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Lanthanide Luminescence pp 47–88Cite as

Stable Luminescent Chelates and Macrocyclic Compounds

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Part of the book series: Springer Series on Fluorescence ((SS FLUOR,volume 7))

Abstract

This review is focused on the lanthanide probes usable for time-resolved luminescence resonance energy transfer experiment and in the development of bioassays. The basic principle of heterogeneous time-resolved fluorescence (TRF) assays and homogeneous TRF assays are summarized. The criteria that should fulfill a lanthanide luminescent probe to be useful in the design of bioassays in diagnostic or drug discovery (high throughput screening) are defined as brightness, absorption wavelength, luminescence decay, instrumentation crosstalk, stability, lipophilicity/hydrophilicity, photobleaching, quenching phenomenon, conjugation chemistry, and synthesis practicability. The photophysical properties and the fulfillment of the above criteria are commented for the most representative structures insisting on the available stability data. Two main groups of molecules are described: (1) the luminescent stable chelates and (2) the macrocyclic-based ligands. The stable chelates are based on EDTA, DTPA, podant-like scaffold, and peptide scaffolds. The macrocyclic compounds described are macrocycles, macrocycles with pendant groups, and macropolycyclic cage ligands (cryptands). Applications of lanthanides complexes to cell based assays as well as time-resolved microscopy and imaging are discussed.

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Abbreviations

Φ :

Quantum yield

BP:

Bipyridine

BSA:

Bovine serum albumin

DMEM:

Dulbecco’s modified Eagle’s medium

DO3A:

1,4,7,10-Tetraazacyclododecane-N,N′,N″-triacetic acid

DOTA:

Tetraazacyclododecane tetraacetic acid

EDTA:

Ethylene diamine tetraacetic acid

EGTA:

Ethylene glycol tetraacetic acid

ELISA:

Enzyme-linked immunosorbent assay

FCS:

Fetal calf serum

FITC:

Fluorescein isothiocyanate

FRET:

Förster resonance energy transfer

GFP:

Green fluorescent protein

HSA:

Human serum albumin

HTRF:

Homogeneous time-resolved fluorescence

HTS:

High throughput screening

K OW :

Octanol/water partition coefficient

LANCE:

Lanthanide chelate excitation

LBT:

Lanthanide-binding tag

LRET:

Luminescence resonance energy transfer

MRI:

Magnetic resonance imaging

nH2O:

Number of water molecules

NHS:

N-hydroxysuccinimide

NIR:

Near-infrared

PMT:

Photomultiplier tube

RPMI:

Roswell Park Memorial Institute medium

TATP:

1,4,8,9-Tetra-aza-triphenylene

TEAAc:

Triethylammonium acetate

TRF:

Time-resolved fluorescence

TR-FRET:

Time-resolved Förster resonance energy transfer

Tris:

Trishydroxymethylaminométhane

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  1. CISbio Bioassays, BP 84175, 30204, Bagnols-sur-Céze Cedex, France

    G. Mathis & H. Bazin

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  1. G. Mathis
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  2. H. Bazin
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Correspondence to H. Bazin .

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  1. , Department of Cell Biology and Anatomy, University of Turki, Tykistökatu 6A, Turku, 20520, Finland

    Pekka Hänninen

  2. , Department of Cell Biology and Anatomy, University of Turku, Tykistökatu 6A, Turku, 20520, Finland

    Harri Härmä

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Mathis, G., Bazin, H. (2010). Stable Luminescent Chelates and Macrocyclic Compounds. In: Hänninen, P., Härmä, H. (eds) Lanthanide Luminescence. Springer Series on Fluorescence, vol 7. Springer, Berlin, Heidelberg. https://doi.org/10.1007/4243_2010_5

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