{"database":"biostudies-literature","file_versions":[],"scores":null,"additional":{"submitter":["Akagi JI"],"funding":["Government of Japan Ministry of Education Culture Sports Science and Technology","Japan Society for the Promotion of Science"],"pagination":["110898"],"full_dataset_link":["https://www.ebi.ac.uk/biostudies/studies/S-EPMC12769786"],"repository":["biostudies-literature"],"omics_type":["Unknown"],"volume":["301(12)"],"pubmed_abstract":["Acrylamide, a food contaminant, is metabolically converted to glycidamide (GA), which reacts with nucleobases in DNA. Although several GA adducts with dG, 2'-deoxyadenosine (dA), and dC are known, the mutagenic potency of each adduct remains unclear. Here, we focused on N<sup>6</sup>-(2-carboxy-2-hydroxyethyl)-2'-deoxyadenosine (N<sup>6</sup>-GA-dA), which is produced by the Dimroth rearrangement of N1-(2-carboxy-2-hydroxyethyl)-2'-deoxyadenosine. We separately prepared N1-(2-carboxy-2-hydroxyethyl)-2'-deoxyadenosine and N<sup>6</sup>-GA-dA and measured their Dimroth rearrangement reaction rates. Since N<sup>6</sup>-GA-dA is the stable final product under physiological conditions (pH 7.0, at 37°C), we examined its presence in genomic DNA isolated from GA-treated cells. N<sup>6</sup>-GA-dA "],"journal":["The Journal of biological chemistry"],"pubmed_title":["Chemical and biological characterization of glycidamide-adducted adenine in DNA."],"pmcid":["PMC12769786"],"funding_grant_id":["JPMXS0441200025"],"pubmed_authors":["Yokoi M","Yamaguchi R","Iwai S","Sugasawa K","Miyake Y","Akagi JI"],"additional_accession":[]},"is_claimable":false,"name":"Chemical and biological characterization of glycidamide-adducted adenine in DNA.","description":"Acrylamide, a food contaminant, is metabolically converted to glycidamide (GA), which reacts with nucleobases in DNA. Although several GA adducts with dG, 2'-deoxyadenosine (dA), and dC are known, the mutagenic potency of each adduct remains unclear. Here, we focused on N<sup>6</sup>-(2-carboxy-2-hydroxyethyl)-2'-deoxyadenosine (N<sup>6</sup>-GA-dA), which is produced by the Dimroth rearrangement of N1-(2-carboxy-2-hydroxyethyl)-2'-deoxyadenosine. We separately prepared N1-(2-carboxy-2-hydroxyethyl)-2'-deoxyadenosine and N<sup>6</sup>-GA-dA and measured their Dimroth rearrangement reaction rates. Since N<sup>6</sup>-GA-dA is the stable final product under physiological conditions (pH 7.0, at 37°C), we examined its presence in genomic DNA isolated from GA-treated cells. N<sup>6</sup>-GA-dA ","dates":{"release":"2025-01-01T00:00:00Z","publication":"2025 Dec","modification":"2026-06-09T05:21:20.38Z","creation":"2026-06-09T03:07:59.187Z"},"accession":"S-EPMC12769786","cross_references":{"pubmed":["41197734"],"doi":["10.1016/j.jbc.2025.110898"]}}