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带有烷基二胺链的丹磺酰基分子探针的溶剂化特性。

Solvatochromic characteristics of dansyl molecular probes bearing alkyl diamine chains.

机构信息

"Ilie Murgulescu" Institute of Physical Chemistry of the Romanian Academy, 202 Splaiul Independentei, Bucharest 060021, Romania.

"Ilie Murgulescu" Institute of Physical Chemistry of the Romanian Academy, 202 Splaiul Independentei, Bucharest 060021, Romania.

出版信息

Spectrochim Acta A Mol Biomol Spectrosc. 2020 Aug 15;237:118413. doi: 10.1016/j.saa.2020.118413. Epub 2020 Apr 27.

DOI:10.1016/j.saa.2020.118413
PMID:32380433
Abstract

A series of dansyl-based fluorescent probes bearing linear alkyl-1,n-diamine chains of different length (DA, n = 2-8, 10, 12) was characterized in terms of the absorptive and emissive features in solvents of different polarity and hydrogen bond donor/hydrogen bond acceptor character. The probes show solvent-dependent absorption, a feature that is uncommon among dansyl derivatives. The dual emission of DA probes is strong in non-aqueous solvents and is influenced by the chain length and interactions with the solvent. Solvent effects on the spectral parameters were rationalized on the basis of the Kamlet-Taft and Catalán solvatochromic models, in order to quantify the degree of polarity-driven and hydrogen bonding interactions. A comparative discussion of the results predicted by the two models was made. In ground state, the DA probes act as hydrogen bond acceptors. In excited state, hydrogen bonding is less favoured, the solute-solvent interactions being governed by the increasing polarity of the solvent that results in a large bathochromic shift of the emission. A comparison was made with the spectral features previously reported for the corresponding series of bis-dansyl fluorescent probes (2DA).

摘要

一系列带有不同长度(DA,n=2-8,10,12)直链烷基-1,n-二胺链的基于丹磺酰基的荧光探针,根据在不同极性溶剂中的吸收和发射特性以及氢键供体/受体性质进行了表征。这些探针显示出溶剂依赖性吸收,这是丹磺酰基衍生物中不常见的特征。DA 探针在非水溶剂中的双发射很强,并受到链长和与溶剂相互作用的影响。根据 Kamlet-Taft 和 Catalán 溶剂化变色模型,对光谱参数的溶剂效应进行了合理化,以量化极性驱动和氢键相互作用的程度。对两个模型预测的结果进行了比较讨论。在基态下,DA 探针作为氢键受体。在激发态下,氢键的形成不太有利,溶剂-溶质相互作用受溶剂极性增加的控制,导致发射的明显红移。与之前报道的相应系列双丹磺酰基荧光探针(2DA)的光谱特征进行了比较。

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