Biomaterial Database

Radiolysis of nucleosides in aqueous solutions: base liberation by the base attack mechanism. 1984

S Fujita

On the radiolysis of uridine and some other nucleosides in aqueous solution, a pH-dependent liberation of uracil or the corresponding base was found. e-aq and HO-.2 gave no freed bases, although many oxidizing radicals, including OH, Cl-.2, Br-.2, (CNS)-.2 and SO-.4, did cause the release of unaltered bases, depending on the pH of the solutions. The base yields were generally high at pH greater than or equal to 11, with the exception of SO-.4, which gave a rather high yield of uracil (from uridine) even in the pH region of less than or equal to 11. The pattern of the base formation against pH varied with the reacting radical, but was the same for the different nucleosides. With regard to the OH radical system, bases are considered to be formed after H-abstraction of the sugar moiety at low pH. The other oxidizing radicals, however, may cause base release by attack at the base. It is possible that O-, present at high pH as the dissociated form of OH, may act partly as an oxidizing radical. A plausible mechanism of 31'-radical formation is discussed.

UI	MeSH Term	Description	Entries
D009609	Nitrous Oxide	Nitrogen oxide (N2O). A colorless, odorless gas that is used as an anesthetic and analgesic. High concentrations cause a narcotic effect and may replace oxygen, causing death by asphyxia. It is also used as a food aerosol in the preparation of whipping cream.	Laughing Gas,Nitrogen Protoxide,Gas, Laughing,Oxide, Nitrous
D009705	Nucleosides	Purine or pyrimidine bases attached to a ribose or deoxyribose. (From King & Stansfield, A Dictionary of Genetics, 4th ed)	Nucleoside,Nucleoside Analog,Nucleoside Analogs,Analog, Nucleoside,Analogs, Nucleoside
D003037	Cobalt Radioisotopes	Unstable isotopes of cobalt that decay or disintegrate emitting radiation. Co atoms with atomic weights of 54-64, except 59, are radioactive cobalt isotopes.	Radioisotopes, Cobalt
D005720	Gamma Rays	Penetrating, high-energy electromagnetic radiation emitted from atomic nuclei during NUCLEAR DECAY. The range of wavelengths of emitted radiation is between 0.1 - 100 pm which overlaps the shorter, more energetic hard X-RAYS wavelengths. The distinction between gamma rays and X-rays is based on their radiation source.	Gamma Wave,Gamma Radiation,Nuclear X-Rays,Radiation, Gamma,X-Rays, Nuclear,Gamma Radiations,Gamma Ray,Gamma Waves,Nuclear X Rays,Nuclear X-Ray,Ray, Gamma,Wave, Gamma,Waves, Gamma,X Rays, Nuclear,X-Ray, Nuclear
D006863	Hydrogen-Ion Concentration	The normality of a solution with respect to HYDROGEN ions; H+. It is related to acidity measurements in most cases by pH	pH,Concentration, Hydrogen-Ion,Concentrations, Hydrogen-Ion,Hydrogen Ion Concentration,Hydrogen-Ion Concentrations
D000440	Butanols	Isomeric forms and derivatives of butanol (C4H9OH).	Alcohols, Butyl,Butanol,Butylhydroxides,Hydroxybutanes,Butyl Alcohols
D012996	Solutions	The homogeneous mixtures formed by the mixing of a solid, liquid, or gaseous substance (solute) with a liquid (the solvent), from which the dissolved substances can be recovered by physical processes. (From Grant & Hackh's Chemical Dictionary, 5th ed)	Solution
D014529	Uridine	A ribonucleoside in which RIBOSE is linked to URACIL.	Allo-Uridine,Allouridine,Allo Uridine
D014542	Uridine Monophosphate	5'-Uridylic acid. A uracil nucleotide containing one phosphate group esterified to the sugar moiety in the 2', 3' or 5' position.	UMP,Uridylic Acid,Uridine 5'-Monophosphate,Uridylic Acids,5'-Monophosphate, Uridine,Acid, Uridylic,Acids, Uridylic,Monophosphate, Uridine,Uridine 5' Monophosphate
D014867	Water	A clear, odorless, tasteless liquid that is essential for most animal and plant life and is an excellent solvent for many substances. The chemical formula is hydrogen oxide (H2O). (McGraw-Hill Dictionary of Scientific and Technical Terms, 4th ed)	Hydrogen Oxide