A novel colorimetric and fluorescence turn- on pH sensor with a notably large Stokes shift for its application

被引：17
作者：
Ning, Yaoyao [1 ,2 ]
Wang, Xiaoqing [3 ]
Sheng, Kangjia [1 ,2 ]
Yang, Lili [1 ,2 ]
Han, Wei [1 ]
Xiao, Chaoni [1 ]
Li, Jianli [3 ]
Zhang, Yongmin [1 ,2 ,4 ]
Wu, Shaoping [1 ,2 ]
机构：
[1] Northwest Univ, Biomed Key Lab Shaanxi Prov, Sch Pharm, Xian 710069, Shaanxi, Peoples R China
[2] Northwest Univ, Joint Int Lab Glycobiol & Med Chem, Xian 710069, Shaanxi, Peoples R China
[3] Northwest Univ, Coll Chem & Mat Sci, Key Lab Synthet & Nat Funct Mol Chem, Minist Educ, Xian 710127, Shaanxi, Peoples R China
[4] Sorbonne Univ, CNRS, Inst Parisien Chim Mol, UMR 8232, 4 Pl Jussieu, F-75005 Paris, France
来源：
NEW JOURNAL OF CHEMISTRY | 2018年 / 42卷 / 17期
基金：
对外科技合作项目（国际科技项目）;
关键词：
INTRACELLULAR PH; PROBE; CYANIDE; DESIGN; CHEMOSENSOR; GROWTH; CANCER;
D O I：
10.1039/c8nj02860e
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A novel naked-eye colorimetric and fluorescent turn-on pH sensor based on a naphthalenone scaffold was rationally designed and facilely synthesized. The probe exhibited strong alkaline pH-dependent (pK(a) = 9.92) behavior, high selectivity, sensitivity, high quantum efficiency (phi = 0.64) and rapid response to pH fluctuations (within 1 min) in the range of 9.0-14.0. In addition, probe DDTM displayed a notably large Stokes shift of 198 nm. The response mechanism of the fluorescent probes was proposed to be caused by OH--induced structural changes from the nonfluorescent DDTM form to the highly emissive addition product (more than 150-fold fluorescence enhancement) along with ICT changes. Live cell imaging data revealed that probe DDTM could be used to selectively monitor pH changes with low cytotoxicity and cell membrane permeability. Therefore, this probe could be used as an effective intracellular pH imaging sensor under extremely alkaline conditions in the biomedical and biological fields.
引用
收藏
页码：14510 / 14516
页数：7
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共 40 条
  • [1] Synergizing metabolic flux analysis and nucleotide sugar metabolism to understand the control of glycosylation of recombinant protein in CHO cells
    Burleigh, Susan C.
    van de Laar, Teun
    Stroop, Corne J. M.
    van Grunsven, Wout M. J.
    O'Donoghue, Niaobh
    Rudd, Pauline M.
    Davey, Gavin P.
    [J]. BMC BIOTECHNOLOGY, 2011, 11
  • [2] A colorimetric and fluorescent pH probe for imaging in E. coli cells
    Chao, Jianbin
    Song, Kailun
    Wang, Huijuan
    Li, Zhiqing
    Zhang, Yongbin
    Yin, Caixia
    Huo, Fangjun
    Wang, Juanjuan
    Zhang, Ting
    [J]. RSC ADVANCES, 2017, 7 (02): : 964 - 970
  • [3] Wide-Acidity-Range pH Fluorescence Probes for Evaluation of Acidification in Mitochondria and Digestive Tract Mucosa
    Chen, Guang
    Fu, Qiang
    Yu, Fabiao
    Ren, Rui
    Liu, Yuxia
    Cao, Ziping
    Li, Guoliang
    Zhao, Xianen
    Chen, Lingxin
    Wang, Hua
    You, Jinmao
    [J]. ANALYTICAL CHEMISTRY, 2017, 89 (16) : 8509 - 8516
  • [4] Single near-infrared fluorescent probe with high- and low-sensitivity sites for sensing different concentration ranges of biological thiols with distinct modes of fluorescence signals
    Chen, Hua
    Tang, Yonghe
    Ren, Mingguang
    Lin, Weiying
    [J]. CHEMICAL SCIENCE, 2016, 7 (03) : 1896 - 1903
  • [5] Highly sensitive detection of low-level water content in organic solvents and cyanide in aqueous media using novel solvatochromic AIEE fluorophores
    Chen, Wei
    Zhang, Zhiyun
    Li, Xin
    Agren, Hans
    Su, Jianhua
    [J]. RSC ADVANCES, 2015, 5 (16) : 12191 - 12201
  • [6] Reaction-Based Colorimetric Cyanide Chemosensors: Rapid Naked-Eye Detection and High Selectivity
    Cheng, Xiaohong
    Zhou, Yue
    Qin, Jingui
    Li, Zhen
    [J]. ACS APPLIED MATERIALS & INTERFACES, 2012, 4 (04) : 2133 - 2138
  • [7] NON-AGE RELATED DIFFERENCES IN THROMBIN RESPONSES BY PLATELETS FROM MALE-PATIENTS WITH ADVANCED ALZHEIMERS-DISEASE
    DAVIES, TA
    FINE, RE
    JOHNSON, RJ
    LEVESQUE, CA
    RATHBUN, WH
    SEETOO, KF
    SMITH, SJ
    STROHMEIER, G
    VOLICER, L
    DELVA, L
    SIMONS, ER
    [J]. BIOCHEMICAL AND BIOPHYSICAL RESEARCH COMMUNICATIONS, 1993, 194 (01) : 537 - 543
  • [8] Hydroxynaphthaldehyde phosphate derivatives as potent covalent Schiff base inhibitors of fructose-1,6-bisphosphate aldolase
    Dax, C
    Coinçon, M
    Sygusch, J
    Blonski, C
    [J]. BIOCHEMISTRY, 2005, 44 (14) : 5430 - 5443
  • [9] Death by design: apoptosis, necrosis and autophagy
    Edinger, AL
    Thompson, CB
    [J]. CURRENT OPINION IN CELL BIOLOGY, 2004, 16 (06) : 663 - 669
  • [10] Acidity Generated by the Tumor Microenvironment Drives Local Invasion
    Estrella, Veronica
    Chen, Tingan
    Lloyd, Mark
    Wojtkowiak, Jonathan
    Cornnell, Heather H.
    Ibrahim-Hashim, Arig
    Bailey, Kate
    Balagurunathan, Yoganand
    Rothberg, Jennifer M.
    Sloane, Bonnie F.
    Johnson, Joseph
    Gatenby, Robert A.
    Gillies, Robert J.
    [J]. CANCER RESEARCH, 2013, 73 (05) : 1524 - 1535
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