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Searching for Electrochemical Reduction Mechanism of Azidophenyl DNA Labels
Daňhel, Aleš; Trošanová, Zuzana; Balintová, Jana; Hocek, Michal; Fojta, Miroslav
2014 - anglický
This contribution brings new information to sporadic scientific results concerned to electrochemical reduction of aromatic azides. Selected compounds used as perspective DNA labels or their structural constituents such as, 4-azidophenyltrifluoroboronic acid, 4-azidophenyl modified deoxycytidine and next probable analogous compounds and/or products of their reduction, were voltammetrically studied and compared to each other in order to reveal a mechanism of their electrochemical reduction at mercury electrodes in aqueous media. Preliminary results obtained by cyclic voltammetry at mercury and carbon based electrodes and by mass spectrometry of the products isolated from batch electrolysis on mercury pool by preparative chromatography are discussed.
Klíčová slova:
aromatic azides; DNA labels; mercury electrode; reduction mechanism; voltammetry
Plné texty jsou dostupné na jednotlivých ústavech Akademie věd ČR.
Searching for Electrochemical Reduction Mechanism of Azidophenyl DNA Labels
This contribution brings new information to sporadic scientific results concerned to electrochemical reduction of aromatic azides. Selected compounds used as perspective DNA labels or their structural ...
Sulfur-containing phosphonate monomers for oligonucleotide synthesis
Kostov, Ondřej; Zborníková, Eva; Buděšínský, Miloš; Novák, Pavel; Rosenberg, Ivan
2014 - anglický
A series of novel compounds, protected S-MOP nucleoside-5’-O-methylphosphonothioates, was prepared as monomers for solid phase synthesis of phosphonothioate oligonucleotides. In addition we have examined the synthetic potential of nucleoside-5’-O-methyl-(H)-phosphinates for phosphonate oligonucleotide assembly.
Klíčová slova:
S-MOP; oligonucleotides
Plné texty jsou dostupné na jednotlivých ústavech Akademie věd ČR.
Sulfur-containing phosphonate monomers for oligonucleotide synthesis
A series of novel compounds, protected S-MOP nucleoside-5’-O-methylphosphonothioates, was prepared as monomers for solid phase synthesis of phosphonothioate oligonucleotides. In addition we have ...
Vinyl-modified DNA and its cleavage by restriction endonucleases
Mačková, Michaela; Hocek, Michal
2014 - anglický
Three types of vinyl modified nucleoside triphosphates (dNVTPs) were prepared by single step aqueous Suzuki- Miyaura cross-coupling reaction of halogenated 2’-deoxynucleotides with vinyltrifluoroborate. These dNVTPs were enzymatically incorporated into DNA in Primer extension experiments and Polymerase chain reaction. Primer extension products were then tested for cleavage by series of type II restriction enzymes and the results were compared with a cleavage of ethynyl-modified DNA.
Klíčová slova:
dNVTPs; DNA; cross-coupling reaction
Plné texty jsou dostupné na jednotlivých ústavech Akademie věd ČR.
Vinyl-modified DNA and its cleavage by restriction endonucleases
Three types of vinyl modified nucleoside triphosphates (dNVTPs) were prepared by single step aqueous Suzuki- Miyaura cross-coupling reaction of halogenated 2’-deoxynucleotides with ...
Enzymatic decomposition of a locked nucleoside phosphoramidate monitored by 31P NMR spectroscopy
Procházková, Eliška; Hřebabecký, Hubert; Nencka, Radim; Dračínský, Martin
2014 - anglický
Phosphoramidate derivatives are often used as prodrugs of modified nucleosides. The crucial step for the biologically active compound release in cells is then enzymatic hydrolysis of the phosphoramidate derivative. The enzymatic decomposition of a nucleoside prodrug 1 was monitored using 31P NMR spectroscopy and the structure of the reaction products was determined by 1D and 2D (COSY, HSQC, HMBC) NMR experiments and compared with the products obtained with non-enzymatic hydrolysis of the prodrug.
Klíčová slova:
phosphoramidate derivatives; enzymatic hydrolysis; NMR spectroscopy
Plné texty jsou dostupné na jednotlivých ústavech Akademie věd ČR.
Enzymatic decomposition of a locked nucleoside phosphoramidate monitored by 31P NMR spectroscopy
Phosphoramidate derivatives are often used as prodrugs of modified nucleosides. The crucial step for the biologically active compound release in cells is then enzymatic hydrolysis of the ...
Novel conformationally locked nucleosides and nucleotides based on bicyclo[3.2.1]octane scaffold as a pseudosugar moiety
Šála, Michal; Dejmek, Milan; Procházková, Eliška; Hřebabecký, Hubert; Rybáček, Jiří; Dračínský, Martin; Novák, Pavel; Rosenbergová, Šárka; Fukal, J.; Sychrovský, Vladimír; Rosenberg, Ivan; Nencka, Radim
2014 - anglický
A route to a series of novel carbocyclic nucleosides locked in North conformation with bicyclo[3.2.1]octane scaffold was developed. Prepared nucleosides served as a starting material for the synthesis of modified oligomers [d(GCATATCAC), r(GCAUAUCAC), and A9]. Biological effects of the prepared nucleosides as well as the hybridization properties of the appropriate duplexes were evaluated.
Klíčová slova:
locked nucleosides; LNA
Plné texty jsou dostupné na jednotlivých ústavech Akademie věd ČR.
