scholarly journals Bicyclic 1,3a,6a-Triazapentalene Chromophores: Synthesis, Spectroscopy and Their Use as Fluorescent Sensors and Probes

Chemosensors ◽  
2021 ◽  
Vol 9 (1) ◽  
pp. 16
Author(s):  
Yingchun Wang ◽  
Tomas Opsomer ◽  
Wim Dehaen

The 1,3a,6a-triazapentalene (TAP) is an aromatic heterocyclic fluorescent dye with interesting features such as its small size, large Stokes shift, solvatochromism, and emission wavelengths that are spread across the visible spectrum. TAPs have been synthesized via different synthetic strategies involving click−cyclization−aromatization domino reactions, gold-catalyzed cyclization of propargyl triazoles or triazolization of acetophenones. As a result, TAPs with diverse substitution patterns were obtained, showing varying fluorescence properties. Based on these properties, several TAPs have been selected and studied as fluorescent imaging probes in living cells and as sensors. This mini review provides an overview of the research on the bicyclic TAPs and does not comment on the literature about benzo or otherwise fused systems. The synthetic methodologies for the preparation of TAPs, the substituent effects on the fluorescence properties, and the behavior of the TAP core as an element of biological imaging probes and sensors are discussed.

2015 ◽  
Vol 44 (15) ◽  
pp. 5003-5015 ◽  
Author(s):  
Yonghe Tang ◽  
Dayoung Lee ◽  
Jiaoliang Wang ◽  
Guanhan Li ◽  
Jinghua Yu ◽  
...  

This review highlights the recent protection–deprotection methods of aldehyde, hydroxyl, or amino groups for the development of fluorescent imaging probes.


2021 ◽  
Author(s):  
Jiahui Du ◽  
Bing Zhao ◽  
Wei Kan ◽  
Haochun Yin ◽  
Tianshu Song ◽  
...  

Development of highly sensitive and selective fluorescent sensors toward Cu2+ has gained considerable attention in view of its application of environmental and biological fields. However, the strategy of sensing by...


2014 ◽  
Vol 2 (40) ◽  
pp. 7065-7072 ◽  
Author(s):  
Jia-Tao Miao ◽  
Chen Fan ◽  
Ru Sun ◽  
Yu-Jie Xu ◽  
Jian-Feng Ge

A cellular dye with properties of long-wave emission, large Stokes shift, water solubility, low cytotoxicity, and good photostability is reported.


1993 ◽  
Vol 48 (5-6) ◽  
pp. 709-712 ◽  
Author(s):  
Stefan H. Hüttenhain ◽  
Wolfgang Balzer

Abstract The correlation of the solvatochromic fluorescence properties of 8-(phenylamino)-1-naphthalene-ammoniumsulfonate (8,1 ANS) in 1,4-dioxane/water mixtures with Eτ(30) and Δƒ values of the respective solvents shows that besides the polarity the nature of the solvent mixture determines the fluorescence intensity I and the Stokes shift Δv̅. Different amounts of hydrogen-bonding are suggested to be responsible for the different slopes of the correlation line plots. Key words: Solvatochromic fluorescence 8-(phenylamino)-1-naphthalene-ammoniumsulfonate (8,1 ANS); Semi-empiric polarity parameters 1,4-dioxane/water mixtures.


2016 ◽  
Vol 14 (22) ◽  
pp. 5001-5006 ◽  
Author(s):  
Peggy R. Bohländer ◽  
Mohammed L. Abba ◽  
Felix Bestvater ◽  
Heike Allgayer ◽  
Hans-Achim Wagenknecht

Two molecular beacons were designed as complementary fluorescent imaging probes for miRNA-21 and miRNA-31.


2014 ◽  
Vol 43 (13) ◽  
pp. 4563-4601 ◽  
Author(s):  
Zhigang Yang ◽  
Jianfang Cao ◽  
Yanxia He ◽  
Jung Ho Yang ◽  
Taeyoung Kim ◽  
...  

We have summarized the research progress on fluorescent sensors responsive to environmental factors, including local viscosity, polarity, temperature, hypoxia and pH.


2019 ◽  
Vol 1195 ◽  
pp. 620-631 ◽  
Author(s):  
Sanaa AlAbbad ◽  
Tova Sardot ◽  
Oliko Lekashvili ◽  
Daniel Decato ◽  
Francesco Lelj ◽  
...  

2017 ◽  
Vol 121 (6) ◽  
pp. 1213-1222 ◽  
Author(s):  
Salsabil Abou-Hatab ◽  
Vincent A. Spata ◽  
Spiridoula Matsika

2015 ◽  
Vol 6 ◽  
pp. 546-558 ◽  
Author(s):  
Shanka Walia ◽  
Amitabha Acharya

Nano-theranostics offer remarkable potential for future biomedical technology with simultaneous applications for diagnosis and therapy of disease sites. Through smart and careful chemical modifications of the nanoparticle surface, these can be converted to multifunctional tiny objects which in turn can be used as vehicle for delivering multimodal imaging agents and therapeutic material to specific target sites in vivo. In this sense, bimodal imaging probes that simultaneously enable magnetic resonance imaging and fluorescence imaging have gained tremendous attention because disease sites can be characterized quick and precisely through synergistic multimodal imaging. But such hybrid nanocomposite materials have limitations such as low chemical stability (magnetic component) and harsh cytotoxic effects (fluorescent component) and, hence, require a biocompatible protecting agent. Silica micro/nanospheres have shown promise as protecting agent due to the high stability and low toxicity. This review will cover a full description of MRI-active and fluorescent multifunctional silica micro/nanospheres including the design of the probe, different characterization methods and their application in imaging and treatment in cancer.


1984 ◽  
Vol 88 (19) ◽  
pp. 4343-4346 ◽  
Author(s):  
Robert J. Waltman ◽  
A. F. Diaz ◽  
Joachim Bargon

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