Highly bright avidin-based affinity probes carrying multiple lanthanide chelates

Wirpsza, Laura; Pillai, Shyamala; Batish, Mona; Marras, Salvatore A. E.; Krasnoperov, Lev N.; Mustaev, Arkady

doi:10.1016/j.jphotobiol.2012.07.001

Cited by 6 publications

(10 citation statements)

References 17 publications

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“…This effect was less pronounced with the Tb 3+ -based probes 14 and 16 . The same quenching effect we observed upon attachment of corresponding isothiocyano-reactive probes to avidin (19). …”

Section: Resultssupporting

confidence: 81%

“…3, and IX of Fig. 4) obtained in our previous studies (16, 19). In the present research we were able to significantly improve the yield for compound III .…”

Section: Resultssupporting

confidence: 55%

“…All experiments including lanthanide complexes preparation and using thereof were performed either in glassware washed with mixed acid solution and rinsed with metal-free water, or in metal-free plasticware purchased from Biorad. Fluorescent intermediates used for the probes synthesis have been described in (17–19). Probe numbering (Fig.…”

Section: Methodsmentioning

confidence: 99%

“…Previously, we described new amine-reactive isothiocyano-derivatives of cs124 and cs124CF 3 -based lanthanide probes (16–19). Our current study was aimed at the design of simple synthetic protocols for corresponding thiol-reactive derivatives.…”

Section: Introductionmentioning

confidence: 99%

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New quinolone-based thiol-reactive lanthanide luminescent probes

Wirpsza

Krasnoperov

Mustaev³

2013

Journal of Photochemistry and Photobiology A: Chemistry

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Luminescent lanthanide ion complexes are distinguished by unique light emitting properties that enable both highly sensitive detection of lanthanide labels attached to biomolecules and contrast imaging of various micro objects (cells, nanoparticles, etc.). Previously, we synthesized amine-reactive cs124-based luminescent lanthanide chelates with improved brightness and metal retention. Here we report the synthesis of new thiol-reactive derivatives of the same compounds including bromoacetamido-, and maleimido- forms of cs124 and cs124CF3 fluorophores. Maleimido-compounds displayed exceptional reactivity instantaneously coupling to thiols at physiological conditions at micromolar probes concentrations. Surprisingly, they displayed strong quenching by adjacent maleimido-group, which was completely eliminated after reaction with thiols, thereby enabling their simple detection by monitoring the light emission of the reaction mixture. This reaction can be used for hyper-sensitive determination of biologically important sulphydryl compounds (e.g. glutathione, co-enzyme A, etc.) in time-resolved mode.

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Section: Resultssupporting

confidence: 81%

“…3, and IX of Fig. 4) obtained in our previous studies (16, 19). In the present research we were able to significantly improve the yield for compound III .…”

Section: Resultssupporting

confidence: 55%

Section: Methodsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 2 more Smart Citations

New quinolone-based thiol-reactive lanthanide luminescent probes

Wirpsza

Krasnoperov

Mustaev³

2013

Journal of Photochemistry and Photobiology A: Chemistry

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“…Further development of fluorogenic ultra-bright probes for enzyme-free SNP sensing might benefit from new chemical substances and biotechnological approaches. Herein, sensor probes could be based on recently introduced super-bright bioorthogonal BODIPY-tetrazine dyes [61], new intercalator dyes such as Eva Green [62], nanomaterials modified with PAH-LNA/DNA probes [63] and lanthanide ions [64].…”

Section: Discussionmentioning

confidence: 99%

Toward Non-Enzymatic Ultrasensitive Identification of Single Nucleotide Polymorphisms by Optical Methods

Astakhova¹

2014

Chemosensors

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Single nucleotide polymorphisms (SNPs) are single nucleotide variations which comprise the most wide spread source of genetic diversity in the genome. Currently, SNPs serve as markers for genetic predispositions, clinically evident disorders and diverse drug responses. Present SNP diagnostics are primarily based on enzymatic reactions in different formats including sequencing, polymerase-chain reaction (PCR) and microarrays. In these assays, the enzymes are applied to address the required sensitivity and specificity when detecting SNP. On the other hand, the development of enzyme-free, simple and robust SNP sensing methods is in a constant focus in research and industry as such assays allow rapid and reproducible SNP diagnostics without the need for expensive equipment and reagents. An ideal method for detection of SNP would entail mixing a DNA or RNA target with a probe to directly obtain a signal. Current assays are still not fulfilling these requirements, although remarkable progress has been achieved in recent years. In this review, current SNP sensing approaches are described with a main focus on recently introduced direct, enzyme-free and ultrasensitive SNP sensing by optical methods.

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Simple no-chromatography procedure for amine-reactive Eu3+ luminescent chelates optimal for bioconjugation

Pillai

Krasnoperov²,

Mustaev³

2013

Journal of Photochemistry and Photobiology A: Chemistry

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Lanthanide ions luminescence has long life time enabling highly sensitive detection in time-gated mode. The synthesis of reactive lanthanide probes for covalent labeling of the objects of interest is cumbersome task due to the large size of the probes, complex multi-step procedures and the presence of sensitive groups, which often prevents introduction of reactive cross-linking functions optimal for conjugation. We suggest simple synthetic protocol for luminescent europium chelates based on serendipitous reaction yielding acylating compounds, whose reactivity is comparable to that of commonly used N-hydroxysuccinimide (NHS) esters. The probes react with proteins at pH 7.0 within several minutes at ambient temperature displaying high coupling efficiency. The resulting conjugates survive electrophoretic separation under denaturing conditions, which makes the labels useful in proteomic studies that rely on high detection sensitivity.

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Highly bright avidin-based affinity probes carrying multiple lanthanide chelates

Cited by 6 publications

References 17 publications

New quinolone-based thiol-reactive lanthanide luminescent probes

New quinolone-based thiol-reactive lanthanide luminescent probes

Toward Non-Enzymatic Ultrasensitive Identification of Single Nucleotide Polymorphisms by Optical Methods

Simple no-chromatography procedure for amine-reactive Eu3+ luminescent chelates optimal for bioconjugation

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