10199-91-4Relevant articles and documents
An NBD–NH2 fluorescent probe for bioimaging: existence of a specific detection of ClO?
Yang, Yunxia,Zhang, Di,Xu, Mengsheng,Wang, Jianhong,Chen, Jipeng,Wang, Le
, p. 1003 - 1008 (2018)
Abstract: A fluorescent probe 4-amino-7-nitrobenz-2-oxa-1,3-diazole NBD–NH2 for critical sensing hypochlorous (ClO?) has been developed in this paper. Probe NBD–NH2 exhibited excellent sensitivity and high selectivity toward detection of ClO? in CH3CH2OH/HEPES solution (1:4, v/v, 10?mM, pH 7.4), where the detection limit as low as 40?nM. The green fluorescence of NBD–NH2 was distinctly quenched by addition of ClO?. In addition, the new probe was also applied for bioimaging using HeLa cells and exist a critical detection of ClO? in living cells. Graphical abstract: [Figure not available: see fulltext.].
Pyrimidine-based fluorescent COX-2 inhibitors: Synthesis and biological evaluation
Tietz, Ole,Kaur, Jatinder,Bhardwaj, Atul,Wuest, Frank R.
, p. 7250 - 7257 (2016)
The cyclooxygenase-2 (COX-2) enzyme is overexpressed in a variety of cancers and mediates inflammatory processes that aid the growth and progression of malignancies. Three novel and selective fluorescent COX-2 inhibitors have been designed and synthesized on the basis of previously reported pyrimidine-based COX-2 inhibitors and the 7-nitrobenzofurazan fluorophore. In vitro evaluation of COX-1/COX-2 isozyme inhibition identified N-(2-((7-nitro-benzo[c][1,2,5]oxadiazol-4-yl)amino)propyl)-4-[4-(methylsulfonyl)phenyl]-6-(trifluoro-methyl)-pyrimidin-2-amine (6) as a novel potent and selective COX-2 inhibitor (IC50 = 1.8 μM). Lead compound (6) was further evaluated for its ability to selectively visualize COX-2 isozyme in COX-2 expressing human colon cancer cell line HCA-7 using confocal microscopy experiments.
Anion-induced urea deprotonation
Boiocchi, Massimo,Boca, Laura Del,Esteban-Gomez, David,Fabbrizzi, Luigi,Licchelli, Maurizio,Monzani, Enrico
, p. 3097 - 3104 (2005)
The urea-based receptor 1 (l-(7-nitrobenzo[l,2,5]oxadiazol-4-yl)3-(4- nitrophenyl)urea, L-H), interacts with X ions in MeCN, according to two consecutive steps: 1) formation of a hydrogen-bond complex [L-H...X] -; 2) deprotonation of L-H to giv
Cd2+-triggered amide tautomerization produces a highly Cd2+-selective fluorescent sensor across a wide pH range
Liu, Yang,Qiao, Qinglong,Zhao, Miao,Yin, Wenting,Miao, Lu,Wang, Liqiu,Xu, Zhaochao
, p. 339 - 344 (2016)
An NBD-derived fluorescent sensor termed CdTS was reported to sense Cd2+ with very high binding selectivity and significant fluorescence turn-on signal selectivity (65 fold enhancement). The amide/di-2-picolylamine receptor binds Cd2+ in an imidic acid tautomeric form, but binds most of other metal ions in an amide tautomeric form. The transformable ability makes CdTS have the specific selectivity for Cd2+. Additionally, CdTS can fluoresently and colorimetricly recognize Cd2+ across a wide pH range from 4.5 to 11.5. Finally, we applied CdTS to detect Cd2+ in living cells.
Turn-on fluorescent probe designed for fluoride ion sensing in aqueous media
Roy, Arundhati,Saha, Tanmoy,Talukdar, Pinaki
, p. 4975 - 4979 (2015)
Abstract A NBD-based probe for selective detection of fluoride ion in aqueous media is reported. The probe was designed by applying rules for water solubility and membrane permeability. The probe functions through the fluoride mediated cascade reaction which was studied by 1H NMR, HPLC analysis, UV-vis, and fluorescence spectroscopy. The sensing process was marked by a colour change from colourless to yellow, and an intriguing 120-fold turn-on green fluorescence. Application of the probe for selective detection of fluoride was demonstrated by live-cell imaging.
4-(8-Quinolyl)amino-7-nitro-2,1,3-benzoxadiazole as a new selective and sensitive fluorescent and colorimetric pH probe with dual-responsive ranges in aqueous solutions
Li, Xutian,Zhang, Min,Liang, Haipeng,Huang, Zhaowei,Tang, Jiang,Chen, Zhi,Yang, Liting,Ma, Li-Jun,Wang, Yuhai,Xu, Baiping
, p. 517 - 521 (2016)
Fluorescent and colorimetric pH probe possess many advantages including rapid response time, nondestructive testing, and excellent pH sensitivity. However, they usually cannot be utilized simultaneously in both acidic and basic pH ranges. In this study, a new selective and sensitive fluorescent and colorimetric pH probe, 4-(8- quinolyl)amino-7-nitro-2,1,3-benzoxadiazole (1), was designated and synthesized. The optical probe exhibited dual-responsive pH ranges to both acidic and basic aqueous solutions. When the solution pH was gradually increased from 8.5 to 13.3, the absorption spectra of 1 showed an obvious hyperchromicity, accompanied with a red shift of the absorption band at 340 nm, a blue shift of the absorption band at 482 nm, and a distinct color change from orange to violet pink to yellow. Within the pH range from 2.2 to 0.2, the fluorescent spectra of 1 showed a "turn-on" response signal to solution pH. In order to understand the response mechanism of the probe to solution pH, the probe molecule was split into two parts, 8-aminoquinoline (2) and 4-amino-7- nitro-benzofurazan (3). UV-vis absorption and fluorescent experiments of 2 and 3 indicated that both are sensitive optical pH probes. Furthermore, the NMR experiment of 1 was explored in basic and acidic conditions. The results indicated that the colorimetric responses of 1 to pH under basic condition should be attributed to the deprotonation of the imino group on the quinolyl ring, and the fluorescent recognition of 1 to pH under acidic condition was probably due to the protonation of the nitrogen atoms from the benzofurazan and quinolyl rings.
Design, Synthesis, and Biological Evaluation of Novel Fluorescent Probes Targeting the 18-kDa Translocator Protein
Wongso, Hendris,Yamasaki, Tomoteru,Kumata, Katsushi,Ono, Maiko,Higuchi, Makoto,Zhang, Ming-Rong,Fulham, Michael J.,Katsifis, Andrew,Keller, Paul A.
, p. 1902 - 1916 (2021/03/31)
A series of fluorescent probes from the 6-chloro-2-phenylimidazo[1,2-a]pyridine-3-yl acetamides ligands featuring the 7-nitro-2-oxa-1,3-diazol-4-yl (NBD) moiety has been synthesized and biologically evaluated for their fluorescence properties and for thei
Small Molecule Agonists and Antagonists of NR2F6 Activity in Humans
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Paragraph 0065; 0258, (2018/08/20)
The present technology is directed to modulators of nuclear receptor activity, specifically to the modulation of NR2F6 activity and NR2F6 utilizing compounds, and the immune modulation and modulation of cancer stem cell activity through administration of
