An azodye-rhodamine-based fluorescent and colorimetric probe specific for the detection of Pd2+ in aqueous ethanolic solution: synthesis, XRD characterization, computational studies and imaging in live cells

被引:37
作者
Mahapatra, Ajit Kumar [1 ]
Manna, Saikat Kumar [1 ]
Maiti, Kalipada [1 ]
Mondal, Sanchita [1 ]
Maji, Rajkishor [1 ]
Mandal, Debasish [2 ]
Mandal, Sukhendu [3 ]
Uddin, Md. Raihan [3 ]
Goswami, Shyamaprosad [1 ]
Quah, Ching Kheng [4 ]
Fun, Hoong-Kun [4 ,5 ]
机构
[1] Indian Inst Engn Sci & Technol, Dept Chem, Howrah 711103, W Bengal, India
[2] Hebrew Univ Jerusalem, Inst Chem, IL-91904 Jerusalem, Israel
[3] Univ Calcutta, Dept Microbiol, Kolkata 700019, India
[4] Univ Sains Malaysia, Sch Phys, Xray Crystallog Unit, Gelugor 11800, Penang, Malaysia
[5] King Saud Univ, Coll Pharm, Dept Pharmaceut Chem, Riyadh 11451, Saudi Arabia
关键词
INTERNAL CHARGE-TRANSFER; PLATINUM-GROUP ELEMENTS; TURN-ON; ELECTRON-TRANSFER; PALLADIUM; SENSOR; CHEMOSENSOR; METALS; IONS; COMPLEXATION;
D O I
10.1039/c4an01575d
中图分类号
O65 [分析化学];
学科分类号
070302 ; 081704 ;
摘要
Azodye-rhodamine hybrid colorimetric fluorescent probe (L) has been designed and synthesized. The structure of L has been established based on single crystal XRD. It has been shown to act as a selective turn-on fluorescent chemosensor for Pd2+ with >40 fold enhancement by exhibiting red emission among the other 27 cations studied in aqueous ethanol. The coordination features of the species of recognition have been computationally evaluated by DFT methods and found to have a distorted tetrahedral Pd2+ center in the binding core. The probe (L) has been shown to detect Pd up to 0.45 mu M at pH 7.4. Furthermore, the probe can be used to image Pd2+ in living cells.
引用
收藏
页码:1229 / 1236
页数:8
相关论文
共 66 条
[1]   From discrete monomeric complexes to hydrogen-bonded dimeric assemblies based on sterically encumbered square planar palladium(II) ONN-pincers [J].
Adeyi, Okoh ;
Cross, Warren B. ;
Forrest, Gregory ;
Godfrey, Luke ;
Hope, Eric G. ;
McLeod, Andrew ;
Singh, Amandeep ;
Singh, Kuldip ;
Solan, Gregory A. ;
Wang, Yining ;
Wright, Luka A. .
DALTON TRANSACTIONS, 2013, 42 (21) :7710-7723
[2]   ENERGY-ADJUSTED ABINITIO PSEUDOPOTENTIALS FOR THE 2ND AND 3RD ROW TRANSITION-ELEMENTS [J].
ANDRAE, D ;
HAUSSERMANN, U ;
DOLG, M ;
STOLL, H ;
PREUSS, H .
THEORETICA CHIMICA ACTA, 1990, 77 (02) :123-141
[3]  
[Anonymous], 2002, ENV HLTH CRIT SER, V226
[4]   A depropargylation-triggered fluorescence "turn-on" probe for the detection of Pd2+ based on a bispropargylamine-rhodamine conjugate [J].
Balamurugan, Rathinam ;
Chien, Chih-Chieh ;
Wu, Kai-Ming ;
Chiu, Yi-Hong ;
Liu, Jui-Hsiang .
ANALYST, 2013, 138 (05) :1564-1569
[5]   DENSITY-FUNCTIONAL THERMOCHEMISTRY .3. THE ROLE OF EXACT EXCHANGE [J].
BECKE, AD .
JOURNAL OF CHEMICAL PHYSICS, 1993, 98 (07) :5648-5652
[6]   Industrial-scale palladium-catalyzed coupling of aryl halides and amines - A personal account [J].
Buchwald, SL ;
Mauger, C ;
Mignani, G ;
Scholz, U .
ADVANCED SYNTHESIS & CATALYSIS, 2006, 348 (1-2) :23-39
[7]   A highly sensitive and selective turn-on fluorescent chemosensor for palladium based on a phosphine-rhodamine conjugate [J].
Cai, Songtao ;
Lu, Yan ;
He, Song ;
Wei, Fangfang ;
Zhao, Liancheng ;
Zeng, Xianshun .
CHEMICAL COMMUNICATIONS, 2013, 49 (08) :822-824
[8]   Crystal engineering based on preferred mirror image recognition in square planar Pd(II) complexes [J].
Calmuschi, B ;
Englert, U .
CRYSTENGCOMM, 2005, 7 :171-176
[9]   Rational design of a NIR-emitting Pd(II) sensor via oxidative cyclization to form a benzoxazole ring [J].
Chen, Weihua ;
Wright, Brian D. ;
Pang, Yi .
CHEMICAL COMMUNICATIONS, 2012, 48 (32) :3824-3826
[10]  
Chen X., 2009, ANGEW CHEM, V121, P5196