{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,5,14]],"date-time":"2026-05-14T13:58:37Z","timestamp":1778767117114,"version":"3.51.4"},"reference-count":32,"publisher":"Elsevier BV","license":[{"start":{"date-parts":[[2025,6,1]],"date-time":"2025-06-01T00:00:00Z","timestamp":1748736000000},"content-version":"tdm","delay-in-days":0,"URL":"https:\/\/www.elsevier.com\/tdm\/userlicense\/1.0\/"},{"start":{"date-parts":[[2025,6,1]],"date-time":"2025-06-01T00:00:00Z","timestamp":1748736000000},"content-version":"tdm","delay-in-days":0,"URL":"https:\/\/www.elsevier.com\/legal\/tdmrep-license"},{"start":{"date-parts":[[2026,4,16]],"date-time":"2026-04-16T00:00:00Z","timestamp":1776297600000},"content-version":"am","delay-in-days":319,"URL":"http:\/\/www.elsevier.com\/open-access\/userlicense\/1.0\/"},{"start":{"date-parts":[[2025,6,1]],"date-time":"2025-06-01T00:00:00Z","timestamp":1748736000000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-017"},{"start":{"date-parts":[[2025,6,1]],"date-time":"2025-06-01T00:00:00Z","timestamp":1748736000000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-037"},{"start":{"date-parts":[[2025,6,1]],"date-time":"2025-06-01T00:00:00Z","timestamp":1748736000000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-012"},{"start":{"date-parts":[[2025,6,1]],"date-time":"2025-06-01T00:00:00Z","timestamp":1748736000000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-029"},{"start":{"date-parts":[[2025,6,1]],"date-time":"2025-06-01T00:00:00Z","timestamp":1748736000000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-004"}],"funder":[{"DOI":"10.13039\/100000057","name":"NIH National Institute of General Medical Sciences","doi-asserted-by":"publisher","award":["P20-GM113226"],"award-info":[{"award-number":["P20-GM113226"]}],"id":[{"id":"10.13039\/100000057","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/100000002","name":"National Institutes of Health","doi-asserted-by":"publisher","id":[{"id":"10.13039\/100000002","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/100000066","name":"National Institute of Environmental Health Sciences","doi-asserted-by":"publisher","award":["T32-ES011564"],"award-info":[{"award-number":["T32-ES011564"]}],"id":[{"id":"10.13039\/100000066","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/100000066","name":"National Institute of Environmental Health Sciences","doi-asserted-by":"publisher","award":["P30-ES030283"],"award-info":[{"award-number":["P30-ES030283"]}],"id":[{"id":"10.13039\/100000066","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/100000066","name":"National Institute of Environmental Health Sciences","doi-asserted-by":"publisher","award":["P42-ES023716"],"award-info":[{"award-number":["P42-ES023716"]}],"id":[{"id":"10.13039\/100000066","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":["clinicalkey.com","clinicalkey.com.au","clinicalkey.es","clinicalkey.fr","clinicalkey.jp","elsevier.com","sciencedirect.com"],"crossmark-restriction":true},"short-container-title":["Environmental Toxicology and Pharmacology"],"published-print":{"date-parts":[[2025,6]]},"DOI":"10.1016\/j.etap.2025.104699","type":"journal-article","created":{"date-parts":[[2025,4,15]],"date-time":"2025-04-15T19:02:25Z","timestamp":1744743745000},"page":"104699","update-policy":"https:\/\/doi.org\/10.1016\/elsevier_cm_policy","source":"Crossref","is-referenced-by-count":2,"special_numbering":"C","title":["Metabolism and genotoxicity of 4,4\u2019-oxydianiline is dependent on N-acetyltransferase 2 genetic