meso-ester BODIPYs for the imaging of hypoxia in tumor cells

被引：26

作者：

Kim, Tae-Il ^{[1
,2
]}

Kim, Hyunjin ^{[3
]}

Choi, Yongdoo ^{[3
]}

Kim, Youngmi ^{[1
,2
]}

机构：

[1] Kyung Hee Univ, Dept Chem, 26 Kyungheedae Ro, Seoul 02447, South Korea

[2] Kyung Hee Univ, Res Inst Basic Sci, 26 Kyungheedae Ro, Seoul 02447, South Korea

[3] Natl Canc Ctr, Mol Imaging & Therapy Branch, 323 Ilsan Ro, Goyang Si 10408, Gyeonggi Do, South Korea

来源：

SENSORS AND ACTUATORS B-CHEMICAL | 2017年 / 249卷

基金：

新加坡国家研究基金会;

关键词：

Bioimaging; BODIPY; Hypoxia; Nitroreductase; Fluorescent turn-on probe; 2-PHOTON FLUORESCENT-PROBE; OFF-ON PROBE; ESCHERICHIA-COLI; NITROREDUCTASE DETECTION; SELECTIVE DETECTION; OXYGENATION; ZEBRAFISH; PROGNOSIS; THERAPY; TISSUES;

D O I：

10.1016/j.snb.2017.04.093

中图分类号：

O65 [分析化学];

学科分类号：

070302 ; 081704 ;

摘要：

We report the p-nitrobenzyl ester of a meso-carboxyl BODIPY as a new fluorogenic probe for the monitoring of nitroreductase activity. It showed remarkable fluorescence enhancement (similar to 220-fold), high sensitivity (detection limit of 0.9 ng/mL), and high selectivity for nitroreductase over other bio-related species. In vitro cell studies confirmed its utility for the rapid fluorescence imaging of hypoxic cancer cells. (C) 2017 Elsevier B.V. All rights reserved.

引用

页码：229 / 234

页数：6

共 44 条

[1] Enhancing Photoinduced Electron Transfer Efficiency of Fluorescent pH-Probes with Halogenated Phenols [J].

Aigner, Daniel ;

Freunberger, Stefan A. ;

Wilkening, Martin ;

Saf, Robert ;

Borisov, Sergey M. ;

Klimant, Ingo .

ANALYTICAL CHEMISTRY, 2014, 86 (18) :9293-9300

[2] Nitroreductase-triggered activation of a novel caged fluorescent probe obtained from methylene blue [J].

Bae, Jungeun ;

McNamara, Louis E. ;

Nael, Manal A. ;

Mahdi, Fakhri ;

Doerksen, Robert J. ;

Bidwell, Gene L., III ;

Hammer, Nathan I. ;

Jo, Seongbong .

CHEMICAL COMMUNICATIONS, 2015, 51 (64) :12787-12790

[3] Measuring hypoxia and predicting tumor radioresistance with nuclear medicine assays [J].

Chapman, JD ;

Engelhardt, EL ;

Stobbe, CC ;

Schneider, RF ;

Gerald, GE .

RADIOTHERAPY AND ONCOLOGY, 1998, 46 (03) :229-237

[4] Mitochondrial Nitroreductase Activity Enables Selective Imaging and Therapeutic Targeting [J].

Chevalier, Arnaud ;

Zhang, Yanmin ;

Khdour, Omar M. ;

Kaye, Justin B. ;

Hecht, Sidney M. .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2016, 138 (37) :12009-12012

[5] Measurement of tumor oxygenation: A comparison between polarographic needle electrodes and a time-resolved luminescence-based optical sensor [J].

Collingridge, DR ;

Young, WK ;

Vojnovic, B ;

Wardman, P ;

Lynch, EM ;

Hill, SA ;

Chaplin, DJ .

RADIATION RESEARCH, 1997, 147 (03) :329-334

[6] A New Prodrug-Derived Ratiometric Fluorescent Probe for Hypoxia: High Selectivity of Nitroreductase and Imaging in Tumor Cell [J].

Cui, Lei ;

Zhong, Ye ;

Zhu, Weiping ;

Xu, Yufang ;

Du, Qingshan ;

Wang, Xin ;

Qian, Xuhong ;

Xiao, Yi .

ORGANIC LETTERS, 2011, 13 (05) :928-931

[7] Redox- and Hypoxia-Responsive MRI Contrast Agents [J].

Do, Quyen N. ;

Ratnakar, James S. ;

Kovacs, Zoltan ;

Sherry, A. Dean .

CHEMMEDCHEM, 2014, 9 (06) :1116-1129

[8] Bioreductive fluorescent imaging agents: applications to tumour hypoxia [J].

Elmes, Robert B. P. .

CHEMICAL COMMUNICATIONS, 2016, 52 (58) :8935-8956

[9] A highly sensitive long-wavelength fluorescence probe for nitroreductase and hypoxia: selective detection and quantification [J].

Guo, Ting ;

Cui, Lei ;

Shen, Jiaoning ;

Zhu, Weiping ;

Xu, Yufang ;

Qian, Xuhong .

CHEMICAL COMMUNICATIONS, 2013, 49 (92) :10820-10822

[10] Expression of hypoxia-inducible factor-1α in cervical carcinomas:: Correlation with tumor oxygenation [J].

Haugland, HK ;

Vukovic, V ;

Pintilie, M ;

Fyles, AW ;

Milosevic, M ;

Hill, RP ;

Hedley, DW .

INTERNATIONAL JOURNAL OF RADIATION ONCOLOGY BIOLOGY PHYSICS, 2002, 53 (04) :854-861

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