A Flavone-Based Fluorescent Probe for Hydrazine and Its Bioimaging in Live Cells
- Corresponding author: Ju Zhiyu, juz1696@163.com Xu Zhihong, xuzhihong1980@yahoo.com
Citation:
Ju Zhiyu, Shu Penghua, Xie Zhiyu, Jiang Yuqing, Tao Weijie, Xu Zhihong. A Flavone-Based Fluorescent Probe for Hydrazine and Its Bioimaging in Live Cells[J]. Chinese Journal of Organic Chemistry,
;2019, 39(3): 697-702.
doi:
10.6023/cjoc201808035
Mao, C.-H.; Wang, Q.-M.; Ou, X.-M.; Huang, R.-Q.; Chen, L.; Sang, J.; Bi, F.-C. J. Org. Chem. 2006, 26, 60(in Chinese).
doi: 10.3321/j.issn:0253-2786.2006.01.008
Jing, X.; Wang, Q.; Bi, X.; Wu, L.; Yan, C. Chin. J. Org. Chem. 2010, 30, 904(in Chinese).
Wang, J.-T.; Xiong, J.-K.; Li, J.-J.; Wang, J.-L.; Wang, K.-.R.; Li, X.-L. Chin. J. Org. Chem. 2017, 37, 1407(in Chinese).
Ma, X.-M.; Shen, W. Chin. J. Org. Chem. 2011, 31, 1668(in Chinese).
Troyan, J. E. Ind. Eng. Chem. 1953, 45, 2608.
doi: 10.1021/ie50528a020
Reilly, C. A.; Aust, S. D. Chem. Res. Toxicol. 1997, 10, 328.
doi: 10.1021/tx960189l
Zhu, S.; Lin, W.-Y.; Yuan, L. Anal. Chem. 2014, 86, 4611.
doi: 10.1021/ac5007552
Cui, L.; Peng, Z.; Ji, C.; Huang, J.; Huang, D.; Ma, J.; Zhang, S.; Qian, X.; Xu, Y. Chem. Commun. 2014, 50, 1485.
doi: 10.1039/C3CC48304E
Goswami, S.; Das, S.; Aich, K.; Pakhira, B.; Panja, S.; Mukherjee, S. K.; Sarkar, S. Org. Lett. 2013, 15, 5412.
doi: 10.1021/ol4026759
Hu, C.; Sun, W.; Cao, J.; Gao, P.; Wang, J.; Fan, J.; Song, F.; Sun, S.; Peng, X. Org. Lett. 2013, 15, 4022.
doi: 10.1021/ol401838p
Watt, G. W.; Chrisp, J. D. Anal. Chem. 1952, 24, 2006.
doi: 10.1021/ac60072a044
Timbrell, J. A.; Wright, J. M.; Smith, C. M. J. Chromatogr. A 1997, 138, 165.
Li, J.; Xie, H.; Chen, L. Sens. Actuators, B 2011, 153, 239.
doi: 10.1016/j.snb.2010.10.040
Xia, X.; Zeng, F.; Zhang, P.; Lyu, J.; Huang, Y.; Wu, S. Sens. Actuators, B 2016, 227, 411.
doi: 10.1016/j.snb.2015.12.046
Ju, Z.; Li, D.; Zhang, D.; Li, D.; Wu, C.; Xu, Z. J. Fluoresc. 2017, 27, 679.
doi: 10.1007/s10895-016-1997-7
Qian, Y.; Lin, J.; Han, L.; Lin, L.; Zhu, H. Biosens. Bioelectron. 2014, 58, 282.
doi: 10.1016/j.bios.2014.02.059
Song, Z.; Kwok, R. T. K.; Zhao, E.; He, Z.; Hong, Y.; Lam, J. W. Y.; Liu, B.; Tang, B. ACS Appl. Mater. Interfaces 2014, 6, 17245.
doi: 10.1021/am505150d
Dhiraj, P. M.; Hwajin, K.; Wan, S. C.; David, G. C. Org. Lett. 2013, 15, 3946.
doi: 10.1021/ol4017222
Zhang, X.; Liu, J.Y. Dyes Pigm. 2016, 125, 80.
doi: 10.1016/j.dyepig.2015.10.002
Li, X.; Hu, B.; Li, J.; Lu, P.; Wang, Y. Sens. Actuators, B 2014, 203, 635.
doi: 10.1016/j.snb.2014.07.014
Liu, B.; Wang, J.; Zhang, G.; Bai, R.; Pang, Y. ACS Appl. Mater. Interfaces 2014, 6, 4402.
