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Uridine Monophosphate (uridine + monophosphate)

Distribution by Scientific Domains
Chemistry80%

Selected Abstracts

Distinct Hydroxy-Radical-Induced Damage of 3,-Uridine Monophosphate in RNA: A Theoretical Study

CHEMISTRY - A EUROPEAN JOURNAL, Issue 10 2009
bo Zhang Dr.
Abstract Cutting ties: Strand scission and base release in hydroxy-radical adducts of 3,-uridine monophosphate (UMP) have been explored by using density functional theory. The presence of the ribose 2,-OH group and the resultant formation of low-barrier hydrogen bonds with oxygen atoms of the 3,-phosphate linkage are highly important for hydrogen transfer and the subsequent bond-breakage reactions (see picture). RNA strand scission and base release in 3,-uridine monophosphate (UMP), induced by OH radical addition to uracil, is studied at the DFT B3LYP/6-31+G(d,p) level in the gas phase and in solution. In particular, the mechanism of hydrogen-atom transfer subsequent to radical formation, from C2, on the sugar to the C6 site on the base, is explored. The barriers of (C2,-)H2,a abstraction by the C6 radical site range from 11.2 to 20.0,kcal,mol,1 in the gas phase and 14.1 to 21.0,kcal,mol,1 in aqueous solution, indicating that the local surrounding governs the hydrogen-abstraction reaction in a stereoselective way. The calculated N1C1, (N1,glycosidic bond) and ,-phosphate bond strengths show that homolytic and heterolytic bond-breaking processes are largely favored in each case, respectively. The barrier for ,-phosphate bond rupture is approximately 3.2,4.0,kcal,mol,1 and is preferred by 8,12,kcal,mol,1 over N1,glycosidic bond cleavage in both the gas phase and solution. The ,-phosphate bond-rupture reactions are exothermal in the gas phase and solution, whereas N1C1, bond-rupture reactions require both solvation and thermal corrections at 298,K to be energetically favored. The presence of the ribose 2,-OH group and its formation of low-barrier hydrogen bonds with oxygen atoms of the 3,-phosphate linkage are highly important for hydrogen transfer and the subsequent bond-breakage reactions. [source]

Predicting the NMR spectra of nucleotides by DFT calculations: cyclic uridine monophosphate

MAGNETIC RESONANCE IN CHEMISTRY, Issue 6 2008
Alessandro Bagno
Abstract We present an experimental and quantum chemical NMR study of the mononucleotide cyclic uridine monophosphate in water. Spectral parameters (1H and 13C chemical shifts and 1H1H, 13C1H, 31P13C and 31P1H spin-spin coupling constants) have been carefully obtained experimentally and calculated using DFT methods including the solvent effect and the conformational flexibility of the solute. This study confirms that the 1H and 13C spectra of polar, flexible molecules in aqueous solution can be predicted with a high level of accuracy, comparable to that obtained for less complex systems. Copyright © 2008 John Wiley & Sons, Ltd. [source]

Dietary nucleotide supplementation enhances growth and immune responses of grouper, Epinephelus malabaricus

AQUACULTURE NUTRITION, Issue 2 2009
Y.-H. LIN
Abstract Basal diet containing 0.5, 1.0, 1.5 and 2.0 g kg,1 mixture of inosine monophosphate (IMP), adenosine monophosphate (AMP), guanosine monophosphate (GMP), uridine monophosphate (UMP) and cytidine monophosphate (CMP) (1 : 1 : 1 : 1 : 1) (mixed-NT; Experiment 1) and 1.5 g kg,1 from each nucleotides and mixed-nucleotides (NT; Experiment 2) were fed to triplicate groups of grouper for 8 weeks. Basal diet without NT was used as control in both Experiments. In Experiment 1, fish fed the diet with 1.5 g mixed-NT kg,1 had higher (P < 0.05) weight gain (WG) than the control group. The superoxide anion (O2,) production ratio was higher in fish fed diets with 1.0,1.5 g mixed-NT kg,1 than the fish fed diets with ,0.5 g mixed-NT kg,1. In Experiment 2, fish fed diets with nucleotides had higher WG than the control group. The O2, production ratio was higher in fish fed the diet with 1.5 g AMP kg,1, followed by fish fed diets with 1.5 g UMP and mixed-NT kg,1, and lowest in the control group. These results suggest that growth and immune responses were enhanced in grouper fed diet with 1.5 g mixed-NT kg,1 diet. Diet with 1.5 g kg,1 of AMP seems to be more beneficial on the immune responses in fish than other nucleotides. [source]

Distinct Hydroxy-Radical-Induced Damage of 3,-Uridine Monophosphate in RNA: A Theoretical Study

CHEMISTRY - A EUROPEAN JOURNAL, Issue 10 2009
bo Zhang Dr.
Abstract Cutting ties: Strand scission and base release in hydroxy-radical adducts of 3,-uridine monophosphate (UMP) have been explored by using density functional theory. The presence of the ribose 2,-OH group and the resultant formation of low-barrier hydrogen bonds with oxygen atoms of the 3,-phosphate linkage are highly important for hydrogen transfer and the subsequent bond-breakage reactions (see picture). RNA strand scission and base release in 3,-uridine monophosphate (UMP), induced by OH radical addition to uracil, is studied at the DFT B3LYP/6-31+G(d,p) level in the gas phase and in solution. In particular, the mechanism of hydrogen-atom transfer subsequent to radical formation, from C2, on the sugar to the C6 site on the base, is explored. The barriers of (C2,-)H2,a abstraction by the C6 radical site range from 11.2 to 20.0,kcal,mol,1 in the gas phase and 14.1 to 21.0,kcal,mol,1 in aqueous solution, indicating that the local surrounding governs the hydrogen-abstraction reaction in a stereoselective way. The calculated N1C1, (N1,glycosidic bond) and ,-phosphate bond strengths show that homolytic and heterolytic bond-breaking processes are largely favored in each case, respectively. The barrier for ,-phosphate bond rupture is approximately 3.2,4.0,kcal,mol,1 and is preferred by 8,12,kcal,mol,1 over N1,glycosidic bond cleavage in both the gas phase and solution. The ,-phosphate bond-rupture reactions are exothermal in the gas phase and solution, whereas N1C1, bond-rupture reactions require both solvation and thermal corrections at 298,K to be energetically favored. The presence of the ribose 2,-OH group and its formation of low-barrier hydrogen bonds with oxygen atoms of the 3,-phosphate linkage are highly important for hydrogen transfer and the subsequent bond-breakage reactions. [source]