BODIPY-based hydrazine as a fluorescent probe for sensitive and selective detection of nitric oxide: a new strategy

被引:14
作者
Fu, Ying-Long [1 ]
Li, Hao [1 ]
Wei, Xiu-Zhi [1 ]
Song, Qin-Hua [1 ]
机构
[1] Univ Sci & Technol China, Dept Chem, Hefei 230026, Anhui, Peoples R China
基金
中国国家自然科学基金;
关键词
FAST-RESPONSE; NO; MOLECULE;
D O I
10.1039/c9tb00626e
中图分类号
TB3 [工程材料学]; R318.08 [生物材料学];
学科分类号
0805 ; 080501 ; 080502 ;
摘要
A novel fluorescent probe 8-HB was developed with a BODIPY as a fluorophore and 8-substituted hydrazine as a reactive site for sensitive and selective detection of nitric oxide (NO), generating major fluorescent dehydrazinated BODIPY and minor non-fluorescent azide BODIPY. Moreover, 8-HB can achieve specific imaging of endogenous NO in living cells.
引用
收藏
页码:3792 / 3795
页数:4
相关论文
共 33 条
[1]   Kinetics and mechanism of the reaction of nitrous acid with 2,4-dinitrophenylhydrazine [J].
Bernheim, P ;
Dobos, A ;
Doherty, AMM ;
Haine, N ;
Stedman, G .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1996, (03) :275-280
[2]   Nitric oxide in the central nervous system: neuroprotection versus neurotoxicity [J].
Calabrese, Vittorio ;
Mancuso, Cesare ;
Calvani, Menotti ;
Rizzarelli, Enrico ;
Butterfield, D. Allan ;
Stella, Anna Maria Giuffrida .
NATURE REVIEWS NEUROSCIENCE, 2007, 8 (10) :766-775
[3]   Recent progress in the development of fluorescent, luminescent and colorimetric probes for detection of reactive oxygen and nitrogen species [J].
Chen, Xiaoqiang ;
Wang, Fang ;
Hyun, Ji Young ;
Wei, Tingwen ;
Qiang, Jian ;
Ren, Xintong ;
Shin, Injae ;
Yoon, Juyoung .
CHEMICAL SOCIETY REVIEWS, 2016, 45 (10) :2976-3016
[4]   REAKTIONEN MIT N-15 .32. BILDUNG UND ABBAU VON NITROSOPHENYLHYDRAZIN [J].
CLUSIUS, K ;
SCHWARZENBACH, K .
HELVETICA CHIMICA ACTA, 1959, 42 (03) :739-748
[5]   Hydrogen sulfide and nitric oxide are mutually dependent in the regulation of angiogenesis and endothelium-dependent vasorelaxation [J].
Coletta, Ciro ;
Papapetropoulos, Andreas ;
Erdelyi, Katalin ;
Olah, Gabor ;
Modis, Katalin ;
Panopoulos, Panagiotis ;
Asimakopoulou, Antonia ;
Geroe, Domokos ;
Sharina, Iraida ;
Martin, Emil ;
Szabo, Csaba .
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 2012, 109 (23) :9161-9166
[6]   Virulent Mycobacterium fortuitum restricts NO production by a gamma interferon-activated J774 cell line and phagosome-lysosome fusion [J].
da Silva, TRM ;
de Freitas, JR ;
Silva, QC ;
Figueira, CP ;
Roxo, E ;
Leao, SC ;
de Freitas, LAR ;
Veras, PST .
INFECTION AND IMMUNITY, 2002, 70 (10) :5628-5634
[7]   Blue-to-Orange Color-Tunable Laser Emission from Tailored Boron-Dipyrromethene Dyes [J].
Esnal, Ixone ;
Valois-Escamilla, Ismael ;
Gomez-Duran, Cesar F. A. ;
Urias-Benavides, Arlette ;
Betancourt-Mendiola, Maria L. ;
Lopez-Arbeloa, Inigo ;
Banuelos, Jorge ;
Garcia-Moreno, Inmaculada ;
Costela, Angel ;
Pena-Cabrera, Eduardo .
CHEMPHYSCHEM, 2013, 14 (18) :4134-4142
[8]   The role of nitric oxide in tumour progression [J].
Fukumura, Dai ;
Kashiwagi, Satoshi ;
Jain, Rakesh K. .
NATURE REVIEWS CANCER, 2006, 6 (07) :521-534
[9]   Aromatic secondary amine- functionalized fluorescent NO probes: improved detection sensitivity for NO and potential applications in cancer immunotherapy studies [J].
Huo, Yingying ;
Miao, Junfeng ;
Fang, Junru ;
Shi, Hu ;
Wang, Juanjuan ;
Guo, Wei .
CHEMICAL SCIENCE, 2019, 10 (01) :145-152
[10]   Aromatic primary monoamine-based fast-response and highly specific fluorescent probes for imaging the biological signaling molecule nitric oxide in living cells and organisms [J].
Huo, Yingying ;
Miao, Junfeng ;
Li, Yaping ;
Shi, Yawei ;
Shi, Heping ;
Guo, Wei .
JOURNAL OF MATERIALS CHEMISTRY B, 2017, 5 (13) :2483-2490