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具有 N,N-二乙基氨基、腈基和噻吩甲酰基部分的香豆素衍生物在水-甲醇混合物中的光谱性质。

Spectral Properties of Highly Emissive Derivative of Coumarin with N,N-Diethylamino, Nitrile and Tiophenecarbonyl Moieties in Water-Methanol Mixture.

机构信息

Institute of Chemistry, The Jan Kochanowski University, Swietokrzyska 15G, 25-406, Kielce, Poland.

Institute of Chemistry, Faculty of Food Technology, University of Agriculture, Balicka St. 122, 31-149, Kraków, Poland.

出版信息

J Fluoresc. 2019 Nov;29(6):1393-1399. doi: 10.1007/s10895-019-02446-5. Epub 2019 Nov 21.

DOI:10.1007/s10895-019-02446-5
PMID:31755048
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6904392/
Abstract

The new derivative of coumarin (E)-3-[7-(diethyloamino)-2-oxo-chromen-3yl]-2-(tiophene-2-carbonyl)prop-2-enenitrile (NOSQ) was easy synthesized with commercial substrates as a result of the search of new Michael type addition sensors based on coumarins. Spectral properties of highly emissive NOSQ were investigated by steady state analysis (absorption and fluorescence measurements) and time-resolved analysis (fluorescence lifetime measurements). The effect of water-methanol mixture on the photophysical properties of the NOSQ molecule was analyzed. With increasing of volumetric fraction of water the intensity of absorbance and fluorescence was strongly reduced. The NOSQ quantum yield in methanol was quite high and the first portions of water caused a significant increase in this value. Water, which is usually a quencher, in this case caused the increase in the quantum yield. The fluorescence lifetimes had second-order decay and the values of fluorescence lifetime increased with increasing alcohol content. Density functional theory (DFT) calculations and experimental data remained in agreement and showed that the interaction between the NOSQ molecule and the solvent affects the appearance of the new conformer.

摘要

香豆素(E)-3-[7-(二乙氨基)-2-氧代色烯-3-基]-2-(噻吩-2-羰基)丙烯腈(NOSQ)的新衍生物是通过寻找基于香豆素的新型迈克尔型加成传感器,利用商业底物很容易合成的。通过稳态分析(吸收和荧光测量)和时间分辨分析(荧光寿命测量)研究了高发光 NOSQ 的光谱性质。分析了水-甲醇混合物对 NOSQ 分子光物理性质的影响。随着水体积分数的增加,吸光度和荧光强度大大降低。NOSQ 在甲醇中的量子产率相当高,前几部分水会显著增加该值。在这种情况下,通常为猝灭剂的水会导致量子产率增加。荧光寿命呈二级衰减,并且荧光寿命的值随醇含量的增加而增加。密度泛函理论(DFT)计算和实验数据一致,表明 NOSQ 分子与溶剂之间的相互作用会影响新构象的出现。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4aad/6904392/255e0fe20ad0/10895_2019_2446_Fig4_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4aad/6904392/229ef6761f22/10895_2019_2446_Sch1_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4aad/6904392/9a483d2ed302/10895_2019_2446_Fig1_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4aad/6904392/e678b8d9e667/10895_2019_2446_Fig2_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4aad/6904392/240e91bb8f82/10895_2019_2446_Fig3_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4aad/6904392/255e0fe20ad0/10895_2019_2446_Fig4_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4aad/6904392/229ef6761f22/10895_2019_2446_Sch1_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4aad/6904392/9a483d2ed302/10895_2019_2446_Fig1_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4aad/6904392/e678b8d9e667/10895_2019_2446_Fig2_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4aad/6904392/240e91bb8f82/10895_2019_2446_Fig3_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4aad/6904392/255e0fe20ad0/10895_2019_2446_Fig4_HTML.jpg

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本文引用的文献

1
Dual fluorescence of (E)-N-(4-(dimethylamino)benzylidene)-2H-1,2,4-triazol-3-amine (DMABA-Amtr): A ground state perspective.
Spectrochim Acta A Mol Biomol Spectrosc. 2018 Jan 15;189:601-607. doi: 10.1016/j.saa.2017.08.070. Epub 2017 Sep 1.
2
Coumarin-Based Thermally Activated Delayed Fluorescence Emitters with High External Quantum Efficiency and Low Efficiency Roll-off in the Devices.基于香豆素的热激活延迟荧光发射器,具有高效率和低效率滚降的器件。
ACS Appl Mater Interfaces. 2017 Mar 15;9(10):8848-8854. doi: 10.1021/acsami.6b15816. Epub 2017 Mar 2.
3
Solvent polarity and excitation wavelength dependence of the dual fluorescence in N,N-diethyl-4-nitrosoaniline.N,N-二乙基-4-亚硝基苯胺的双重荧光的溶剂极性和激发波长依赖性。
J Fluoresc. 2012 Jan;22(1):451-6. doi: 10.1007/s10895-011-0978-0. Epub 2011 Sep 22.
4
Design, synthesis, and evaluation of coumarin-based molecular probes for imaging of myelination.香豆素基髓鞘成像分子探针的设计、合成与评价。
J Med Chem. 2011 Apr 14;54(7):2331-40. doi: 10.1021/jm101489w. Epub 2011 Mar 10.
5
Coumarin-based thiol chemosensor: synthesis, turn-on mechanism, and its biological application.香豆素基硫醇化学传感器:合成、开启机制及其在生物学中的应用。
Org Lett. 2011 Mar 18;13(6):1498-501. doi: 10.1021/ol2001864. Epub 2011 Feb 16.
6
Coumarin-malonitrile conjugate as a fluorescence turn-on probe for biothiols and its cellular expression.香豆素-丙二腈缀合物作为生物硫醇的荧光开启探针及其细胞表达。
Chem Commun (Camb). 2011 Feb 14;47(6):1773-5. doi: 10.1039/c0cc04092d. Epub 2010 Dec 2.
7
A highly selective fluorescent probe for detection of biological samples thiol and its application in living cells.一种用于检测生物样品中硫醇的高选择性荧光探针及其在活细胞中的应用。
J Fluoresc. 2010 Nov;20(6):1307-13. doi: 10.1007/s10895-010-0673-6. Epub 2010 May 15.
8
A "turn-on" coumarin-based fluorescent sensor with high selectivity for mercury ions in aqueous media.一种基于香豆素的荧光传感器,对水相介质中的汞离子具有高选择性。
Chem Commun (Camb). 2010 May 21;46(19):3292-4. doi: 10.1039/b926384e. Epub 2010 Mar 25.
9
Fatal hemorrhage in dicumarol poisoning; with report of necropsy.
J Am Med Assoc. 1949 Mar 19;139(12):762-6. doi: 10.1001/jama.1949.02900290008003.
10
Fluorescence turn on of coumarin derivatives by metal cations: a new signaling mechanism based on C=N isomerization.金属阳离子开启香豆素衍生物的荧光:基于C=N异构化的新信号传导机制
Org Lett. 2007 Jan 4;9(1):33-6. doi: 10.1021/ol062518z.