Switchable lanthanide luminescent binary probes in efficient single nucleotide mismatch discrimination

Karhunen, Ulla; Malmi, Eeva; Brunet, Ernesto; Rodríguez‐Ubis, Juan Carlos; Soukka, Tero

doi:10.1016/j.snb.2015.01.092

Cited by 3 publications

(3 citation statements)

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“…The selective reactivity of fluorine atoms related to bromine has opened the possibility of a first orthogonal approximation to nonsymmetrical 4-substituted 2,6-bipyrazole ( bppy ), 2,6-biindazole ( bipy ), and 2-indazole-6-pyrazolepyridine ( ippy ) frameworks, which is applied in the preparation of lanthanide luminescent complexes. We are interested in these kinds of complexes for the development of a switchable lanthanide-based bioassay for DNA recognition [ 33 ].…”

Section: Resultsmentioning

confidence: 99%

An Orthogonal Synthetic Approach to Nonsymmetrical Bisazolyl 2,4,6-Trisubstituted Pyridines

et al. 2022

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A three-step synthetic route giving access to nonsymmetrical bisazolyl 2,4,6-trisubstituted pyridines with different substituents on the pyrazole, indazole, and pyridine heterocycles is described. From the readily available 4-bromo-2,6-difluoropyridine, both fluorine atoms allow for easy selective stepwise substitution, and the bromine atom provides easy access to additional functionalities through both Suzuki and Sonogashira Pd(0) cross-coupling reactions. These synthons represent optimal structures as building blocks in complexation and metalloorganic structures for the tuning of their chelating and photophysical properties.

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Section: Resultsmentioning

confidence: 99%

An Orthogonal Synthetic Approach to Nonsymmetrical Bisazolyl 2,4,6-Trisubstituted Pyridines

et al. 2022

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“…1B,C), which exceeds that of the instantaneous probes currently used for nucleic acid analysis. [2, 3c, 7] Importantly, the increase in fluorescence was observed immediately after addition of analytes (Fig. 2A).…”

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confidence: 92%

“…Split (binary) hybridization probes have attracted significant attention due to their high selectivity in recognition of nucleic acids at ambient temperatures, [2, 7, 8] which otherwise is difficult to achieve. In split probe design, one of the analyte-binding arms can be short (7–9 nucleotides in this study, see SI for more details) to form stable hybrid only with a perfectly matched sequence, while the entire recognition site remains long (e.g.…”

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confidence: 99%

Split Spinach Aptamer for Highly Selective Recognition of DNA and RNA at Ambient Temperatures

Kikuchi

Kolpashchikov

2016

ChemBioChem

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Split spinach aptamer (SSA) probes for fluorescent analysis of nucleic acids were designed and tested. In SSA design, two RNA or RNA/DNA strands hybridized to a specific nucleic acid analyte and formed a binding site for DFHBI dye, which was accompanied by up to 270-fold increase in fluorescence. The major advantage of the SSA probe over state-of-the art fluorescent probes is high selectivity: it produces only the background fluorescence in the presence of single base mismatched analyte even at room temperature. SSA is a promising tool for label-free analysis of nucleic acids at ambient temperatures.

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A 365 nm UV LED-excitable antenna ligand for switchable lanthanide luminescence

Lahdenperä

Wang

Vainio

et al. 2017

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The time-resolved luminescence of lanthanide complexes is a highly sensitive and widely used bioassay technology for clinical diagnostics. With the time-resolved luminescence detection the naturally occurring autofluorescence of biological matrices, solid supports and plastics can be avoided. A major drawback of the current technique is that the luminescent lanthanide labels require ultraviolet (UV) excitation, typically shorter than 360 nm, which is strongly absorbed and can damage living biological systems. The lack of cost-efficient high power solid state excitation light sources for UV excitation further limits the development of low-cost and more compact measurement instruments for time-resolved luminescence and the potential use of lanthanide luminescence in different applications. Switchable lanthanide luminescence is a binary probe technology that inherently enables a high signal modulation in a separation-free detection of targets. The intrinsically luminescent lanthanide chelate is split into two nonluminescent moieties, a lanthanide ion carrier chelate and a light harvesting antenna ligand, each of which can be attached to a separate molecular probe. A luminescent lanthanide complex is formed only when the two probes bind adjacently to the target molecule. Herein we describe a new 365 nm excitable antenna ligand (AL360) for switchable lanthanide luminescence of europium(iii) (Eu) that would enable the use of 365 nm light emitting diodes (LEDs) as an excitation light source for time-resolved fluorescence imaging and detection. With the acquired subpicomolar assay sensitivity it would be applicable for solution or surface arrays and UV LED microscopy.

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Switchable lanthanide luminescent binary probes in efficient single nucleotide mismatch discrimination

Cited by 3 publications

References 36 publications

An Orthogonal Synthetic Approach to Nonsymmetrical Bisazolyl 2,4,6-Trisubstituted Pyridines

An Orthogonal Synthetic Approach to Nonsymmetrical Bisazolyl 2,4,6-Trisubstituted Pyridines

Split Spinach Aptamer for Highly Selective Recognition of DNA and RNA at Ambient Temperatures

A 365 nm UV LED-excitable antenna ligand for switchable lanthanide luminescence

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