Critical evaluation of five emissive europium(III) complexes as optical probes: correlation of cytotoxicity, anion and protein affinity with complex structure, stability and intracellular localisation profile

被引：90

作者：

Murray, Benjamin S. ^{[1
]}

New, Elizabeth J. ^{[1
]}

Pal, Robert ^{[1
]}

Parker, David ^{[1
]}

机构：

[1] Univ Durham, Dept Chem, Durham DH1 3LE, England

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2008年 / 6卷 / 12期

基金：

英国工程与自然科学研究理事会;

关键词：

D O I：

10.1039/b803895c

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Five structurally related europium(III) complexes of heptadentate macrocyclic ligands bearing azaxanthone or azathiaxanthone chromophores have been evaluated comparatively as responsive probes of the intracellular environment. Protein binding (HSA) and oxy-anion binding constants have been measured by titrimetric analysis, examining ratiometric emission changes for three examples, and systems exhibiting selectivity for citrate or hydrogencarbonate identified. The cytotoxicity of each ligand and complex has been assessed and correlated with the observed chemical stability pro. le in competitive aqueous media. The europium complex of L-2 is non-toxic, exhibits a large change in its emission spectral pro. le to variation in HCO3- (or citrate) concentration allowing ratiometric analysis, and localises in cellular mitochondria. Such features augur well for its future application as a responsive probe in microscopy to monitor local changes in pHCO(3).

引用

收藏

页码：2085 / 2094

页数：10

相关论文

共 42 条

[1] Ternary Gd(III)L-HSA adducts: evidence for the replacement of inner-sphere water molecules by coordinating groups of the protein. Implications for the design of contrast agents for MRI [J].

Aime, S ;

Gianolio, E ;

Terreno, E ;

Giovenzana, GB ;

Pagliarin, R ;

Sisti, M ;

Palmisano, G ;

Botta, M ;

Lowe, MP ;

Parker, D .

JOURNAL OF BIOLOGICAL INORGANIC CHEMISTRY, 2000, 5 (04) :488-497

[2] Gd(III) complexes as contrast agents for magnetic resonance imaging: A proton relaxation enhancement study of the interaction with human serum albumin [J].

Aime, S ;

Botta, M ;

Fasano, M ;

Crich, SG ;

Terreno, E .

JOURNAL OF BIOLOGICAL INORGANIC CHEMISTRY, 1996, 1 (04) :312-319

[3]

Aime Silvio, 2003, Met Ions Biol Syst, V40, P643

[4] Azaxanthones and azathioxanthones are effective sensitisers for europium and terbium luminescence [J].

Atkinson, P ;

Findlay, KS ;

Kielar, F ;

Pal, R ;

Parker, D ;

Poole, RA ;

Puschmann, H ;

Richardson, SL ;

Stenson, PA ;

Thompson, AL ;

Yu, JH .

ORGANIC & BIOMOLECULAR CHEMISTRY, 2006, 4 (09) :1707-1722

[5] Chemoselective signalling of selected phospho-anions using lanthanide luminescence [J].

Atkinson, P ;

Bretonniere, Y ;

Parker, D .

CHEMICAL COMMUNICATIONS, 2004, (04) :438-439

[6] Non-radiative deactivation of the excited states of europium, terbium and ytterbium complexes by proximate energy-matched OH, NH and CH oscillators: an improved luminescence method for establishing solution hydration states [J].

Beeby, A ;

Clarkson, IM ;

Dickins, RS ;

Faulkner, S ;

Parker, D ;

Royle, L ;

de Sousa, AS ;

Williams, JAG ;

Woods, M .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1999, (03) :493-503

[7]

Botta M, 2000, EUR J INORG CHEM, P399

[8] Design, synthesis and evaluation of ratiometric probes for hydrogencarbonate based on europium emission [J].

Bretonniere, Y ;

Cann, MJ ;

Parker, D ;

Slater, R .

ORGANIC & BIOMOLECULAR CHEMISTRY, 2004, 2 (11) :1624-1632

[9] Ratiometric probes for hydrogencarbonate analysis in intracellular or extracellular environments using europium luminescence [J].

Bretonnière, Y ;

Cann, MJ ;

Parker, D ;

Slater, R .

CHEMICAL COMMUNICATIONS, 2002, (17) :1930-1931

[10] The selectivity of reversible oxy-anion binding in aqueous solution at a chiral europium and terbium center: Signaling of carbonate chelation by changes in the form and circular polarization of luminescence emission [J].

Bruce, JI ;

Dickins, RS ;

Govenlock, LJ ;

Gunnlaugsson, T ;

Lopinski, S ;

Lowe, MP ;

Parker, D ;

Peacock, RD ;

Perry, JJB ;

Aime, S ;

Botta, M .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (40) :9674-9684

← 1 2 3 4 5 →