New Luminescent Europium(III) Chelates for DNA Labeling

Nishioka, Takuya; Yuan, Jingli; Yamamoto, Yuji; Sumitomo, Keiko; Wang, Zhen; Hashino, Kimikazu; Hosoya, Chihiro; Ikawa, Keisuke; Wang, Guilan; Matsumoto, Kazuko

doi:10.1021/ic051276g

Cited by 116 publications

(66 citation statements)

References 45 publications

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“…al. 13 This compound is a polycarboxylate derivative of a terpyridine complex, and, according to preliminary stability assessment by competition with EDTA, is several orders of magnitude more stable than the [Eu(EDTA)] complex at pH 8. However, the synthesis of the complex is quite lengthy and the intensity of the resulting Eu(III) emission remains only moderate, with Eu tot Φ = 9.1 %.…”

Section: Introductionmentioning

confidence: 99%

Highly Luminescent Lanthanide Complexes of 1-Hydroxy-2-pyridinones

et al. 2008

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The synthesis, X-ray structure, stability, and photophysical properties of several trivalent lanthanide complexes formed from two differing bis-bidentate ligands incorporating either alkyl or alkyl ether linkages and featuring the 1-hydroxy-2-pyridinone (1,2-HOPO) chelate group in complex with Eu(III), Sm(III) and Gd(III) are reported. The Eu(III) complexes are among some of the best examples, pairing highly efficient emission ( Eu tot Φ ~ 21.5 %,) with high stability (pEu ~ 18.6) in aqueous solution, and are excellent candidates for use in biological assays. A comparison of the observed behavior of the complexes with differing backbone linkages shows remarkable similarities, both in stability and photophysical properties. Low temperature photophysical measurements for a Gd(III) complex were also used to gain insight into the electronic structure, and were found to agree with corresponding TD-DFT calculations for a model complex. A comparison of the high resolution Eu(III) emission spectra in solution and from single crystals also revealed a more symmetric coordination geometry about the metal ion in solution due to dynamic rotation of the observed solid state structure.

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Section: Introductionmentioning

confidence: 99%

Highly Luminescent Lanthanide Complexes of 1-Hydroxy-2-pyridinones

et al. 2008

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“…Since HNE is a product of lipid peroxidation and is also expected to be induced by LPS injection, HNE (= a total of HNE-modified proteins) was measured with time-resolved fluorometric immunoassay (TR-FIA) by using our previously developed label, DTBTA-Eu 3+ complex and the time-resolved fluorometric immunoassay. 19 The results are shown in Fig. 5.…”

Section: Application To Rat Heart Homogenates After Induction Of Oxidmentioning

confidence: 97%

Luminescence Amplification by Enzymatic Eu2+ Oxidation to Eu3+ for Time-Resolved Peroxidase Activity Measurement

Matsumoto¹,

Kimura

Kon

et al. 2013

ANAL. SCI.

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A novel peroxidase activity assay was developed for horseradish peroxidase (HRP) and myeloperoxidase (MPO), in which substrate Eu 2+ was catalytically oxidized to Eu 3+ , and the Eu 3+ luminescence was enhanced by the addition of sensitizer 4,4′-bis(1″,1″,1″,2″,2″,3″,3″-hepatafluoro-4″,6″-hexanedione-6″-yl)chlorosulfo-o-terphenyl (BHHCT) for time-resolved measurement of the BHHCT-Eu 3+ complex. Since BHHCT-Eu 3+ has a long lifetime (more than 500 μs), typical of Eu 3+ oxidation state, and the emission wavelength (615 nm) is totally different from those of Eu 2+ complexes, time-resolved luminescence measurement of the Eu 3+ complex enabled suppressed background and high signal/background ratio. The present method was successfully applied to monitor the oxidative stress level, which is closely associated with peroxidase activity level, in rat heart muscle homogenates. Notable parallel temporal change was observed for peroxidase activity and 4-hydroxynonenal (HNE) concentration after lipopolysaccharide (LPS) injection for induction of oxidative stress in rats. Such a relation does not contradict the oxidative stress mechanism that HNE is produced via lipid peroxidation, which is caused by the • OH radical generated by peroxidase activity.

