Fluorescent Imprinted Nanoparticles for Sensing of Chlorogenic Acid in Coffee Extracts

Green coffee beans are particularly rich in chlorogenic acids (CGAs), and their identification and quantification are usually performed by HPLC, coupled with mass spectrometry (LC-MS). Although there are a few examples of molecularly imprinted polymers (MIPs) for chlorogenic acid (5-CQA) recognition...

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Main Authors: Anggy Lusanna Gutiérrez-Ortiz, Veronica Vida, Matjaž Peterka, Jasmina Tušar, Federico Berti, Luciano Navarini, Cristina Forzato
Format: Article
Language:English
Published: MDPI AG 2022-12-01
Series:Sensors
Subjects:
Online Access:https://www.mdpi.com/1424-8220/22/24/9874
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author Anggy Lusanna Gutiérrez-Ortiz
Veronica Vida
Matjaž Peterka
Jasmina Tušar
Federico Berti
Luciano Navarini
Cristina Forzato
author_facet Anggy Lusanna Gutiérrez-Ortiz
Veronica Vida
Matjaž Peterka
Jasmina Tušar
Federico Berti
Luciano Navarini
Cristina Forzato
author_sort Anggy Lusanna Gutiérrez-Ortiz
collection DOAJ
description Green coffee beans are particularly rich in chlorogenic acids (CGAs), and their identification and quantification are usually performed by HPLC, coupled with mass spectrometry (LC-MS). Although there are a few examples of molecularly imprinted polymers (MIPs) for chlorogenic acid (5-CQA) recognition present in the literature, none of them are based on optical fluorescence, which is very interesting given its great sensitivity. In the present manuscript, fluorescent polymeric imprinted nanoparticles were synthetized following the non-covalent approach using hydrogenated 5-<i>O</i>-caffeoylquinic acid (H-5-CQA) as the template. The capability of the polymer to bind 5-CQA was evaluated by HPLC and fluorescence. A real sample of coffee extract was also analyzed to verify the selectivity of the polymer. Polymer fMIP01, containing 4-vinylpyridine and a naphtalimide derivative as monomers, showed a good response to the fluorescence quenching in the range 39 μM–80 mM. In the real sample, fMIP01 was able to selectively bind 5-CQA, while caffeine was not recognized. To demonstrate this, there is a promising system that can be exploited in the design of an optical sensor for 5-CQA detection. Polymer fMIP01 was immobilized by physical entrapment on a functionalized glass surface, showing a quenching of fluorescence with an increase of the CGA concentration between 156 μM and 40 mM.
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spelling doaj.art-1f77498be8d74d09a6e6481dc10e056c2023-11-24T17:56:44ZengMDPI AGSensors1424-82202022-12-012224987410.3390/s22249874Fluorescent Imprinted Nanoparticles for Sensing of Chlorogenic Acid in Coffee ExtractsAnggy Lusanna Gutiérrez-Ortiz0Veronica Vida1Matjaž Peterka2Jasmina Tušar3Federico Berti4Luciano Navarini5Cristina Forzato6Dipartimento di Scienze Chimiche e Farmaceutiche, Università degli Studi di Trieste, Via Giorgieri 1, 34127 Trieste, ItalyDipartimento di Scienze Chimiche e Farmaceutiche, Università degli Studi di Trieste, Via Giorgieri 1, 34127 Trieste, ItalyCOBIK, Mirce 21, 5270 Ajdovščina, SloveniaCOBIK, Mirce 21, 5270 Ajdovščina, SloveniaDipartimento di Scienze Chimiche e Farmaceutiche, Università degli Studi di Trieste, Via Giorgieri 1, 34127 Trieste, ItalyIllycaffè S.p.A., Via Flavia 110, 34147 Trieste, ItalyDipartimento di Scienze Chimiche e Farmaceutiche, Università degli Studi di Trieste, Via Giorgieri 1, 34127 Trieste, ItalyGreen coffee beans are particularly rich in chlorogenic acids (CGAs), and their identification and quantification are usually performed by HPLC, coupled with mass spectrometry (LC-MS). Although there are a few examples of molecularly imprinted polymers (MIPs) for chlorogenic acid (5-CQA) recognition present in the literature, none of them are based on optical fluorescence, which is very interesting given its great sensitivity. In the present manuscript, fluorescent polymeric imprinted nanoparticles were synthetized following the non-covalent approach using hydrogenated 5-<i>O</i>-caffeoylquinic acid (H-5-CQA) as the template. The capability of the polymer to bind 5-CQA was evaluated by HPLC and fluorescence. A real sample of coffee extract was also analyzed to verify the selectivity of the polymer. Polymer fMIP01, containing 4-vinylpyridine and a naphtalimide derivative as monomers, showed a good response to the fluorescence quenching in the range 39 μM–80 mM. In the real sample, fMIP01 was able to selectively bind 5-CQA, while caffeine was not recognized. To demonstrate this, there is a promising system that can be exploited in the design of an optical sensor for 5-CQA detection. Polymer fMIP01 was immobilized by physical entrapment on a functionalized glass surface, showing a quenching of fluorescence with an increase of the CGA concentration between 156 μM and 40 mM.https://www.mdpi.com/1424-8220/22/24/9874polyphenolschlorogenic acidsmolecularly imprinted polymersfluorescencesensor
spellingShingle Anggy Lusanna Gutiérrez-Ortiz
Veronica Vida
Matjaž Peterka
Jasmina Tušar
Federico Berti
Luciano Navarini
Cristina Forzato
Fluorescent Imprinted Nanoparticles for Sensing of Chlorogenic Acid in Coffee Extracts
Sensors
polyphenols
chlorogenic acids
molecularly imprinted polymers
fluorescence
sensor
title Fluorescent Imprinted Nanoparticles for Sensing of Chlorogenic Acid in Coffee Extracts
title_full Fluorescent Imprinted Nanoparticles for Sensing of Chlorogenic Acid in Coffee Extracts
title_fullStr Fluorescent Imprinted Nanoparticles for Sensing of Chlorogenic Acid in Coffee Extracts
title_full_unstemmed Fluorescent Imprinted Nanoparticles for Sensing of Chlorogenic Acid in Coffee Extracts
title_short Fluorescent Imprinted Nanoparticles for Sensing of Chlorogenic Acid in Coffee Extracts
title_sort fluorescent imprinted nanoparticles for sensing of chlorogenic acid in coffee extracts
topic polyphenols
chlorogenic acids
molecularly imprinted polymers
fluorescence
sensor
url https://www.mdpi.com/1424-8220/22/24/9874
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