5-Formyldeoxyuridine: a new type of DNA damage induced by ionizing radiation and its mutagenicity to salmonella strain TA102.
An aqueous solution of calf thymus DNA was irradiated by 60Co gamma-rays and modified nucleosides produced in DNA were analyzed by high-pressure liquid chromatography coupled with a photodiode array UV detector. A new product with UV absorption maxima at 230 nm and 280 nm was observed. The structure of this compound was proposed to be 5-formyldeoxyuridine (f5dU) based on the mass spectrum of its trimethylsilyl derivative (M+, m/z472) and the structure was confirmed by chemical synthesis. The yield of f5dU (2.4/10(4) dT/krad) in DNA was of roughly the same order as that of 8-hydroxydeoxyguanosine and 5-hydroxymethyldeoxyuridine. Free f5dU was mutagenic to Salmonella typhimurium strain TA102: therefore f5dU incorporated into DNA may induce mutations.
Kasai
H
H
Biology Division, National Cancer Center Research Institute, Tokyo, Japan.
Iida
A
A
Yamaizumi
Z
Z
Nishimura
S
S
Tanooka
H
H
D000818:Animals; D002417:Cattle; D002851:Chromatography, High Pressure Liquid; D004247:DNA / Q000528:radiation effects*; D004249:DNA Damage; D003857:Deoxyuridine / Q000031:analogs & derivatives* / Q000032:analysis / Q000633:toxicity; D004307:Dose-Response Relationship, Radiation; D005720:Gamma Rays; D013058:Mass Spectrometry; D015394:Molecular Structure; D009152:Mutagenicity Tests; D009153:Mutagens; D012486:Salmonella typhimurium / Q000235:genetics
D009153:Mutagens; C061519:5-formyl-2'-deoxyuridine; D004247:DNA; D003857:Deoxyuridine