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

被引:21
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
    Beitollahi, Hadi
    Tajik, Somayeh
    Biparva, Pourya
    [J]. MEASUREMENT, 2014, 56 : 170 - 177
  • [3] A highly sulfite-selective ratiometric fluorescent probe based on ESIPT
    Chen, Song
    Hou, Peng
    Wang, Jianxiu
    Song, Xiangzhi
    [J]. RSC ADVANCES, 2012, 2 (29): : 10869 - 10873
  • [4] Chromogenic and Fluorogenic Signaling of Sulfite by Selective Deprotection of Resorufin Levulinate
    Choi, Myung Gil
    Hwang, Jiyoung
    Eor, Suyoung
    Chang, Suk-Kyu
    [J]. ORGANIC LETTERS, 2010, 12 (24) : 5624 - 5627
  • [5] Fast (hetero)aryl-benzothiazolium ethenes photoswitches activated by visible-light at room temperature
    Coelho, Paulo J.
    Castro, M. Cidalia R.
    Raposo, M. Manuela M.
    [J]. DYES AND PIGMENTS, 2015, 117 : 163 - 169
  • [6] A Boron-dipyrromethene-Based Fluorescent Probe for Colorimetric and Ratiometric Detection of Sulfite
    Gu, Xianfeng
    Liu, Chunhua
    Zhu, Yi-Chun
    Zhu, Yi-Zhun
    [J]. 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
    Huang, Hui
    Liu, Wei
    Liu, Xian-Jun
    Kuang, Yong-Qing
    Jiang, Jian-Hui
    [J]. TALANTA, 2017, 168 : 203 - 209
  • [8] Effects of SO2 on Respiratory System of Adult Miyakejima Resident 2 Years after Returning to the Island
    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
    [J]. JOURNAL OF OCCUPATIONAL HEALTH, 2009, 51 (01) : 38 - 47
  • [9] Human health effects of air pollution
    Kampa, Marilena
    Castanas, Elias
    [J]. ENVIRONMENTAL POLLUTION, 2008, 151 (02) : 362 - 367
  • [10] "Donor-Two-Acceptor" Dye Design: A Distinct Gateway to NIR Fluorescence
    Karton-Lifshin, Naama
    Albertazzi, Lorenzo
    Bendikov, Michael
    Baran, Phil S.
    Shabat, Doron
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2012, 134 (50) : 20412 - 20420