polymorphism"],"prefix":"10.1016","volume":"116","author":[{"given":"Raul A.","family":"Salazar-Gonz\u00e1lez","sequence":"first","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"James T.F.","family":"Wise","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Mark A.","family":"Doll","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-3261-9775","authenticated-orcid":false,"given":"David W.","family":"Hein","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"78","reference":[{"key":"10.1016\/j.etap.2025.104699_bib1","first-page":"142","article-title":"Survey on European studies of the chemical characterisation of tattoo ink products and the measurement of potentially harmful ingredients","volume":"48","author":"Agnello","year":"2015","journal-title":"Curr. Probl. Dermatol."},{"key":"10.1016\/j.etap.2025.104699_bib2","doi-asserted-by":"crossref","first-page":"350","DOI":"10.1139\/a11-018","article-title":"Azo dyes: past, present and the future","volume":"19","author":"Bafana","year":"2011","journal-title":"Environ. Rev."},{"issue":"1","key":"10.1016\/j.etap.2025.104699_bib3","doi-asserted-by":"crossref","first-page":"124","DOI":"10.1016\/j.tiv.2014.09.014","article-title":"Cell viability assessment using the Alamar blue assay: a comparison of 2D and 3D cell culture models","volume":"29","author":"Bonnier","year":"2015","journal-title":"Toxicol. Vitr."},{"issue":"1","key":"10.1016\/j.etap.2025.104699_bib4","doi-asserted-by":"crossref","first-page":"106","DOI":"10.1006\/abio.2000.4892","article-title":"Comprehensive human NAT2 genotype method using single nucleotide polymorphism-specific polymerase chain reaction primers and fluorogenic probes","volume":"288","author":"Doll","year":"2001","journal-title":"Anal. Biochem"},{"issue":"2","key":"10.1016\/j.etap.2025.104699_bib5","doi-asserted-by":"crossref","first-page":"540","DOI":"10.1124\/jpet.110.168567","article-title":"Codominant expression of N-acetylation and O-acetylation activities catalyzed by N-acetyltransferase 2 in human hepatocytes","volume":"334","author":"Doll","year":"2010","journal-title":"J. Pharm. Exp. Ther."},{"issue":"3","key":"10.1016\/j.etap.2025.104699_bib6","first-page":"207","article-title":"Functional characterization of human N-acetyltransferase 2 (NAT2) single nucleotide polymorphisms","volume":"11","author":"Fretland","year":"2001","journal-title":"Pharm. Genom."},{"issue":"2","key":"10.1016\/j.etap.2025.104699_bib7","doi-asserted-by":"crossref","first-page":"133","DOI":"10.1002\/em.2850130208","article-title":"Chromosome aberration and sister chromatid exchange tests in Chinese hamster ovary cells in vitro. III. Results with 27 chemicals","volume":"13","author":"Gulati","year":"1989","journal-title":"Environ. Mol. Mutagen"},{"issue":"3","key":"10.1016\/j.etap.2025.104699_bib8","doi-asserted-by":"crossref","first-page":"61","DOI":"10.1097\/FPC.0000000000000394","article-title":"N-acetyltransferase 2 acetylator genotype-dependent N-acetylation of 4-aminobiphenyl in cryopreserved human hepatocytes","volume":"30","author":"Habil","year":"2020","journal-title":"Pharm. Genom."},{"issue":"11","key":"10.1016\/j.etap.2025.104699_bib9","doi-asserted-by":"crossref","first-page":"2999","DOI":"10.1007\/s00204-022-03367-2","article-title":"Differences in \u03b2-naphthylamine metabolism and toxicity in Chinese hamster ovary cell lines transfected with human CYP1A2 and NAT2*4, NAT2*5B or NAT2*7B N-acetyltransferase 2 haplotypes","volume":"96","author":"Habil","year":"2022","journal-title":"Arch. Toxicol."