{"database":"biostudies-literature","file_versions":[],"scores":null,"additional":{"submitter":["Gu C"],"funding":["NCI NIH HHS"],"pagination":["3693-704"],"full_dataset_link":["https://www.ebi.ac.uk/biostudies/studies/S-EPMC1920245"],"repository":["biostudies-literature"],"omics_type":["Unknown"],"volume":["35(11)"],"pubmed_abstract":["The cytotoxic effects of thiopurine drugs are mostly exerted through the formation of thioguanine nucleotide and its subsequent incorporation into DNA. The 6-thioguanine (6-TG) in DNA can be converted to S6-methylthio-2-aminopurine (2-AP-6-SCH3) and 2-aminopurine-6-sulfonic acid (2-AP-6-SO3H) upon reaction with S-adenosyl-L-methionine and irradiation with UVA light, respectively. Here we prepared oligodeoxynucleotides (ODNs) harboring a 6-TG, 2-AP-6-SCH3 or 2-AP-6-SO3H at a defined site and examined, by using LC-MS/MS, the in vitro replication of these substrates with yeast polymerase eta and Klenow fragment (KF-). Our results revealed that 2-AP-6-SCH3 could be bypassed by KF-, with significant misincorporation of thymine opposite the lesion. The 2-AP-6-SO3H, however, blocked markedly the "],"journal":["Nucleic acids research"],"pubmed_title":["In vitro replication and thermodynamic studies of methylation and oxidation modifications of 6-thioguanine."],"pmcid":["PMC1920245"],"funding_grant_id":["R01 CA096906","R01 CA96906","R01 CA101864"],"pubmed_authors":["Gu C","Wang Y"],"additional_accession":[]},"is_claimable":false,"name":"In vitro replication and thermodynamic studies of methylation and oxidation modifications of 6-thioguanine.","description":"The cytotoxic effects of thiopurine drugs are mostly exerted through the formation of thioguanine nucleotide and its subsequent incorporation into DNA. The 6-thioguanine (6-TG) in DNA can be converted to S6-methylthio-2-aminopurine (2-AP-6-SCH3) and 2-aminopurine-6-sulfonic acid (2-AP-6-SO3H) upon reaction with S-adenosyl-L-methionine and irradiation with UVA light, respectively. Here we prepared oligodeoxynucleotides (ODNs) harboring a 6-TG, 2-AP-6-SCH3 or 2-AP-6-SO3H at a defined site and examined, by using LC-MS/MS, the in vitro replication of these substrates with yeast polymerase eta and Klenow fragment (KF-). Our results revealed that 2-AP-6-SCH3 could be bypassed by KF-, with significant misincorporation of thymine opposite the lesion. The 2-AP-6-SO3H, however, blocked markedly the ","dates":{"release":"2007-01-01T00:00:00Z","publication":"2007","modification":"2025-04-26T02:20:13.233Z","creation":"2019-03-27T02:04:22Z"},"accession":"S-EPMC1920245","cross_references":{"pubmed":["17517786"],"doi":["10.1093/nar/gkm247"]}}