Fluorescent Turn-Off Boron Fluoride Dipyrrole Probe for Cu2+: Synthesis and Application in Living Cells Imaging
- Corresponding author: Xing-Yu QU, quxy@jzxy.edu.cn Zhen SHEN, zshen@nju.edu.cn
Citation:
Yong-Jun BIAN, Xing-Yu QU, Fen-Fang LI, Zheng-Wei ZHANG, Jian-Qing LI, Yong-Qiang CHEN, Zhen SHEN. Fluorescent Turn-Off Boron Fluoride Dipyrrole Probe for Cu2+: Synthesis and Application in Living Cells Imaging[J]. Chinese Journal of Inorganic Chemistry,
;2021, 37(6): 1089-1096.
doi:
10.11862/CJIC.2021.127
ZHU Y M, WANG Z L, YANG J, XU X, WANG S F, CAI Z C, XU H J. Chin. J. Org. Chem. , 2019, 39(2): 427-433
MENG X J, ZHAO J Z, MA W B. Chin. J. Org. Chem. , 2020, 40(2): 276-283
Zhao C C, Feng P, Cao J, Wang X Z, Yang Y, Zhang Y L, Zhang J X, Zhang Y F. Org. Biomol. Chem. , 2012, 10(15): 3104-3109
doi: 10.1039/c2ob06980f
Xu J B, Liu N, Hao C W, Han Q Q, Duan Y L, Wu J. Sens. Actuators B, 2019, 280: 129-137
doi: 10.1016/j.snb.2018.10.038
Barnham K J, Masters C L, Bush A L. Nat. Rev. Drug Discovery, 2004, 3: 205-214
doi: 10.1038/nrd1330
Zeng L, Miller E W, Pralle A, Isacoff E Y, Chang C J. J. Am. Chem. Soc. , 2006, 128(1): 10-11
doi: 10.1021/ja055064u
Carter K P, Young A M, Palmer A E. Chem. Rev. , 2014, 114(8): 4564-4601
doi: 10.1021/cr400546e
LUO J W, ZHAO B, ZHANF S L, JIA F Y, LIU J. Chinese J. Inorg. Chem. , 2020, 36(10): 1845-1852
doi: 10.11862/CJIC.2020.202
Liu Z F, Zhu Z L, Zheng H T, Hu S H. Anal. Chem. , 2012, 84(23): 10170-10174
doi: 10.1021/ac3028504
Resano M, Aramendía M, Belarra M A. J. Anal. At. Spectrom. , 2014, 29: 2229-2250
doi: 10.1039/C4JA00176A
Xie F Z, Lin X C, Wu X P, Xie Z H. Talanta, 2008, 74(4): 836-843
doi: 10.1016/j.talanta.2007.07.018
Su S W, Chen B B, He M, Hu B. Talanta, 2014, 123: 1-9
doi: 10.1016/j.talanta.2014.01.061
Rodríguez M C, García R Á F, Blanco E, Bettmer J, Montes-Bayón M. Anal. Chem. , 2017, 89(21): 11491-11497
doi: 10.1021/acs.analchem.7b02746
Daly B, Ling J, de Silva A P. Chem. Soc. Rev. , 2015, 44: 4203-4211
doi: 10.1039/C4CS00334A
Tian M G, Ma Y Y, Lin W Y. Acc. Chem. Res. , 2019, 52(8): 2147-2157
doi: 10.1021/acs.accounts.9b00289
Wu D, Chen L Y, Xu Q L, Chen X Q, Yoon J. Acc. Chem. Res. , 2019, 52(8): 2158-2168
doi: 10.1021/acs.accounts.9b00307
Wu X F, Shi W, Li X H, Ma H M. Acc. Chem. Res. , 2019, 52(7): 1892-1904
doi: 10.1021/acs.accounts.9b00214
WU P, REN H, HAN D D, GAO W X, LU F. Modern Chemical Industry, 2020, 40(11): 238-242
