68520-00-3Relevant articles and documents
Structure modulation on fluorescent probes for biothiols and the reversible imaging of glutathione in living cells
Chen, Dugang,Chen, Li,Chen, Liming,Li, Junbo,Li, Yu,Yu, Xianglin,Zhu, Yan
, p. 21116 - 21126 (2021)
The detection of small molecular biothiols (cysteine, homocysteine and glutathione) is of great importance, as they involve in a series of physiological and pathological processes and are associated with many diseases. To realize the real-time monitoring of a specific biothiol, a rapid and reversible probe is required. Therefore, three probes, namely,o-MNPy,m-MNPyandp-MNPy, with pyridine substituted α, β-unsaturated ketone as the recognition site, were reported here, and the reactivity of the recognition site was finely tuned by the connection mode of the pyridine unit. To single out the optimal one, the response performances of three probes toward each biothiol were systemically studied, taking the differences of the intracellular contents of three biothiols into account during the evaluation. Biothiols reacted with the probes through Michael addition, and results showed that the slight structural variations could affect the performances of the probes obviously.p-MNPywith the pyridine unit connected to the recognition site through thepara-position of the nitrogen atom, revealed the best sensing ability among the three probes. It demonstrated rapid response, good selectivity and sensitivity, excellent pH adaptability to Cys and GSH, and displayed reversible detection toward GSH. Finally,p-MNPywas successfully applied to track the GSH fluctuations under the oxidative stress stimulated by H2O2in living cells.
Controlling the structures and photonic properties of organic nanomaterials by molecular design
Yao, Wei,Yan, Yongli,Xue, Lin,Zhang, Chuang,Li, Guoping,Zheng, Qingdong,Zhao, Yong Sheng,Jiang, Hua,Yao, Jiannian
, (2013)
Exploring the stacks: Two different but related naphthalene compounds were shown to form different nanostructures (see picture) depending on the π-π stacking and hydrogen bonding of the molecules. These nanostructures had unique photonic confinement and l
Synthesis method of Acrylodan and analogues thereof
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Paragraph 0041-0044; 0049-0051; 0056-0058, (2021/04/14)
The invention belongs to the technical field of synthesis of fluorescent probes in biochemistry, and particularly relates to an environment-sensitive fluorescent probe and a synthesis process route of Acrylodan and analogues thereof. A method comprises the following steps: taking 6-methoxy-2-acetyl naphthalene as a raw material, carrying out substitution reaction on the 6-methoxy-2-acetyl naphthalene and a lithium amide salt, carrying out addition elimination reaction on an obtained amino-substituted acetyl naphthalene product and trifluoroacetic acid, and then carrying out addition elimination reaction on the obtained amino-substituted acetyl naphthalene product and aldehydes to finally obtain the high-purity Acrylodan compound and analogues. The method has the advantages of simple synthesis steps, short reaction time, high yield, low production cost and the like, and solves the problems of complex synthesis steps, harsh synthesis conditions and expensive synthesis raw materials in original synthesis methods. The optimization and improvement of the synthetic process route of Acrylodan and analogues can greatly promote the application of the environment-sensitive probe in the field of biochemistry.
Azetidine-Containing Heterospirocycles Enhance the Performance of Fluorophores
Zhou, Junliang,Lin, Xianfeng,Ji, Xin,Xu, Shuang,Liu, Chang,Dong, Xiaochun,Zhao, Weili,Zhao, Weili
supporting information, p. 4413 - 4417 (2020/06/05)
Fluorescent dyes are extensively utilized in various fluorescence imaging techniques. However, many existing modification strategies could not balance the performance (such as brightness, photostability, water solubility, and permeability) of fluorophores. Herein we report a general strategy to enhance the performance of donor-acceptor-type fluorophores by introducing azetidine-containing heterospirocycles to the commonly used fluorophore scaffolds. Such a strategy turned out to be a general way to develop high-quality fluorophores.