Novel conformationally locked nucleosides and nucleotides based on bicyclo[3.2.1]octane scaffold as a pseudosugar moiety
A route to a series of novel carbocyclic nucleosides locked in North conformation with bicyclo[3.2.1]octane scaffold was developed. Prepared nucleosides served as a starting material for the ...
Bi-substrate inhobitors of human pyrimidine 5’-nucleosidases
Šimák, Ondřej; Pachl, Petr; Jandušík, T.; Brynda, Jiří; Buděšínský, Miloš; Rosenberg, Ivan
2014 - anglický
The work is aimed at the synthesis of bi-substrate inhibitors of 5’-nucleosidases. The pyrimidine nucleobase of lead compound was derivatized in the 5-position with various phosphonic acids differing in conformational flexibility and in the length of alkyl side chain carrying phosphonate group. The phosphonic acid with optimal linker can reach the phosphate binding side and make strong interaction with the enzyme. Inhibition activity of such inhibitors and crystal structure of inhibitor-enzyme complex will be presented.
Klíčová slova:
5’-nucleosidases; NPAs; bi-substrate inhibitors
Plné texty jsou dostupné na jednotlivých ústavech Akademie věd ČR.
Bi-substrate inhobitors of human pyrimidine 5’-nucleosidases
The work is aimed at the synthesis of bi-substrate inhibitors of 5’-nucleosidases. The pyrimidine nucleobase of lead compound was derivatized in the 5-position with various phosphonic acids differing ...
Synthesis and biological activity of thiophene fused 7-deazapurine ribonucleosides
Tichý, Michal; Hocek, Michal
2014 - anglický
A series of thieno[2’,3’:4,5]pyrrolo[2,3-d]pyrimidine ribonucleosides bearing various alkyl, amino or hetaryl groups in position 4 has been prepared and all compounds have been tested for cytostatic and antiviral activities (HCV and Dengue viruses).
Klíčová slova:
nucleosides; cytostatics; 7-deazapurine ribonucleosides
Plné texty jsou dostupné na jednotlivých ústavech Akademie věd ČR.
Synthesis and biological activity of thiophene fused 7-deazapurine ribonucleosides
A series of thieno[2’,3’:4,5]pyrrolo[2,3-d]pyrimidine ribonucleosides bearing various alkyl, amino or hetaryl groups in position 4 has been prepared and all compounds have been tested for cytostatic ...
Analysis and characterization of antimicrobial peptides by capillary electrophoresis
Tůmová, Tereza; Monincová, Lenka; Čeřovský, Václav; Kašička, Václav
2014 - anglický
Capillary electrophoresis has been employed for quantitative and qualitative analysis, separation and characterization of antimicrobial peptides – halictines. In addition to purity degree of synthetic peptides, also their effective and ionic mobilities and charges within a wide pH range were determined.
Klíčová slova:
capillary electrophoresis; halictines; physico-chemical parameters
Plné texty jsou dostupné na jednotlivých ústavech Akademie věd ČR.
Analysis and characterization of antimicrobial peptides by capillary electrophoresis
Capillary electrophoresis has been employed for quantitative and qualitative analysis, separation and characterization of antimicrobial peptides – halictines. In addition to purity degree of synthetic ...
Development and applications of ionization techniques in ambient mass spectrometry
Rejšek, Jan; Vrkoslav, Vladimír; Cvačka, Josef
2014 - anglický
Ambient mass spectrometry is a sharply developing subject area. Desorption electrospray ionization (DESI) and desorption atmospheric pressure photoionization (DAPPI) are two types of ionization techniques in the ambient mass spectometry. Herein, they were investigated in two research areas: (1) TLC analysis. (2) Localization of insect defense glands.
Klíčová slova:
ambient mass spectrometry; desorption electrospray ionization; desorption atmospheric pressure photoionization; thin-layer chromatography; insect defense compounds; mass spectrometry imaging
Plné texty jsou dostupné na jednotlivých ústavech Akademie věd ČR.
Development and applications of ionization techniques in ambient mass spectrometry
Ambient mass spectrometry is a sharply developing subject area. Desorption electrospray ionization (DESI) and desorption atmospheric pressure photoionization (DAPPI) are two types of ionization ...
Voltammetric Behavior of 4-Aminophthalimide Label using Hanging Mercury Drop Electrode
Ferenčíková, Z.; Daňhel, Aleš; Riedl, Jan; Hocek, Michal; Fojta, Miroslav
2014 - anglický
4-aminophthalimide (API), covalently attached to nucleotide (dCTP or dATP) has recently beendesigned as a fluorescent label for the detection of DNA-protein interaction. However API is electrochemically reducible and therefore it is possible to use alternatively the API-modified nuclotides as DNA redox labels. The electrochemical behavior of labeled nucleotides and labeled DNA was studied using cyclic voltammetry and transfer stripping cyclic voltammetry at hanging mercury drop electrode. Observed CVs showed irreversible reduction signals of 4-aminophthalimide label without production of consequently oxidizable/reducible species.
Klíčová slova:
labeled nucleotide; 4-aminophthalimide; primer extension; DNA; hanging mercury drop electrode; voltammetry
Plné texty jsou dostupné na jednotlivých ústavech Akademie věd ČR.
Voltammetric Behavior of 4-Aminophthalimide Label using Hanging Mercury Drop Electrode
4-aminophthalimide (API), covalently attached to nucleotide (dCTP or dATP) has recently beendesigned as a fluorescent label for the detection of DNA-protein interaction. However API is ...
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