Purification method for the isolation of monophosphate nucleotides from Champagne wine and their identification by mass spectrometry

Aussenac, Jérôme; Chassagne, David; Claparols, Catherine; Charpentier, M.; Duteurtre, B.; Feuillat, M.; Charpentier, Claudine

doi:10.1016/s0021-9673(00)01019-0

Cited by 35 publications

(32 citation statements)

References 26 publications

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“…With nonradiolabeled nucleosides, the reaction was carried out in the same way as above, except that the reaction was stopped by boiling at 100°C or by the addition of 0.5 mM HClO 4 followed by neutralizing with 8 N KOH. The particulate matter was removed by filtration or centrifugation, and the extract was applied to Nucleosil SB silica SAX column (Interchim, Montlucon, France) as described by Aussenac et al (2001) with some modifications. The samples were eluted with a 30-min linear gradient from 7 to 500 mM KH 2 PO 4 (pH 4.0) and followed by 20 min of 500 mM KH 2 PO 4 (pH 4.0) at a flow rate of 2 ml/min.…”

Section: Abbreviationsmentioning

confidence: 99%

Phosphorylation of 4′-thio-β-d-Arabinofuranosylcytosine and Its Analogs by Human Deoxycytidine Kinase

Someya¹,

Shaddix²,

Tiwari³

et al. 2002

J Pharmacol Exp Ther

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4Ј-thio-␤-D-Arabinofuranosylcytosine (T-araC) exhibits excellent in vivo antitumor activity against a variety of solid tumors despite its structural similarity to ␤-D-arabinofuranosylcytosine (araC), an agent which is poorly active against solid tumors in vivo. It is of great interest to elucidate why these compounds show a profound difference in antitumor activity. Because deoxycytidine kinase (dCK) is the critical enzyme in the activation of both compounds, here we report the differences in the substrate characteristics with human dCK between these compounds. The catalytic efficiency (V max /K m ) of araC was 100-fold higher than that of T-araC using either ATP or UTP as the phosphate donor. However, V max values of araC and T-araC were similar when UTP was the phosphate donor. Since UTP is believed to be the true phosphate donor for dCK in intact cells, these data indicated that the rates of phosphorylation of these two compounds at high pharmacologically relevant concentrations would be similar. This prediction was confirmed in intact cell experiments, which supported the hypothesis that UTP is the physiological phosphate donor for dCK phosphorylation in cells. The relative lack of importance of phosphate donor to the phosphorylation of T-araC by dCK revealed important insights into the activation of this compound in human cells at pharmacological doses. These studies indicated that replacement of the 4Ј-oxygen with sulfur significantly reduced the substrate activity of nucleoside analogs with dCK and that the superior activity of T-araC with respect to araC against solid tumors was not due to superior activity with dCK.

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Section: Abbreviationsmentioning

confidence: 99%

Phosphorylation of 4′-thio-β-d-Arabinofuranosylcytosine and Its Analogs by Human Deoxycytidine Kinase

Someya¹,

Shaddix²,

Tiwari³

et al. 2002

J Pharmacol Exp Ther

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“…In particular,t he fluorinated alcohols 2,2,2-trifluoroethanol (TFE) and 1,1,1,3,3,3-hexafluoro-2-propanol (HFIP) can more effectivelye xtract biomolecules, including peptides and proteins,t han aliphatic alcohols, such as EtOH and 2-PrOH. [1][2][3][4] It is known that the secondary structure of peptides and proteins, such as a-helices and b-sheets, can be promoted by the addition of alcohols into their aqueous solutions, [5][6][7] with fluorinated alcohols more strongly promoting the secondary structure than aliphatic alcohols. [8][9][10][11][12] Circular dichroism spectroscopy has shown that HFIP most strongly affects their secondary structure.…”

Section: Introductionmentioning

confidence: 99%

A Study of the Solvation Structure of l‐Leucine in Alcohol–Water Binary Solvents through Molecular Dynamics Simulations and FTIR and NMR Spectroscopy

et al. 2015

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The solvation structures of l-leucine (Leu) in aliphatic-alcohol-water and fluorinated-alcohol-water solvents are elucidated for various alcohol contents by using molecular dynamics (MD) simulations and IR, and (1) H and (13) C NMR spectroscopy. The aliphatic alcohols included methanol, ethanol, and 2-propanol, whereas the fluorinated alcohols were 2,2,2-trifluoroethanol and 1,1,1,3,3,3-hexafluoro-2-propanol. The MD results show that the hydrophobic alkyl moiety of Leu is surrounded by the alkyl or fluoroalkyl groups of the alcohol molecules. In particular, TFE and HFIP significantly solvate the alkyl group of Leu. IR spectra reveal that the Leu C-H stretching vibration blueshifts in fluorinated alcohol solutions with increasing alcohol content, whereas the vibration redshifts in aliphatic alcohol solutions. When the C-H stretching vibration blueshifts in the fluorinated alcohol solutions, the hydrogen and carbon atoms of the Leu alkyl group are magnetically shielded. Consequently, TFE and HFIP molecules may solvate the Leu alkyl group through the blue-shifting hydrogen bonds.

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“…Isomers were discriminated by the two approaches, but the specificity of multiple-stage experiments may be an advantage for the analysis of a mixture that contained co-eluting metabolites. LC-ESI-MS n has been applied to analyze metabolites in several different matrices: identification and determination of nucleosides in rat brain microdialysates (Zhu et al, 2001); semi-quantification of monophosphate nucleotides in wine (Aussenac et al, 2001); quantification of metabolites involved in purine and pyrimidine metabolism defects in urine (Ito et al, 2000); and quantification of underivatized amino acids in blood (Qu et al, 2002). Finally, there are several examples on targeted analysis for medical diagnosis, using LC-MS (Yu, Cui, & Davis, 1999;Ito et al, 2000).…”

Section: Lc-ms For Target Analysismentioning

confidence: 99%

Mass spectrometry in metabolome analysis

Villas‐Bôas

Mas

Åkesson

et al. 2004

Mass Spectrometry Reviews

554

419

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In the post-genomic era, increasing efforts have been made to describe the relationship between the genome and the phenotype in cells and organisms. It has become clear that even a complete understanding of the state of the genes, messages, and proteins in a living system does not reveal its phenotype. Therefore, researchers have started to study the metabolome (or the metabolic complement of functional genomics). Within this context, mass spectrometry (MS) has increasingly occupied a central position in the methodologies developed for determination of the metabolic state. This review is mainly focused on the status of MS in the metabolome field, trying to direct the reader to the main approaches for analysis of metabolites, reviewing basic methodologies in sample preparation, and the most recent MS techniques introduced. Apart from the description of the different methods, this review will try to state a general comparison between the several different techniques that involve MS and metabolite analysis, and will highlight their limitations and preferred applicability.

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Purification method for the isolation of monophosphate nucleotides from Champagne wine and their identification by mass spectrometry

Cited by 35 publications

References 26 publications

Phosphorylation of 4′-thio-β-d-Arabinofuranosylcytosine and Its Analogs by Human Deoxycytidine Kinase

Phosphorylation of 4′-thio-β-d-Arabinofuranosylcytosine and Its Analogs by Human Deoxycytidine Kinase

A Study of the Solvation Structure of l‐Leucine in Alcohol–Water Binary Solvents through Molecular Dynamics Simulations and FTIR and NMR Spectroscopy

Mass spectrometry in metabolome analysis

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