doi: 10.1021/am500102s
Liu, Y.; Yu, D.; Ding, S.; Xiao, Q.; Guo, J.; Feng, G. ACS Appl. Mater. Interfaces 2014, 6, 17543.
doi: 10.1021/am505501d
Feng, L.; Liu, Z.; Hou, J.; Lv, X.; Ning, J.; Ge, G.; Cui, L.; Yang, J. Biosens. Bioelectron. 2015, 65, 9.
doi: 10.1016/j.bios.2014.10.002
Hu, Q. H.; Zeng, F.; Yu, C. M.; Wu, S. Z. Sens. Actuators, B 2015, 220, 720.
doi: 10.1016/j.snb.2015.05.111
Cui, Y.-Y.; Chen, Z.-P.; Yan, X.-F.; Yu, R.-Q. Chin. J. Anal. Chem. 2016, 47, 1250(in Chinese).
doi: 10.11895/j.issn.0253-3820.160063
Zhang, W.-J.; Hou, F.-J.; Yin, C.-X. Chin. J. Appl. Chem. 2017, 34, 1457(in Chinese).
doi: 10.11944/j.issn.1000-0518.2017.12.170311
And, T. J. D.; Julius Rebek, J. J. Am. Chem. Soc. 2006, 128, 4500.
doi: 10.1021/ja057449i
Zhou, Y. M.; Zhang, J. L.; Zhang, L.; Zhang, Q. Y.; Ma, T. S.; Niu, J. Y. Dyes Pigm. 2013, 97, 148.
doi: 10.1016/j.dyepig.2012.12.006
Jin, X. D.; Liu, C. Z.; Wang, X. M.; Huang, H.; Zhang, X. Q.; Zhu, H. G. Sens. Actuators, B 2015, 216, 141.
doi: 10.1016/j.snb.2015.03.088
Tan, Y. Q.; Yu, J. C.; Gao, J. K.; Cui, Y. J.; Yang, Y.; Qian, G. D. Dyes Pigm. 2013, 99, 966.
doi: 10.1016/j.dyepig.2013.08.008
Qiu, Y.-F.; Zhang, Y.-R.; Zhang, W.-L.; Song, Z.-Y. J. Clin. Urology 2015, 30, 68(in Chinese).
Jinlong YAN , Weina WU , Yuan WANG . A simple Schiff base probe for the fluorescent turn-on detection of hypochlorite and its biological imaging application. Chinese Journal of Inorganic Chemistry, 2024, 40(9): 1653-1660. doi: 10.11862/CJIC.20240154
Jiaxi Xu , Yuan Ma . Influence of Hyperconjugation on the Stability and Stable Conformation of Ethane, Hydrazine, and Hydrogen Peroxide. University Chemistry, 2024, 39(11): 374-377. doi: 10.3866/PKU.DXHX202402049
Xiao SANG , Qi LIU , Jianping LANG . Synthesis, structure, and fluorescence properties of Zn(Ⅱ) coordination polymers containing tetra-alkenylpyridine ligands. Chinese Journal of Inorganic Chemistry, 2024, 40(11): 2124-2132. doi: 10.11862/CJIC.20240158
Feng Lu , Tao Wang , Qi Wang . Preparation and Characterization of Water-Soluble Silver Nanoclusters: A New Design and Teaching Practice in Materials Chemistry Experiment. University Chemistry, 2025, 40(4): 375-381. doi: 10.12461/PKU.DXHX202406005
Lina Feng , Guoyu Jiang , Xiaoxia Jian , Jianguo Wang . Application of Organic Radical Materials in Biomedicine. University Chemistry, 2025, 40(4): 253-260. doi: 10.12461/PKU.DXHX202405171
Jian Li , Yu Zhang , Rongrong Yan , Kaiyuan Sun , Xiaoqing Liu , Zishang Liang , Yinan Jiao , Hui Bu , Xin Chen , Jinjin Zhao , Jianlin Shi . 高效靶向示踪钙钛矿纳米系统光电增效抗肿瘤. Acta Physico-Chimica Sinica, 2025, 41(5): 100042-. doi: 10.1016/j.actphy.2024.100042
YanYuan Jia , Rong Rong , Jie Liu , Jing Guo , GuoYu Jiang , Shuo Guo . Unity is Strength, and Independence Shines: A Science Popularization Experiment on AIE and ACQ Effects. University Chemistry, 2024, 39(9): 349-358. doi: 10.12461/PKU.DXHX202402035
Qin Li , Kexin Yang , Qinglin Yang , Xiangjin Zhu , Xiaole Han , Tao Huang . Illuminating Chlorophyll: Innovative Chemistry Popularization Experiment. University Chemistry, 2024, 39(9): 359-368. doi: 10.3866/PKU.DXHX202309059
