title: 32P-postlabeling of N-7, N2 and O6 2'-deoxyguanosine 3'-monophosphate adducts of styrene oxide.
abstract: Adducts were prepared by reacting styrene oxide with 2-deoxyguanosine 3'-monophosphate (dGMP). Four isomeric N-7-, two diastereomeric N2- and three isomeric O6-adduct were isolated and characterized. The adducts were used as substrates in the 32P-postlabeling reaction. No phosphorylation products were seen with the N-7-alkylation products. One diastereomeric N2-adduct was labeled with 20% efficiency and the second with a markedly lower efficiency. Two of the three O6-adducts were labeled with 5% and the third with 10% labeling efficiency. The results suggest that large N-7-dGMP adducts are very poor substrates of T4 polynucleotide kinase. The diastereomeric products are labeled at different efficiencies indicating stereoselectivity in the kinase reaction.
authors.affiliation: Institute of Occupational Health, Helsinki, Finland.
authors.forename: P
authors.initials: P
authors.lastname: Vodicka
authors.forename: K
authors.initials: K
authors.lastname: Hemminki
mesh_terms: D003848:Deoxyguanine Nucleotides; D004852:Epoxy Compounds; D010761:Phosphorus Radioisotopes; D010766:Phosphorylation; D011116:Polynucleotide 5'-Hydroxyl-Kinase / Q000494:pharmacology; D013237:Stereoisomerism
chemical_list: D003848:Deoxyguanine Nucleotides; D004852:Epoxy Compounds; D010761:Phosphorus Radioisotopes; C007257:2'-deoxyguanosine 5'-phosphate; C013690:styrene oxide; D011116:Polynucleotide 5'-Hydroxyl-Kinase