Zhang B B, Qin F Y, Niu H W, Liu Y, Zhang D, Ye Y. New J. Chem. , 2017, 41(23): 14683-14688
doi: 10.1039/C7NJ02813J
Tang J, Ma S G, Zhang D, Liu Y Q, Zhao Y F, Ye Y. Sens. Actuators B, 2016, 236: 109-115
doi: 10.1016/j.snb.2016.05.144
Qu X Y, Li C J, Chen H C, Mack J, Guo Z J, Shen Z. Chem. Commun. , 2013, 49(68): 7510-7512
doi: 10.1039/c3cc44128h
Qu X Y, Liu Q, Ji X N, Chen H C, Zhou Z K, Shen Z. Chem. Commun. , 2012, 48(38): 4600-4602
doi: 10.1039/c2cc31011b
QU X Y, BIAN Y J, BAI Y, SHEN Z. Chinese J. Inorg. Chem. , 2019, 35(4): 649-657
Cai F J, Xia F, Guo Y X, Zhu W H, Fu B, Liang X, Wang S F, Cai Z C, Xu H J. New J. Chem. , 2019, 43(46): 18012-18017
doi: 10.1039/C9NJ04544A
Lu H, Mack J, Yang Y C, Shen Z. Chem. Soc. Rev. , 2014, 43(13): 4778-4823
doi: 10.1039/C4CS00030G
Yang J, Zhang R, Zhao Y, Tian J W, Wang S F, Gros C P, Xu H J. Spectrochim. Acta Part A, 2021, 248: 119199
doi: 10.1016/j.saa.2020.119199
Tao J Y, Song W T, Sun L, Li Z Z, Fu B, Cai Z C, Xu H J. Chin. J. Struc. Chem. , 2019, 38(9): 1503-1510
Tao J Y, Sun D, Sun L, Li Z Z, Fu B, Liu J, Zhang L, Wang S F, Fang Y Y, Xu H J. Dyes Pigm. , 2019, 168: 166-174
doi: 10.1016/j.dyepig.2019.04.054
Li Q, Guo Y, Shao S J. Sens. Actuators B, 2012, 171-172: 872-877
doi: 10.1016/j.snb.2012.05.086
Xie R J, Yi Y R, He Y, Liu X G, Liu Z X. Tetrahedron, 2013, 69(40): 8541-8546
doi: 10.1016/j.tet.2013.07.059
Kursunlu A N, Koc Z E, Obalı A Y, Güler E. J. Lumin. , 2014, 149: 215-220
doi: 10.1016/j.jlumin.2014.01.019
Huang L Q, Zhang J, Yu X X, Ma Y F, Huang T J, Shen X, Qiu H Y, He X X, Yin S C. Spectrochim. Acta Part. A, 2015, 145: 25-32
doi: 10.1016/j.saa.2015.02.109
Eçik E T, Şenkuytu E, Okutan E, Çiftçi G Y. Inorg. Chim. Acta, 2019, 495: 119009-119009
doi: 10.1016/j.ica.2019.119009
Tümay S O, Okutan E, Sengul I F, Özcan E, Kandemir H, Doruk T, Çetin M, Çoşut B. Polyhedron, 2016, 117: 161-171
doi: 10.1016/j.poly.2016.05.056
Saura A V, Burguete M I, Galindo F, Luis S V. Org. Biomol. Chem. , 2017, 15(14): 3013-3024
doi: 10.1039/C7OB00274B
Song Y T, Tao J Y, Wang Y, Cai Z C, Fang X Y, Wang S F, Xu H J. Inorg. Chim. Acta, 2021, 516: 120099
doi: 10.1016/j.ica.2020.120099
Christensen J B. Molecules, 2001, 6(1): 47-51
Zhu D J, Luo Y H, Shuai L, Xie W, Yan X W, Duan Z H, Cai W. Tetrahedron Lett. , 2016, 57(48): 5326-5329
doi: 10.1016/j.tetlet.2016.10.056
Bruker. SMART, SAINT and SADABS, Bruker AXS Inc., Madison, Wisconsin, USA, 1998.
