Fluorescent Probes for the Supramolecular Interactions responsible for Binding of Polycyclic Aromatic Hydrocarbons to Hyperbranched Polyelectrolytes in Aqueous Media,Israel Journal of Chemistry

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Fluorescent Probes for the Supramolecular Interactions responsible for Binding of Polycyclic Aromatic Hydrocarbons to Hyperbranched Polyelectrolytes in Aqueous Media
Israel Journal of Chemistry ( IF 2.3 ) Pub Date : 2021-02-19 , DOI: 10.1002/ijch.202000097
Michael H. Ihde ₁ , Ashley M. Steelman _{1,

2} , Marco Bonizzoni _{1,

3}

Affiliation

Cationic poly(amidoamine) (PAMAM) dendrimers are known as good supramolecular hosts for a variety of smaller water‐soluble guests. We expanded their binding scope to the uptake of very hydrophobic guests such as polycyclic aromatic hydrocarbons (PAH) in neutral aqueous solution. We used anthracene and pyrene as representatives of this family of hydrocarbons, and as capable fluorescent emitters to probe mode and location of interaction for these hydrocarbons with polycationic amine‐terminated PAMAM dendrimers. We used steady‐state and time‐resolved fluorescence emission spectroscopy, as well as fluorescence anisotropy measurements and selective quenching experiments, to establish the mode and location of these binding interactions, demonstrating that, although these probes may look relatively similar, their interaction with PAMAM dendrimers is nevertheless significantly different. The results presented here provide insight into the attractive forces at play in the uptake of featureless hydrophobic PAH guests by hydrophilic PAMAM dendrimer hosts, whose applications span practical challenges including chemical separations, analytical discrimination, solubility and bioavailability enhancement of hydrophobic compounds.

中文翻译：

超分子相互作用的荧光探针，负责多环芳烃与水性介质中超支化聚电解质的结合

阳离子聚（酰胺基胺）（PAMAM）树状大分子被誉为各种较小的水溶性客体的良好超分子宿主。我们将它们的结合范围扩展到在中性水溶液中吸收非常疏水的客体，例如多环芳烃（PAH）。我们使用蒽和pyr作为该烃家族的代表，并作为有能力的荧光发射体来探究这些烃与聚阳离子胺封端的PAMAM树状聚合物的相互作用模式和位置。我们使用稳态和时间分辨荧光发射光谱，以及荧光各向异性测量和选择性猝灭实验，来建立这些结合相互作用的模式和位置，这表明，尽管这些探针看起来可能相对相似，然而，它们与PAMAM树状聚合物的相互作用却存在显着差异。此处提供的结果提供了对亲水性PAMAM树枝状聚合物主体吸收无特征疏水性PAH客体的吸引力的见解，亲水性PAMAM树枝状聚合物的应用跨越了实际挑战，包括化学分离，分析鉴别，疏水性化合物的溶解度和生物利用度提高。

更新日期：2021-04-23

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