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“…= 335 nm, lem.max. = 616 nm), 16 which is stable in terms of metal dissociation and photo-degradation, and does not lose luminescence intensity appreciably in common buffers, such as EDTA, phosphate, and carboxylate. 16, has shown a significant improvement as a luminescent lanthanide label for bio-analysis, compared to previous lanthanide labels.…”

Section: Introductionmentioning

confidence: 99%

“…= 616 nm), 16 which is stable in terms of metal dissociation and photo-degradation, and does not lose luminescence intensity appreciably in common buffers, such as EDTA, phosphate, and carboxylate. 16, has shown a significant improvement as a luminescent lanthanide label for bio-analysis, compared to previous lanthanide labels. Most previous lanthanide labels had either luminescence intensities heavily buffer-and environmentdependent, 16 or only moderately strong luminescence in some stable chelates, and thus their application in some cases had not -labeled streptavidin can be widely used in many assay formats as a versatile tag to biotin-linked proteins and nucleic acids.…”

Section: Introductionmentioning

confidence: 99%

“…26 In the present study, DTBTA-Eu 3+ having high chelate stability (pK ca. 25), 16 was labeled to proteins before electrophoresis, and the mobility of the labeled proteins including an antigenantibody complex, the stability of the label, and detection limits of several proteins in the time-resolved measurement were examined. A preliminary report on the use of the DTBTA-Eu 3+ label for nucleic acids in capillary electrophoresis was reported, 32 but its application to proteins was not evaluated.…”

Section: Introductionmentioning

confidence: 99%

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Sodium Dodecyl Sulfate Polyacrylamide Slab Gel Electrophoresis and Hydroxyethyl Cellurose Gel Capillary Electrophoresis of Luminescent Lanthanide Chelate-labeled Proteins with Time-Resolved Detection

et al. 2009

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Proteins labeled with a luminescent lanthanide chelate, {{2,2¢,2≤,2¢¢¢-{4¢-{[(4,6-dichloro-1,3,5-triazin-2-yl)amino]biphenyl-4-yl}-2,2¢:6¢,2≤-terpyridine-6,6≤-diyl}bis(methylenenitrilo)}tetrakis(acetato)}europium(III) (DTBTAEu 3+ ), were analyzed with sodium dodecyl sulfate-polyacrylamide gel (SDS-PAGE) slab gel electrophoresis and hydroxyethyl cellurose gel capillary electrophoresis with a time-resolved fluorometric detector. The metal ion of the luminescent lanthanide chelate did not dissociate from the ligand during electrophoresis, and the luminescence was retained. On a slab gel, the band of DTBTA-Eu 3+ -labeled streptavidin was apparently less broad than that of AlexaFluor 488-labeled streptavidin. DTBTA-Eu 3+ in SDS-PAGE slab gel is stable, and the gel after electrophoresis can be dried and stored for at least one year without luminescence fading. In capillary gel electrophoresis (CGE), five labeled proteins with different molecular weight were separated, and a good correlation was observed between the molecular weight and the migration time. Although the detection limits of these proteins determined in buffer solutions of the capillary electrophoresis were not better than those reported for CGE with laser-induced-detection, the detection limits of the same proteins in the present CGE system were not significantly deteriorated in serum solutions compared to those in buffer solutions, and the advantage of using time-resolved detection has been shown.

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New Luminescent Europium(III) Chelates for DNA Labeling

Cited by 116 publications

References 45 publications

Highly Luminescent Lanthanide Complexes of 1-Hydroxy-2-pyridinones

Highly Luminescent Lanthanide Complexes of 1-Hydroxy-2-pyridinones

Luminescence Amplification by Enzymatic Eu2+ Oxidation to Eu3+ for Time-Resolved Peroxidase Activity Measurement

Sodium Dodecyl Sulfate Polyacrylamide Slab Gel Electrophoresis and Hydroxyethyl Cellurose Gel Capillary Electrophoresis of Luminescent Lanthanide Chelate-labeled Proteins with Time-Resolved Detection

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