Direct chemical modification and voltammetric detection of glycans in glycoproteins

Trefulka, Mojmír; Paleček, Emil

doi:10.1016/j.elecom.2014.08.011

Cited by 26 publications

(12 citation statements)

References 27 publications

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“…Recently, it has been shown 702 that by using Os(VI)L complexes, glycans can be modified directly in glycoproteins and detected voltammetrically at carbon electrodes (Figure 31 A). Using square wave voltammetry and pyrolytic graphite electrode, linear dependence of peak heights on Os(VI)temed-modified avidin concentration was obtained between 100 nM and 1 μM (Figure 31 B).…”

Section: Electrochemical Analysis Of Glycoproteinsmentioning

confidence: 99%

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Electrochemistry of Nonconjugated Proteins and Glycoproteins. Toward Sensors for Biomedicine and Glycomics

Paleček

Tkáč²,

Bartošík³

et al. 2015

Chem. Rev.

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289

276

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Section: Electrochemical Analysis Of Glycoproteinsmentioning

confidence: 99%

Section: Electrochemical Analysis Of Glycoproteinsmentioning

confidence: 99%

Electrochemistry of Nonconjugated Proteins and Glycoproteins. Toward Sensors for Biomedicine and Glycomics

Paleček

Tkáč²,

Bartošík³

et al. 2015

Chem. Rev.

Self Cite

289

276

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“…Due to the presence of the osmium atom, the adducts exhibit well‐pronounced electrochemical and electrocatalytic activity . Both reactions have thus been utilized to introduce electroactive labels into biomacromolecules containing natural target moieties, such as pyrimidine nucleobases in nucleic acids (NA) or sugar residues at the 3′‐OH terminus of RNA, in polysaccharides and glycoproteins .…”

Section: Introductionmentioning

confidence: 99%

Butylacrylate‐nucleobase Conjugates as Targets for Two‐step Redox Labeling of DNA with an Osmium Tetroxide Complex

et al. 2017

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Modification of nucleic acids with osmium tetroxide reagents (Os,L, such as OsO4,2,2′‐bipyridine, Os,bpy) has been applied in redox DNA labeling, in probing DNA structure as well as in studies of DNA interactions with other molecules. In natural DNA, primarily thymine residues form adducts with the Os,bpy in a structure selective manner. In this paper we introduce a new two‐step technique of DNA modification with the electroactive Os,bpy, consisting in enzymatic construction of DNA bearing butyl acrylate (BA) moieties attached to uracil at C5 or to 7‐deaza adenine at C7, followed by chemical modification of a reactive C=C double bond in the acrylate residue. We demonstrate a facile modification of the BA conjugates in both single‐ and double‐stranded (ds) DNA under conditions when modification within the nucleobase rings in ds DNA is hindered. Various DNA−Os,bpy adducts can easily be analyzed electrochemically and distinguished by different redox potentials. The two‐step procedure appears to be applicable in osmium redox labelling of ds DNA.

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“…In the last work, they modified glycoproteins with osmium (VI) complexes (bipy and N,N,N′,N′‐tetramethylethylenediamine (tmen)) . Os(VI) complex reacts with hydrosyl groups from glycans to form a stable adduct (see Fig.…”

Section: Applications Of Electrochemical Derivatization Reagents For mentioning

confidence: 99%

Derivatization agents for electrochemical detection in amino acid, peptide and protein separations: The hidden electrochemistry?

2017

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In proteomics and clinical analysis, LIF and MS are the most used detectors coupled to separation techniques. MS offers good sensitivity and analyte identification ability but, as counterbalance, it is expensive and it needed background electrolytes compatible with mass spectrometers. LIF detection offers the highest sensitivity but, in general, proteins, peptides and amino acids are not fluorescents so it is necessary the use of fluorescence tags. This fact hindered the potential sensitivity of LIF detection due to the difficulty of labeling analytes at extremely low concentrations. In the context of micro- and nanofluidics, electrochemical detection (ED) is an excellent alternative to LIF and MS because it offers several advantages such as easy miniaturization, simpler methods, lower cost and high sensitivity in spite of decreasing the electrode size and sample volume. Among ED techniques, amperometric detection (AD and PAD) are the most used. The problem is that the sensitivity is not enough for the majority of proteomics and clinical applications. To overcome this handicap, electrochemical derivatization reagents have been employed with excellent results allowing limits of detection in nanomolar range. This review surveys all papers related to electrochemical derivatization reagents employed for amino acids, peptides and proteins in separation techniques. Additionally, we highlight the possibilities of this electrochemical tags in the context of micro- and nano- separation techniques and showed potential electrochemical tags which could be employed in the near future for proteomics applications.

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Direct chemical modification and voltammetric detection of glycans in glycoproteins

Cited by 26 publications

References 27 publications

Electrochemistry of Nonconjugated Proteins and Glycoproteins. Toward Sensors for Biomedicine and Glycomics

Electrochemistry of Nonconjugated Proteins and Glycoproteins. Toward Sensors for Biomedicine and Glycomics

Butylacrylate‐nucleobase Conjugates as Targets for Two‐step Redox Labeling of DNA with an Osmium Tetroxide Complex

Derivatization agents for electrochemical detection in amino acid, peptide and protein separations: The hidden electrochemistry?

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