Development of Luminescent Europium(III) and Terbium(III) chelates of 2,2′:6′,2″‐ terpyridine derivatives for protein labelling

Abstract

The synthesis and luminescence properties are reported for 20 different chelates composed of 2,2':6',2"-terpyridine as the energy-absorbing and donating group, Eu"' and Tb"' as the emitting ions, methylenenitrilo(acetic acids) as the stable chelate-forming moieties, and isothiocyanato or (4,6-dichloro-1,3,5-triazin-2-yl)amino groups as the activated moieties for coupling to biomolecules.Introduction. -Time-resolved fluorometry combined with long-lifetime emitting lanthanide chelate labels provides an excellent way of creating highly sensitive label technologies for bioaffinity assays [ 11. A technology based on dissociative fluorescence enhancement [2], Devia@, has gained wide applications in the field of clinical diagnostics in immunoassays [3] and recently also in DNA hybridization assays [4]. In spite of the high sensitivity obtained, the Devia-type of technology is not suited for all applications, such as fluorescence imaging, immunohistochemistry, or in situ hybridization, because after ion dissociation it does not produce spatial information. To use luminescent lanthanide chelates also in in situ assays, new chelate labels need to be developed combining

Synthesis and luminescence properties of lanthanide(III) chelates with polyacid derivatives of thienyl-substituted terpyridine analogues

“…The starting materials (E)-3-(2 00 -thienyl)-1-(pyrid-2 0 -yl)prop-2-enone [13] and N-[2-(pyrid-2 0 -yl)-2-oxoethyl] pyridinium iodide [32] were prepared by the literature methods. A mixture of 23.10 g dry AcONH 4 (300 mmol), 16.30 …”

“…Because the luminescence of lanthanide chelates has the properties of very long lifetime, large Stokes shift, and sharp emission band, the microsecond timeresolved luminescence measurement using a lanthanide chelate as the label can effectively eliminate the short-lived background signals from the biological samples and the optical components, whereas this background problem cannot be removed by the conventional fluorescence method. Recently, many luminescent lanthanide chelates have been synthesized and their luminescence properties were investigated [11][12][13][14][15][16][17][18][19][20][21][22][23][24][25]. Some of them have been used as the luminescence labels for improving the sensitivities of time-resolved luminescence bioassays and simplifying the assay procedures [26][27][28][29][30].…”

Near-Infrared and Visible Luminescence from Terphenyl-Based Lanthanide(III) Complexes Bearing Amido and Sulfonamido Pendant Arms

“…There is a worldwide interest in complexes of the trivalent rare earth or lanthanide cations for applications in fluoroimmuno-assays, [1] laser systems, [2] and optical amplification. [3] The unique luminescence properties of these rare earth cations and their wide range of emission bands (500-1550 nm) [4] make them very interesting for such purposes.…”

Novel non‐specific liquid fingerprint technology for wine analysis: a feasibility study

“…Phosphate, carbonate or TRIS-HCl buffer (4600 μL) was added to 250 μL of wine sample, and 150 μL of 1 μmol europium chelate 2,2′2"-{[4′-(4-aminophenyl)-2,2′:6′,2"-terpyridine-6.6"-diyl]-bis-methylenenitrilo)}-(tetrakis-acetic acid europium salt were added (Mukkala et al 1993). …”