20114-05-0Relevant articles and documents
A fluorescent probe based on ICT for selective detection of benzenethiol derivatives
Du, Ya-Fei,Li, Feng,Tian, Chang-He,Zhao, Bao-Xiang
, (2021)
This work presented a benzothiazole-based fluorescent probe for the detection of benzenethiol derivatives using 2, 4-dinitrobenzene moiety as a sensing unit. This probe (NCABT) was able to instantaneously respond to 4-methylbenzenethiol (MTP) within 5 min. In detecting MTP, this probe displayed a low limit of detection (49 nM). Furthermore, the probe has been proved to have the potential to detect benzenethiol derivatives with electron-donating group in real water samples.
A new turn-on fluorescent probe for sensing 4-methylbenzenethiol in real water samples
Cheng, Guo-Qing,Li, Feng,Ma, Chen-Ran,Wang, Jun-Zheng,Xiao, Meng-Min,Zhao, Bao-Xiang
, (2021)
A new fluorescent probe (MBT) for the detection of 4-methylbenzenethiol (p-MePhSH) was developed by using 4-(benzo[d]thiazol-2-yl)-3-methoxyphenol as the fluorophore and 2,4-dinitrophenyl ether as the sensing moiety. Probe MBT displayed good selectivity toward p-MePhSH in DMSO/PBS buffer (5/5, v/v) solution and anti-interference over other competitive species via nucleophilic aromatic substitution. The fluorescence intensities of the probe responded p-MePhSH showed a 22-fold enhancement and good linearity with p-MePhSH concentration collected in the range of 0–15 μM. Moreover, the probe is sensitive to p-MePhSH and the limit of detection is 45 nM. The sensing mechanism of probe MBT was verified by high-resolution mass spectrometry and fluorescence lifetime. Furthermore, the probe was used to the detection of p-MePhSH in real water samples.
C-S coupling with nitro group as leaving group via simple inorganic salt catalysis
Xuan, Maojie,Lu, Chunlei,Lin, Bo-Lin
supporting information, (2019/08/26)
An efficient and practical synthetic protocol to synthesize nonsymmetrical aryl thioethers by nucleophilic aromatic substitution (SNAr) reaction of nitroarenes by thiols with potassium phosphate as the catalyst is described. Various moderate to strong electron-withdrawing functional groups are tolerated by the system to provide thioethers in a good to excellent yields. We also showed that the present method allows access to 3 drug examples in a short reaction time. Finally, mechanistic studies suggest that the reaction may form the classic Meisenheimer complex through a two-step addition-elimination mechanism.
Synthesis and biological evaluation of optimized inhibitors of the mitotic kinesin Kif18A
Braun, Joachim,M?ckel, Martin M.,Strittmatter, Tobias,Marx, Andreas,Groth, Ulrich,Mayer, Thomas U.
, p. 554 - 560 (2015/04/21)
The mitotic spindle, a highly dynamic structure composed of microtubules, mediates the segregation of the previously duplicated genome into the two nascent daughter cells. Errors in this process contribute to pathology including tumor formation. Key for the shape and function of the mitotic spindle are kinesins, molecular motor proteins that convert chemical energy into mechanical work. Due to their fast mode of action, small molecules are valuable tools to dissect the dynamic functions of kinesins during mitosis. In this study, we report the identification of optimized small molecule inhibitors of the mitotic kinesin Kif18A. Using BTB-1, the first identified Kif18A inhibitor, as a lead compound, we synthesized a collection of derivatives. We demonstrate that some of the synthesized derivatives potently inhibited the ATPase activity of Kif18A with a half maximal inhibitory concentration (IC50) value in the low micromolar range. In vitro analysis of a panel of Kif18A-related kinesins revealed that the two most potent compounds show improved selectivity compared to BTB-1. Structure-activity relationship studies identified substituents mediating undesired inhibitory effects on microtubule polymerization. In summary, our study provides key insights into the mechanism of action of BTB-1 and its analogs, which will have a great impact on the further development of highly selective and bioactive Kif18A inhibitors. Since Kif18A is frequently overexpressed in solid tumors, such compounds are not only of great interest for basic research but also have the potential to open up new strategies for the treatment of human diseases.
Bimolecular photoactvarion of NBD fluorescence
Shaban Ragab, Sherif,Swaminathan, Subramani,Garcia-Amorós, Jaume,Captaina, Burjor,Raymo, Fran?isco M.
, p. 1570 - 1573 (2015/03/18)
The concatenation of a photochemical transformation with a chemical reaction allows the activation of nitrobenzoxadiazole (NBD) fluorescence under optical control. Specifically, the coupling of photoinduced deprotection with nucleophilic substitution converts a nonemissive NBD chromophore into a fluorescent product. These operating principles can evolve into a general mechanism to implement fluorescent switches based on the attractive photophysical properties of NBDs.
A highly selective fluorescent probe for thiophenols
Jiang, Wei,Fu, Qingquan,Fan, Hongyou,Ho, Joe,Wang, Wei
, p. 8445 - 8448 (2008/09/19)
A rapid response to thiophenols is obtained with probe 1 (see scheme), which induces a significant (> 50-fold) fluorescence enhancement as a result of cleavage of the electron-withdrawing moiety, thus generating strongly fluorescent molecule 2. No fluores
Synthesis of organic sulfides via Zn/AlCl3 system in aqueous media
Lakouraj,Movassagh,Fadaei
, p. 1237 - 1242 (2007/10/03)
An efficient procedure for preparation of various sulfides has been introduced through a simple reaction of disulfides with suitable alkyl or aryl halides which is promoted by commercial zinc powder in the presence of AlCl3 in aqueous media at 65°C.
Contribution of linear free energy relationships to isozyme- and pH-dependent substrate selectivity of glutathione S-transferases: Comparison of model studies and enzymatic reactions
Nieslanik, Brenda S.,Atkins, William M.
, p. 6651 - 6660 (2007/10/03)
A novel application of linear free energy relationships is described in which the substrate selectivities and pH dependencies of glutathione S-transferases (GSTs) are correlated to the pK(a), of glutathione (GSH) at the active site. To determine whether t
