5-(phenylthiomethyl)-2'-deoxyuridine as an efficient photoreactive precursor to generate single and multiple lesions within DNA fragments.
5-(Phenylthiomethyl)-2'-deoxyuridine was successfully incorporated into DNA oligomers by automated DNA synthesis using phosphoramidite chemistry. UV exposure of the latter thionucleoside containing oligonucleotides under anaerobic and aerobic conditions gives rise to specific base lesions. The photoproducts have been isolated and further characterized on the basis of NMR and mass spectrometric analyses.
Bellon
S
S
Laboratoire des Lésions des Acides Nucléiques Service de Chimie Inorganique et Biologique, UMR 5046, Département de Recherche Fondamentale sur la Matière Condensée, CEA-Grenoble F-38054 Grenoble Cedex 9, France.
Gasparutto
D
D
Romieu
A
A
Cadet
J
J
D004247:DNA / Q000138:chemical synthesis / Q000737:chemistry* / Q000528:radiation effects; D004249:DNA Damage; D003857:Deoxyuridine / Q000031:analogs & derivatives* / Q000737:chemistry*; D019906:Nuclear Magnetic Resonance, Biomolecular; D009943:Organophosphorus Compounds / Q000737:chemistry; D010782:Photolysis; D021241:Spectrometry, Mass, Electrospray Ionization; D014466:Ultraviolet Rays
C442711:5-(phenylthiomethyl)-2'-deoxyuridine; D009943:Organophosphorus Compounds; C434331:phosphoramidite; D004247:DNA; D003857:Deoxyuridine