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含芘多胺作为水性介质中识别全氟辛酸的荧光受体

Pyrene-Containing Polyamines as Fluorescent Receptors for Recognition of PFOA in Aqueous Media.

作者信息

Simonini Steiner Yschtar Tecla, Romano Giammarco Maria, Massai Lara, Lippi Martina, Paoli Paola, Rossi Patrizia, Savastano Matteo, Bencini Andrea

机构信息

Department of Chemistry "Ugo Schiff", Università degli Studi di Firenze, Via della Lastruccia 3, Sesto Fiorentino, 50019 Firenze, Italy.

Department of Industrial Engineering, Università di Firenze, Via Santa Marta 3, 50139 Firenze, Italy.

出版信息

Molecules. 2023 Jun 5;28(11):4552. doi: 10.3390/molecules28114552.

DOI:10.3390/molecules28114552
PMID:37299033
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC10254721/
Abstract

The globally widespread perfluorooctanoic acid (PFOA) is a concerning environmental contaminant, with a possible toxic long-term effects on the environment and human health The development of sensible, rapid, and low-cost detection systems is a current change in modern environmental chemistry. In this context, two triamine-based chemosensors, and , containing a fluorescent pyrene unit, and their Zn(II) complexes are proposed as fluorescent probes for the detection of PFOA in aqueous media. Binding studies carried out by means of fluorescence and NMR titrations highlight that protonated forms of the receptors can interact with the carboxylate group of PFOA, thanks to salt bridge formation with the ammonium groups of the aliphatic chain. This interaction induces a decrease in the fluorescence emission of pyrene at neutral and slightly acidic pH values. Similarly, emission quenching has also been observed upon coordination of PFOA by the Zn(II) complexes of the receptors. These results evidence that simple polyamine-based molecular receptors can be employed for the optical recognition of harmful pollutant molecules, such as PFOA, in aqueous media.

摘要

全球广泛存在的全氟辛酸(PFOA)是一种令人担忧的环境污染物,可能对环境和人类健康产生长期毒性影响。开发灵敏、快速且低成本的检测系统是现代环境化学当前的一个转变。在此背景下,两种基于三胺的化学传感器, 和 ,含有荧光芘单元,及其锌(II)配合物被提议作为在水性介质中检测PFOA的荧光探针。通过荧光和核磁共振滴定进行的结合研究表明,受体的质子化形式可以与PFOA的羧基相互作用,这得益于与脂肪链铵基团形成盐桥。这种相互作用在中性和略酸性pH值下导致芘的荧光发射降低。同样,在受体的锌(II)配合物与PFOA配位时也观察到发射猝灭。这些结果证明,简单的基于多胺的分子受体可用于在水性介质中对有害污染物分子(如PFOA)进行光学识别。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0416/10254721/4fe7b4c213bf/molecules-28-04552-g011.jpg
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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0416/10254721/08438333d3b6/molecules-28-04552-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0416/10254721/5375e07e2515/molecules-28-04552-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0416/10254721/d2b4e2e9a8ea/molecules-28-04552-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0416/10254721/d2fb97389c0f/molecules-28-04552-g009.jpg
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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0416/10254721/4fe7b4c213bf/molecules-28-04552-g011.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0416/10254721/6acd27ab3e68/molecules-28-04552-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0416/10254721/b17eb8545acb/molecules-28-04552-sch002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0416/10254721/9475b937dd98/molecules-28-04552-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0416/10254721/f06dd88b314c/molecules-28-04552-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0416/10254721/d87c5a45c0e3/molecules-28-04552-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0416/10254721/be0a77ed0261/molecules-28-04552-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0416/10254721/b0f0d1322634/molecules-28-04552-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0416/10254721/08438333d3b6/molecules-28-04552-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0416/10254721/5375e07e2515/molecules-28-04552-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0416/10254721/d2b4e2e9a8ea/molecules-28-04552-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0416/10254721/d2fb97389c0f/molecules-28-04552-g009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0416/10254721/c4edc7fa8b42/molecules-28-04552-g010.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0416/10254721/4fe7b4c213bf/molecules-28-04552-g011.jpg

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