Coumarin-based fluorescent sensors for zinc(II) and hypochlorite

被引:20
作者
Aulsebrook, Margaret L. [1 ]
Graham, Bim [2 ]
Grace, Michael R. [1 ]
Tuck, Kellie L. [1 ]
机构
[1] Monash Univ, Sch Chem, Clayton, Vic, Australia
[2] Monash Univ, Monash Inst Pharmaceut Sci, Melbourne, Vic 3004, Australia
基金
澳大利亚研究理事会;
关键词
chemosensor; coumarin; zinc; reactive oxygen species; hypochlorite; REACTIVE OXYGEN; SELECTIVE DETECTION; LUMINESCENT PROBES; CHEMOSENSORS; DESIGN; CHEMISTRY;
D O I
10.1080/10610278.2015.1077958
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Two new fluorescent chemosensors have been designed and synthesised through functionalisation of a common 7-aminocoumarin precursor. One sensor features a di(2-picoyl)amine metal ion-binding moiety that allows for selective detection of Zn2+ ions over other common cations in aqueous solution, with the sensor exhibiting a 5.4-fold increase in fluorescence upon Zn2+ binding (limit of detection=26nM). The second sensor incorporates an aminophenyl group designed to react with highly reactive oxygen species (hROS). This sensor reacts with ClO- in preference to other ROS, exhibiting a 27-fold increase in fluorescence upon the addition of 150 equivalents of ClO- (limit of detection=2 M).
引用
收藏
页码:798 / 806
页数:9
相关论文
共 41 条
[1]   A new ICT and CHEF based visible light excitable fluorescent probe easily detects in vivo Zn2+ [J].
Aich, Krishnendu ;
Goswami, Shyamaprosad ;
Das, Sangita ;
Das Mukhopadhyay, Chitrangada .
RSC ADVANCES, 2015, 5 (39) :31189-31194
[2]   On-bead fluorescence assay for serine/threonine kinases [J].
Akita, S ;
Umezawa, N ;
Higuchi, T .
ORGANIC LETTERS, 2005, 7 (25) :5565-5568
[3]  
[Anonymous], 2015, CURR WAT QUAL CRIT
[4]   Luminescent probes for the bioimaging of small anionic species in vitro and in vivo [J].
Ashton, Trent D. ;
Jolliffe, Katrina A. ;
Pfeffer, Frederick M. .
CHEMICAL SOCIETY REVIEWS, 2015, 44 (14) :4547-4595
[5]   The synthesis of luminescent lanthanide-based chemosensors for the detection of zinc ions [J].
Aulsebrook, Margaret L. ;
Graham, Bim ;
Grace, Michael R. ;
Tuck, Kellie L. .
TETRAHEDRON, 2014, 70 (29) :4367-4372
[6]   Pyrrole-coupled salicylimine-based fluorescence "turn on" probe for highly selective recognition of Zn2+ ions in mixed aqueous media: Application in living cell imaging [J].
Bhosale, Jitendra ;
Fegade, Umesh ;
Bondhopadhyay, Banashree ;
Kaur, Simanpreet ;
Singh, Narinder ;
Basu, Anupam ;
Dabur, Rajesh ;
Bendre, Ratnamala ;
Kuwar, Anil .
JOURNAL OF MOLECULAR RECOGNITION, 2015, 28 (06) :369-375
[7]   Chemical synthesis and biological validation of immobilized protein kinase inhibitory Leucettines [J].
Burgy, Guillaume ;
Tahtouh, Tania ;
Durieu, Emilie ;
Foll-Josselin, Beatrice ;
Limanton, Emmanuelle ;
Meijer, Laurent ;
Carreaux, Francois ;
Bazureau, Jean-Pierre .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2013, 62 :728-737
[8]   Ratiometric and near-infrared molecular probes for the detection and imaging of zinc ions [J].
Carol, Priya ;
Sreejith, Sivaramapanicker ;
Ajayaghosh, Ayyappanpillai .
CHEMISTRY-AN ASIAN JOURNAL, 2007, 2 (03) :338-348
[9]   Fluorescent and luminescent probes for detection of reactive oxygen and nitrogen species [J].
Chen, Xiaoqiang ;
Tian, Xizhe ;
Shin, Injae ;
Yoon, Juyoung .
CHEMICAL SOCIETY REVIEWS, 2011, 40 (09) :4783-4804
[10]   ROS as signalling molecules:: mechanisms that generate specificity in ROS homeostasis [J].
D'Autreaux, Benoit ;
Toledano, Michel B. .
NATURE REVIEWS MOLECULAR CELL BIOLOGY, 2007, 8 (10) :813-824