24897-50-5Relevant academic research and scientific papers
Nucleic acid bases studed by matrix isolation vibrational spectroscopy: uracil and deuterated uracils
Barnes, A. J.,Stuckey, M. A.,Gall, L. Le
, p. 419 - 432 (1984)
A vibrational assignment of the isolated uracil molecule is presented, based on i.r. and Raman spectra of uracil trapped in argon and nitrogen matrices and i.r. spectra of seven deuterated derivatives of uracil isolated in argon matrices.The observed spectra agree well with previous quantumm mechanical calculations.The relationships observed between the monomer bands, bands due to associated uracil in argon matrices and the spectrum of the pure solid lead to a revised vibrational assignment for uracil in the solid phase.As well as large shifts in the NH stretching and out-of-plane bending modes between the monomer and the hydrogen-bonded solid, many other bands show appreciable shifts as a consequence of the extensive mixing of the NH in-plane bending modes with the CH in-plane bending and ring stretching modes.The spectrum of the associated uracil species in matrices suggests that it is a cyclic dimer linked by C2=O...H-N1 hydrogen bonds.
Biogenesis of the unique 4′,5′-dehydronucleoside of the uridyl peptide antibiotic pacidamycin
Ragab, Amany E.,Grueschow, Sabine,Tromans, Daniel R.,Goss, Rebecca J. M.
supporting information; experimental part, p. 15288 - 15291 (2011/11/11)
The pacidamycins belong to a class of antimicrobial nucleoside antibiotics that act by inhibiting the clinically unexploited target translocase I, a key enzyme in peptidoglycan assembly. As with other nucleoside antibiotics, the pacidamycin 4′,5′-dehydronucleoside portion is an essential pharmacophore. Here we show that the biosynthesis of the pacidamycin nucleoside in Streptomyces coeruleorubidus proceeds through three steps from uridine. The transformations involve oxidation of the 5′-alcohol by Pac11, transamination of the resulting aldehyde by Pac5, and dehydration by the Cupin-domain protein Pac13.
Isotopic exchange of hydrogen at C-5 in pyrimidine derivatives: tautomers with an sp3-hybridised C-5 carbon atom
Dracinsky, Martin,Holy, Antonin,Jansa, Petr,Kovackova, Sona,Budesinsky, Milos
experimental part, p. 4117 - 4122 (2009/12/26)
The proton-to-deuterium exchange reaction of the hydrogen atom, at the 5-position of 1.5 pyrimidine derivatives has been studied, The exchange proceeds under both acidic and alkaline conditions, Under acidic conditions, the mechanism involves protonation
HOMOGENEOUS HYDROGENOLYSIS OF THE C-I BOND; PREPARATION OF 2H>URACIL
Rocek, Josef,Svata, Vladimir,Leseticky, Ladislav
, p. 1244 - 1248 (2007/10/02)
Reductive dehalogenation of 5-iodouracil by deuterium, catalysed by coordination compounds of transition metals, has been studied.Conditions were found under which the deuteration product contained 80percent of 2H>uracil and less than 2percent of 2H2>uracil.