Sheldrick G M. Acta Crystallogr Sect. C, 2015, 71: 3-8
Prasannan D, Arunkumar C. New J. Chem. , 2018, 42(5): 3473-3482
doi: 10.1039/C7NJ04313A
Zhou Z J, Li N, Tong A J. Anal. Chim. Acta, 2011, 702(1): 81-86
doi: 10.1016/j.aca.2011.06.041
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
Jun LUO , Baoshu LIU , Yunchang ZHANG , Bingkai WANG , Beibei GUO , Lan SHE , Tianheng CHEN . Europium(Ⅲ) metal-organic framework as a fluorescent probe for selectively and sensitively sensing Pb2+ in aqueous solution. Chinese Journal of Inorganic Chemistry, 2024, 40(12): 2438-2444. doi: 10.11862/CJIC.20240240
Hong LI , Xiaoying DING , Cihang LIU , Jinghan ZHANG , Yanying RAO . Detection of iron and copper ions based on gold nanorod etching colorimetry. Chinese Journal of Inorganic Chemistry, 2024, 40(5): 953-962. doi: 10.11862/CJIC.20230370
Yuan ZHU , Xiaoda ZHANG , Shasha WANG , Peng WEI , Tao YI . Conditionally restricted fluorescent probe for Fe3+ and Cu2+ based on the naphthalimide structure. Chinese Journal of Inorganic Chemistry, 2025, 41(1): 183-192. doi: 10.11862/CJIC.20240232
Yu SU , Xinlian FAN , Yao YIN , Lin WANG . From synthesis to application: Development and prospects of InP quantum dots. Chinese Journal of Inorganic Chemistry, 2024, 40(11): 2105-2123. doi: 10.11862/CJIC.20240126
Jiakun BAI , Ting XU , Lu ZHANG , Jiang PENG , Yuqiang LI , Junhui JIA . A red-emitting fluorescent probe with a large Stokes shift for selective detection of hypochlorous acid. Chinese Journal of Inorganic Chemistry, 2024, 40(6): 1095-1104. doi: 10.11862/CJIC.20240002
Lulu DONG , Jie LIU , Hua YANG , Yupei FU , Hongli LIU , Xiaoli CHEN , Huali CUI , Lin LIU , Jijiang WANG . Synthesis, crystal structure, and fluorescence properties of Cd-based complex with pcu topology. Chinese Journal of Inorganic Chemistry, 2025, 41(4): 809-820. doi: 10.11862/CJIC.20240171
Peiran ZHAO , Yuqian LIU , Cheng HE , Chunying DUAN . A functionalized Eu3+ metal-organic framework for selective fluorescent detection of pyrene. Chinese Journal of Inorganic Chemistry, 2024, 40(4): 713-724. doi: 10.11862/CJIC.20230355
Meirong HAN , Xiaoyang WEI , Sisi FENG , Yuting BAI . A zinc-based metal-organic framework for fluorescence detection of trace Cu2+. Chinese Journal of Inorganic Chemistry, 2024, 40(8): 1603-1614. doi: 10.11862/CJIC.20240150
Shuwen SUN , Gaofeng WANG . Design and synthesis of a Zn(Ⅱ)-based coordination polymer as a fluorescent probe for trace monitoring 2, 4, 6-trinitrophenol. Chinese Journal of Inorganic Chemistry, 2025, 41(4): 753-760. doi: 10.11862/CJIC.20240399
Qin Hou , Jiayi Hou , Aiju Shi , Xingliang Xu , Yuanhong Zhang , Yijing Li , Juying Hou , Yanfang Wang . Preparation of Cuprous Iodide Coordination Polymer and Fluorescent Detection of Nitrite: A Comprehensive Chemical Design Experiment. University Chemistry, 2024, 39(8): 221-229. doi: 10.3866/PKU.DXHX202312056
Yan ZHAO , Xiaokang JIANG , Zhonghui LI , Jiaxu WANG , Hengwei ZHOU , Hai GUO . Preparation and fluorescence properties of Eu3+-doped CaLaGaO4 red-emitting phosphors. Chinese Journal of Inorganic Chemistry, 2024, 40(10): 1861-1868. doi: 10.11862/CJIC.20240242
Xiaoning TANG , Shu XIA , Jie LEI , Xingfu YANG , Qiuyang LUO , Junnan LIU , An XUE . Fluorine-doped MnO2 with oxygen vacancy for stabilizing Zn-ion batteries. Chinese Journal of Inorganic Chemistry, 2024, 40(9): 1671-1678. doi: 10.11862/CJIC.20240149
Xinyu Liu , Weiran Hu , Zhengkai Li , Wei Ji , Xiao Ni . Algin Lab: Surging Luminescent Sea. University Chemistry, 2024, 39(5): 396-404. doi: 10.3866/PKU.DXHX202312021
Tingting Yu , Si Chen , Lianglong Sun , Tongtong Shi , Kai Sun , Xin Wang . Comprehensive Experimental Design for the Photochemical Synthesis, Analysis, and Characterization of Difluoropyrroles. University Chemistry, 2024, 39(11): 196-203. doi: 10.3866/PKU.DXHX202401022
Xuyang Wang , Jiapei Zhang , Lirui Zhao , Xiaowen Xu , Guizheng Zou , Bin Zhang . Theoretical Study on the Structure and Stability of Copper-Ammonia Coordination Ions. University Chemistry, 2024, 39(3): 384-389. doi: 10.3866/PKU.DXHX202309065
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
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
Chun-Lin Sun , Yaole Jiang , Yu Chen , Rongjing Guo , Yongwen Shen , Xinping Hui , Baoxin Zhang , Xiaobo Pan . Construction, Performance Testing, and Practical Applications of a Home-Made Open Fluorescence Spectrometer. University Chemistry, 2024, 39(5): 287-295. doi: 10.3866/PKU.DXHX202311096