Zehua Zhang , Haitao Yu , Yanyu Qi . 多重共振TADF分子的设计策略. Acta Physico-Chimica Sinica, 2025, 41(1): 2309042-. doi: 10.3866/PKU.WHXB202309042
Chen LU , Qinlong HONG , Haixia ZHANG , Jian ZHANG . Syntheses, structures, and properties of copper-iodine cluster-based boron imidazolate framework materials. Chinese Journal of Inorganic Chemistry, 2025, 41(1): 149-154. doi: 10.11862/CJIC.20240407
Siyi ZHONG , Xiaowen LIN , Jiaxin LIU , Ruyi WANG , Tao LIANG , Zhengfeng DENG , Ao ZHONG , Cuiping HAN . Targeting imaging and detection of ovarian cancer cells based on fluorescent magnetic carbon dots. Chinese Journal of Inorganic Chemistry, 2024, 40(8): 1483-1490. doi: 10.11862/CJIC.20240093
Shuwen SUN , Gaofeng WANG . Two cadmium coordination polymers constructed by varying Ⅴ-shaped co-ligands: Syntheses, structures, and fluorescence properties. Chinese Journal of Inorganic Chemistry, 2024, 40(3): 613-620. doi: 10.11862/CJIC.20230368
Dongdong YANG , Jianhua XUE , Yuanyu YANG , Meixia WU , Yujia BAI , Zongxuan WANG , Qi MA . Design and synthesis of two coordination polymers for the rapid detection of ciprofloxacin based on triphenylpolycarboxylic acid ligands. Chinese Journal of Inorganic Chemistry, 2024, 40(12): 2466-2474. doi: 10.11862/CJIC.20240266
Jiming XI , Yukang TENG , Rui ZHANG , Zhenzhong LU . Fluorescent coordination polymers based on anthracene-and pyrene-derivative ligands. Chinese Journal of Inorganic Chemistry, 2025, 41(5): 847-854. doi: 10.11862/CJIC.20240367
Yuanyu YANG , Jianhua XUE , Yujia BAI , Lulu CUI , Dongdong YANG , Qi MA . Design, synthesis, and detection of Al3+ of two zinc complexes based on Schiff base ligands. Chinese Journal of Inorganic Chemistry, 2025, 41(6): 1207-1216. doi: 10.11862/CJIC.20250005
Yanxi LIU , Mengjia XU , Haonan CHEN , Quan LIU , Yuming ZHANG . A fluorescent-colorimetric probe for peroxynitrite-anion-imaging in living cells. Chinese Journal of Inorganic Chemistry, 2025, 41(6): 1112-1122. doi: 10.11862/CJIC.20240423
Xinyi Hong , Tailing Xue , Zhou Xu , Enrong Xie , Mingkai Wu , Qingqing Wang , Lina Wu . Non-Site-Specific Fluorescent Labeling of Proteins as a Chemical Biology Experiment. University Chemistry, 2024, 39(4): 351-360. doi: 10.3866/PKU.DXHX202310010
Xin MA , Ya SUN , Na SUN , Qian KANG , Jiajia ZHANG , Ruitao ZHU , Xiaoli GAO . A Tb2 complex based on polydentate Schiff base: Crystal structure, fluorescence properties, and biological activity. Chinese Journal of Inorganic Chemistry, 2024, 40(7): 1347-1356. doi: 10.11862/CJIC.20230357
Yonghui ZHOU , Rujun HUANG , Dongchao YAO , Aiwei ZHANG , Yuhang SUN , Zhujun CHEN , Baisong ZHU , Youxuan ZHENG . Synthesis and photoelectric properties of fluorescence materials with electron donor-acceptor structures based on quinoxaline and pyridinopyrazine, carbazole, and diphenylamine derivatives. Chinese Journal of Inorganic Chemistry, 2024, 40(4): 701-712. doi: 10.11862/CJIC.20230373
Yanglin Jiang , Mingqing Chen , Min Liang , Yige Yao , Yan Zhang , Peng Wang , Jianping Zhang . Experimental and Theoretical Investigations of Solvent Polarity Effect on ESIPT Mechanism in 4′-N,N-diethylamino-3-hydroxybenzoflavone. Acta Physico-Chimica Sinica, 2025, 41(2): 100012-. doi: 10.3866/PKU.WHXB202309027