Synthesis of a convenient thymidine glycol phosphoramidite monomer and its site-specific incorporation into DNA fragments.
An original phosphoramidite building block of the thymidine glycol lesion has been prepared taking into account the additional diol function and the high lability of this oxidatively induced nucleobase damage. Then the modified nucleoside was site-specifically inserted into DNA fragments by solid support assembling followed by a "one-step" mild final deprotection treatment.
Gasparutto
Didier
D
Labratoire des Lésions des Acides Nucléiques, Service Chimie Inorganique Biologique, UMR-E3 CEA-UJF, DRFMC, CEA Grenoble, France. dgasparutto@cea.fr
Cognet
Sonia
S
Roussel
Solveig
S
Cadet
Jean
J
D004249:DNA Damage; D009838:Oligodeoxyribonucleotides / Q000138:chemical synthesis* / Q000737:chemistry; D009943:Organophosphorus Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D010084:Oxidation-Reduction; D013936:Thymidine / Q000031:analogs & derivatives / Q000138:chemical synthesis* / Q000737:chemistry
D009838:Oligodeoxyribonucleotides; D009943:Organophosphorus Compounds; D013936:Thymidine