Gamma irradiation of uridylic acid. Cleavage of the N-glycosidic linkage

Journal Article · Fri Feb 01 04:00:00 EDT 1974 · Int. J. Radiat. Biol., v. 25, no. 2, pp. 139-149

OSTI ID:4329852

Ducolomb, R; Cadet, J; Teoule, R

The action of gamma rays on an aqueous solution of uridylic acid was studied at pH ~ 6 (10/sup -4/ M). Thin-layer silica gel chromatography and spectroscopic methods (such as mass spectrometry, NMR, IR) enabled the identification of eight substances; G values were calculated for the dose of 16 krads. There were trans (G == 0.05) and cis 5.6-dihydroxy-5,6-dihydro-uracil (G = 0.03), isodialuric acid (G = 0.01), 5-hydroxy-hydantoin (G = 0.01), alloxan (traces), parabanic acid (traces), N-formyl-N-glyoxyl urea (maybe in cyclic form N-1 formyl 5-hydroxy hydantoin) (traces) and uracil (G = 0.28). It appeared that the cleavage of the N-glycosidic linkage was an important reaction. The presence of indirectly detected ribonolactone phosphate was explained by the rupture of the C-N bond after the attack to carbon 1'. The heterocyclic pyrimidic moiety was the most sensitive part of the molecule to the action of the OH radicals. However the degradation of the ribosidic fragment accounted for the remaining 40% of the total effect. (auth)

• Research Organization: CEN, Grenoble, France
• NSA Number: NSA-29-026661
• OSTI ID: 4329852
• Journal Information: Int. J. Radiat. Biol., v. 25, no. 2, pp. 139-149, Journal Name: Int. J. Radiat. Biol., v. 25, no. 2, pp. 139-149; ISSN IJRBA
• Country of Publication: United Kingdom
• Language: French

Related Subjects

*URIDYLIC ACID-- RADIOLYSIS
ALLOXAN
AQUEOUS SOLUTIONS
G VALUE
GAMMA RADIATION
GLYCOSIDES
HYDROXYL RADICALS
MASS SPECTROSCOPY
N40300* --Chemistry--Radiation Chemistry
PH VALUE
RESPONSE MODIFYING FACTORS
RIBOSIDES
THIN-LAYER CHROMATOGRAPHY
URACILS