloading
AT rsosa chlorophyllacovalentlybondedtoorganomodifiedtranslucentsilicaxerogelsoptimizingfluorescenceandmaximumloading
AT ttapiaesquivel chlorophyllacovalentlybondedtoorganomodifiedtranslucentsilicaxerogelsoptimizingfluorescenceandmaximumloading
AT fgonzalezgarcia chlorophyllacovalentlybondedtoorganomodifiedtranslucentsilicaxerogelsoptimizingfluorescenceandmaximumloading
AT frojasgonzalez chlorophyllacovalentlybondedtoorganomodifiedtranslucentsilicaxerogelsoptimizingfluorescenceandmaximumloading
AT srtellosolis chlorophyllacovalentlybondedtoorganomodifiedtranslucentsilicaxerogelsoptimizingfluorescenceandmaximumloading
AT aypalaciosenriquez chlorophyllacovalentlybondedtoorganomodifiedtranslucentsilicaxerogelsoptimizingfluorescenceandmaximumloading
AT jmesparzaschulz chlorophyllacovalentlybondedtoorganomodifiedtranslucentsilicaxerogelsoptimizingfluorescenceandmaximumloading
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spelling doaj-75ce7be3d8c94ddfa87fb036f26e325b2020-11-24T22:50:01ZengMDPI AGMolecules1420-30492016-07-0121796110.3390/molecules21070961molecules21070961Chlorophyll a Covalently Bonded to Organo-Modified Translucent Silica Xerogels: Optimizing Fluorescence and Maximum LoadingM. A. García-Sánchez0I. N. Serratos1R. Sosa2T. Tapia-Esquivel3F. González-García4F. Rojas-González5S. R. Tello-Solís6A. Y. Palacios-Enriquez7J. M. Esparza Schulz8A. Arrieta9Department of Chemistry, Universidad Autónoma Metropolitana-Iztapalapa, San Rafael Atlixco 186, Col. Vicentina, Ciudad de México 09340, MexicoDepartment of Chemistry, Universidad Autónoma Metropolitana-Iztapalapa, San Rafael Atlixco 186, Col. Vicentina, Ciudad de México 09340, MexicoDepartment of Physics, Universidad Autónoma Metropolitana-Iztapalapa, San Rafael Atlixco 186, Col. Vicentina, Ciudad de México 09340, MexicoDepartment of Process Engineering Hydraulic, Universidad Autónoma Metropolitana-Iztapalapa, San Rafael Atlixco 186, Col. Vicentina, Ciudad de México 09340, MexicoDepartment of Process Engineering Hydraulic, Universidad Autónoma Metropolitana-Iztapalapa, San Rafael Atlixco 186, Col. Vicentina, Ciudad de México 09340, MexicoDepartment of Chemistry, Universidad Autónoma Metropolitana-Iztapalapa, San Rafael Atlixco 186, Col. Vicentina, Ciudad de México 09340, MexicoDepartment of Chemistry, Universidad Autónoma Metropolitana-Iztapalapa, San Rafael Atlixco 186, Col. Vicentina, Ciudad de México 09340, MexicoDepartment of Chemistry, Universidad Autónoma Metropolitana-Iztapalapa, San Rafael Atlixco 186, Col. Vicentina, Ciudad de México 09340, MexicoDepartment of Chemistry, Universidad Autónoma Metropolitana-Iztapalapa, San Rafael Atlixco 186, Col. Vicentina, Ciudad de México 09340, MexicoDepartment of Central Electron Microscopy Laboratory, Universidad Autónoma Metropolitana-Iztapalapa, San Rafael Atlixco 186, Col. Vicentina, Ciudad de México 09340, MexicoChlorophyll is a pyrrolic pigment with important optical properties, which is the reason it has been studied for many years. Recently, interest has been rising with respect to this molecule because of its outstanding physicochemical properties, particularly applicable to the design and development of luminescent materials, hybrid sensor systems, and photodynamic therapy devices for the treatment of cancer cells and bacteria. More recently, our research group has been finding evidence for the possibility of preserving these important properties of substrates containing chlorophyll covalently incorporated within solid pore matrices, such as SiO2, TiO2 or ZrO2 synthesized through the sol-gel process. In this work, we study the optical properties of silica xerogels organo-modified on their surface with allyl and phenyl groups and containing different concentrations of chlorophyll bonded to the pore walls, in order to optimize the fluorescence that these macrocyclic species displays in solution. The intention of this investigation was to determine the maximum chlorophyll a concentration at which this molecule can be trapped inside the pores of a given xerogel and to ascertain if this pigment remains trapped as a monomer, a dimer, or aggregate. Allyl and phenyl groups were deposited on the surface of xerogels in view of their important effects on the stability of the molecule, as well as over the fluorescence emission of chlorophyll; however, these organic groups allow the trapping of either chlorophyll a monomers or dimers. The determination of the above parameters allows finding the most adequate systems for subsequent in vitro or in vivo studies. The characterization of the obtained xerogels was performed through spectroscopic absorption, emission and excitation spectra. These hybrid systems can be employed as mimics of natural systems; the entrapment of chlorophyll inside pore matrices indicates that it is possible to exploit some of the most physicochemical properties of trapped chlorophyll for diverse technological applications. The data herein collected suggest the possibility of applying the developed methodology to other active, captive molecules in order to synthesize new hybrid materials with optimized properties, suitable to be applied in diverse technological fields.http://www.mdpi.com/1420-3049/21/7/961chlorophyll aorgano-silicasol-gelfluorescencehybrid substrates