A novel fluorescent off-on probe based on 4-methylumbelliferone for highly sensitive determination of tyrosinase

被引:6
|
作者
Ding, Yu [1 ]
Yang, Lihong [1 ]
Shen, Jiwei [1 ]
Wei, Yinmao [1 ]
Wang, Chaozhan [1 ]
机构
[1] Northwest Univ, Coll Chem & Mat Sci, 1 Xue Fu Ave, Xian 710127, Peoples R China
基金
中国国家自然科学基金;
关键词
LIVING CELLS; SYSTEM; LIGHT;
D O I
10.1039/d2nj00799a
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Tyrosinase (TYR), a copper-containing oxidase, has emerged as a predictive biomarker for certain cancers. It is still challenging to develop highly sensitive and selective fluorescent probes for monitoring TYR in biological systems. In this study, we designed a novel fluorescent probe to detect TYR through the nucleophilic substitution reaction of 3-bromomethylphenol with the fluorescent dye 4-methylumbelliferone. Under the catalytic oxidation of TYR, the recognition group of the probe was oxidized to o-benzoquinone, and then a cleavage reaction took place to remove the recognition group and release the fluorophore, so that the fluorescence recovered. The enhancement of the fluorescence intensity was directly related to the activity of TYR. The probe showed high selectivity and sensitivity to TYR with a LOD of 0.2 U mL(-1). The feasibility of this probe in real sample assays and cell imaging was also investigated with satisfactory results, providing a practical strategy for detecting TYR activity in biological systems.
引用
收藏
页码:9923 / 9930
页数:8
相关论文
共 50 条
  • [41] A coumarin-based "off-on" fluorescent probe for highly selective detection of hydrogen sulfide and imaging in living cells
    Ou, Luying
    Guo, Rui
    Lin, Weiying
    ANALYTICAL METHODS, 2021, 13 (12) : 1511 - 1516
  • [42] A Highly Sensitive and Selective OFF-ON Fluorescent Sensor for Cadmium in Aqueous Solution and Living Cell
    Cheng, Tanyu
    Xu, Yuifang
    Zhang, Shenyi
    Zhu, Weiping
    Qian, Xuhong
    Duan, Liping
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2008, 130 (48) : 16160 - +
  • [43] An "OFF-ON" fluorescent chemosensor for highly selective and sensitive detection of Al (III) in aqueous solution
    Guo, Yuan-Yuan
    Yang, Li-Zi
    Ru, Jia-Xi
    Yao, Xiang
    Wu, Jiang
    Dou, Wei
    Qin, Wen-Wu
    Zhang, Guo-Lin
    Tang, Xiao-Liang
    Liu, Wei-Sheng
    DYES AND PIGMENTS, 2013, 99 (03) : 693 - 698
  • [44] A highly sensitive and selective "turn off-on" fluorescent sensor based on Sm-MOF for the detection of tertiary butylhydroquinone
    Liu, Xinfang
    Zhang, Xiaoyu
    Li, Rongfang
    Du, Liyong
    Feng, Xun
    Ding, Yuqiang
    DYES AND PIGMENTS, 2020, 178 (178)
  • [45] Fluorescent Imaging of β-Amyloid Using BODIPY Based Near-Infrared Off-On Fluorescent Probe
    Ren, Wenming
    Zhang, Jingjing
    Peng, Cheng
    Xiang, Huaijiang
    Chen, Jingjing
    Peng, Chengyuan
    Zhu, Weiliang
    Huang, Ruimin
    Zhang, Haiyan
    Hu, Youhong
    BIOCONJUGATE CHEMISTRY, 2018, 29 (10) : 3459 - 3466
  • [46] Silver(I) ion detection in aqueous media based on "off-on" fluorescent probe
    Yu, Chunwei
    Zhang, Jun
    Ding, Mingyu
    Chen, Lingxin
    ANALYTICAL METHODS, 2012, 4 (02) : 342 - 344
  • [47] A sensitive and selective off-on fluorescent probe for HClO in 100% aqueous solution and its applications in bioimaging
    Yang, Yang
    Qiu, Fangzhou
    Wang, Yingzhe
    Feng, Yan
    Song, Xuerui
    Tang, Xiaoliang
    Zhang, Guolin
    Liu, Weisheng
    SENSORS AND ACTUATORS B-CHEMICAL, 2018, 260 : 832 - 840
  • [48] A highly sensitive and selective colorimetric and off-on fluorescent chemosensor for Cu2+ based on rhodamine B derivative
    Xu, Zhihong
    Zhang, Like
    Guo, Rui
    Xiang, Tiancheng
    Wu, Changzeng
    Zheng, Zhi
    Yang, Fengling
    SENSORS AND ACTUATORS B-CHEMICAL, 2011, 156 (02): : 546 - 552
  • [49] Highly Sensitive and Selective Colorimetric and Off-On Fluorescent Reversible Chemosensors for Al3+ Based on the Rhodamine Fluorophore
    Mergu, Naveen
    Singh, Ashok Kumar
    Gupta, Vinod Kumar
    SENSORS, 2015, 15 (04): : 9097 - 9111
  • [50] An off-on fluorescent probe based on maleimide for detecting thiols and its application for bioimaging
    Zhang, Yongbin
    Huo, Fangjun
    Yin, Caixia
    Yue, Yongkang
    Hao, Junsheng
    Chao, Jianbin
    Liu, Diansheng
    SENSORS AND ACTUATORS B-CHEMICAL, 2015, 207 : 59 - 65