A colorimetric and fluorescent probe for sulfite/bisulfite based on conjugated benzothiazole derivative and imaging application in living cells

被引:23
作者
Zhang, Li [1 ]
Wang, Lei [1 ]
Zhang, Xuan [1 ,2 ]
Zhu, Zhi-Jia [1 ]
机构
[1] Donghua Univ, Coll Chem Chem Engn & Biotechnol, Key Lab Sci & Technol Ecotext, Minist Educ, Shanghai 201620, Peoples R China
[2] Dalian Univ Technol, State Key Lab Fine Chem, Dalian 116024, Peoples R China
关键词
Colorimetric and fluorescent probe; Sulfite/bisulfite; Benzothiazole derivative; Intramolecular charge transfer; Fluorescence imaging; NEAR-INFRARED FLUORESCENCE; SULFUR-DIOXIDE; RATIOMETRIC DETECTION; SO2; DERIVATIVES; SULFITE; MECHANISM;
D O I
10.1016/j.jphotochem.2020.112498
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
A new colorimetric and fluorescent probe 2 for SO32-/HSO3- detection was developed based on a conjugated benzothiazole derivative. The probe 2 was red color in aqueous solution and became colorless in the presence of SO32-/HSO3-, accompanied by a fluorescence quenching. It was rationalized by an intramolecular charge transfer (ICT) mechanism, where the addition of SO32-/HSO3- to the vinyl double bond broken the conjugation and blocked the ICT process. This probe showed highly selective detection of SO32-/HSO3- compared with other sulfur-containing species and featured a detection limit of 2.01 mu M. Moreover, the present probe was also successfully used for the fluorescence imaging of intracellular sulfur dioxide derivatives in living HeLa cells.
引用
收藏
页数:6
相关论文
共 33 条
[1]  
Altunay N, 2016, ANAL METHODS-UK, V8, P342, DOI [10.1039/C5AY02710A, 10.1039/c5ay02710a]
[2]   Electrochemical determination of sulfite and phenol using a carbon paste electrode modified with ionic liquids and graphene nanosheets: Application to determination of sulfite and phenol in real samples [J].
Beitollahi, Hadi ;
Tajik, Somayeh ;
Biparva, Pourya .
MEASUREMENT, 2014, 56 :170-177
[3]   A highly sulfite-selective ratiometric fluorescent probe based on ESIPT [J].
Chen, Song ;
Hou, Peng ;
Wang, Jianxiu ;
Song, Xiangzhi .
RSC ADVANCES, 2012, 2 (29) :10869-10873
[4]   Chromogenic and Fluorogenic Signaling of Sulfite by Selective Deprotection of Resorufin Levulinate [J].
Choi, Myung Gil ;
Hwang, Jiyoung ;
Eor, Suyoung ;
Chang, Suk-Kyu .
ORGANIC LETTERS, 2010, 12 (24) :5624-5627
[5]   Fast (hetero)aryl-benzothiazolium ethenes photoswitches activated by visible-light at room temperature [J].
Coelho, Paulo J. ;
Castro, M. Cidalia R. ;
Raposo, M. Manuela M. .
DYES AND PIGMENTS, 2015, 117 :163-169
[6]   A Boron-dipyrromethene-Based Fluorescent Probe for Colorimetric and Ratiometric Detection of Sulfite [J].
Gu, Xianfeng ;
Liu, Chunhua ;
Zhu, Yi-Chun ;
Zhu, Yi-Zhun .
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2011, 59 (22) :11935-11939
[7]   A novel mitochondria-targeted near-infrared fluorescence probe for ultrafast and ratiometric detection of SO2 derivatives in live cells [J].
Huang, Hui ;
Liu, Wei ;
Liu, Xian-Jun ;
Kuang, Yong-Qing ;
Jiang, Jian-Hui .
TALANTA, 2017, 168 :203-209
[8]   Effects of SO2 on Respiratory System of Adult Miyakejima Resident 2 Years after Returning to the Island [J].
Iwasawa, Satoko ;
Kikuchi, Yuriko ;
Nishiwaki, Yuji ;
Nakano, Makiko ;
Michikawa, Takehiro ;
Tsuboi, Tazuru ;
Tanaka, Shigeru ;
Uemura, Takamoto ;
Ishigami, Ai ;
Nakashima, Hiroshi ;
Takebayashi, Toru ;
Adachi, Mitsuru ;
Morikawa, Akihiro ;
Maruyama, Kouichi ;
Kudo, Shoji ;
Uchiyama, Iwao ;
Omae, Kazuyuki .
JOURNAL OF OCCUPATIONAL HEALTH, 2009, 51 (01) :38-47
[9]   Human health effects of air pollution [J].
Kampa, Marilena ;
Castanas, Elias .
ENVIRONMENTAL POLLUTION, 2008, 151 (02) :362-367
[10]   "Donor-Two-Acceptor" Dye Design: A Distinct Gateway to NIR Fluorescence [J].
Karton-Lifshin, Naama ;
Albertazzi, Lorenzo ;
Bendikov, Michael ;
Baran, Phil S. ;
Shabat, Doron .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2012, 134 (50) :20412-20420