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首页> 外文期刊>Journal of Fluorescence >Spectroscopic studies of fluorescent dye N,N '-bis(2-hydroxy-5-methyl-benzylidene)-1,2-ethanediamine and its DNA complex in solution
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Spectroscopic studies of fluorescent dye N,N '-bis(2-hydroxy-5-methyl-benzylidene)-1,2-ethanediamine and its DNA complex in solution

机译:荧光染料N,N'-双(2-羟基-5-甲基亚苄基)-1,2-乙二胺及其溶液中DNA配合物的光谱研究

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摘要

Absorption and fluorescence emission properties of an N-salicylideneamine fluorescent dye molecule N,N'-bis(2-hydroxy-5-methylbenzylidene)-1,2-ethanediamine (1) have been studied in three typical solvents-2-methylbutane, ethanol, dimethyl sulphoxide (DMSO), and its DNA complex in niethanol/H2O mixed solvent. The normal absorption band of I is observed in both aprotic and protic solvents and has been assigned to the l --> a(pi) transition in the enol form of 1. The long-wavelength absorption band of 1, which is caused by the formation of a cis-keto species in the ground state, is absent in aprotic solvents, but is observable in protic ones. Normal fluorescence emission from the excited enol state of I is obtained only when the normal absorption band is excited, while the excited-state intramolecular proton transfer (ESIPT) emissions from both cis- and trans-keto species are recorded in all cases, being acceptable for the variation of the relative emission intensities. A preliminary spectroscopic study of the 1-DNA complex indicates an intercalation-binding mode, the convincing supporting evidence being the enhanced ESIPT fluorescence intensity of 1 when complexed with DNA. Finally, a universal energy-state diagram is given to interpret the experimental results.
机译:研究了N-水杨亚胺荧光染料分子N,N'-双(2-羟基-5-甲基亚苄基)-1,2-乙二胺(1)在三种典型溶剂中的吸收和荧光发射特性-2-甲基丁烷,乙醇,二甲基亚砜(DMSO)及其在DNA络合物中的乙醇/水混合溶剂。在质子惰性和质子惰性溶剂中均观察到I的正常吸收带,并且已将其分配为烯醇形式1的l-> a(pi)跃迁.1的长波吸收带是由非质子传递溶剂中不存在基态的顺式-酮类化合物的形成,但在质子传递性溶剂中可观察到。仅当正常吸收带被激发时,才能从I的激发烯醇状态获得正常荧光发射,而在所有情况下都记录了顺式和反式酮物种的激发态分子内质子转移(ESIPT)发射,这是可以接受的相对发射强度的变化。 1-DNA配合物的初步光谱研究表明是嵌入-结合模式,令人信服的支持证据是与DNA配合时ESIPT荧光强度增强了1。最后,给出了一个通用的能量状态图来解释实验结果。

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