},{"issue":"6","key":"10.1016\/j.etap.2025.104699_bib10","doi-asserted-by":"crossref","first-page":"1773","DOI":"10.1007\/s00204-023-03508-1","article-title":"Effect of N-acetyltransferase 2 genetic polymorphism on 4,4\u2032-methylenebis(2-chloroaniline)-induced genotoxicity and oxidative stress","volume":"97","author":"Habil","year":"2023","journal-title":"Arch. Toxicol."},{"issue":"1","key":"10.1016\/j.etap.2025.104699_bib11","doi-asserted-by":"crossref","first-page":"9","DOI":"10.1080\/17425255.2021.1840551","article-title":"Arylamine N-acetyltransferase acetylation polymorphisms: paradigm for pharmacogenomic-guided therapy- a focused review","volume":"17","author":"Hein","year":"2021","journal-title":"Expert Opin. Drug Metab. Toxicol."},{"key":"10.1016\/j.etap.2025.104699_bib12","doi-asserted-by":"crossref","first-page":"100","DOI":"10.1016\/j.toxlet.2017.11.028","article-title":"Role of N-acetyltransferase 2 acetylation polymorphism in 4, 4\u2032-methylene bis (2-chloroaniline) biotransformation","volume":"283","author":"Hein","year":"2018","journal-title":"Toxicol. Lett."},{"key":"10.1016\/j.etap.2025.104699_bib13","doi-asserted-by":"crossref","DOI":"10.1038\/ncomms15104","article-title":"DNA single-strand break-induced DNA damage response causes heart failure","volume":"8","author":"Higo","year":"2017","journal-title":"Nat. Commun."},{"key":"10.1016\/j.etap.2025.104699_bib14","first-page":"301","article-title":"4,4\u2032-Diaminodiphenyl ether. In Some Aromatic Amines and Related Nitro Compounds (Hair Dyes, Colouring Agents and Miscellaneous Industrial Chemicals)","volume":"16","author":"IARC","year":"1978"},{"key":"10.1016\/j.etap.2025.104699_bib15","first-page":"203","article-title":"4,4\u2032-Diaminodiphenyl ether. In Some Industrial Chemicals and Dyestuffs","volume":"29","author":"IARC","year":"1982"},{"key":"10.1016\/j.etap.2025.104699_bib16","doi-asserted-by":"crossref","DOI":"10.1016\/j.fct.2023.113932","article-title":"Reductive metabolism of azo dyes and drugs: Toxicological implications","volume":"178","author":"Josephy","year":"2023","journal-title":"Food Chem. Toxicol."},{"key":"10.1016\/j.etap.2025.104699_bib17","series-title":"Environmental Deterioration and Human Health: Natural and Anthropogenic Determinants","first-page":"55","article-title":"Environmental and health effects of textile industry wastewater","author":"Khan","year":"2014"},{"issue":"8","key":"10.1016\/j.etap.2025.104699_bib18","doi-asserted-by":"crossref","first-page":"2103","DOI":"10.1007\/s00204-019-02511-9","article-title":"Validation of the \u03b3H2AX biomarker for genotoxicity assessment: a review","volume":"93","author":"Kopp","year":"2019","journal-title":"Arch. Toxicol."},{"issue":"49","key":"10.1016\/j.etap.2025.104699_bib19","doi-asserted-by":"crossref","first-page":"34519","DOI":"10.1074\/jbc.274.49.34519","article-title":"Novel human N-acetyltransferase 2 alleles that differ in mechanism for slow acetylator phenotype","volume":"274","author":"Leff","year":"1999","journal-title":"J. Biol. Chem."},{"issue":"8","key":"10.1016\/j.etap.2025.104699_bib20","doi-asserted-by":"crossref","first-page":"409","DOI":"10.1097\/FPC.0000000000000062","article-title":"PharmGKB summary: very important pharmacogene information for N-acetyltransferase 2","volume":"24","author":"McDonagh","year":"2014","journal-title":"Pharm. Genom."},{"issue":"7","key":"10.1016\/j.etap.2025.104699_bib21","doi-asserted-by":"crossref","first-page":"553","DOI":"10.1002\/mc.20302","article-title":"2-amino-1-methyl-6-phenylimidazo [4,5-b] pyridine-induced DNA adducts and genotoxicity in Chinese hamster ovary (CHO) cells expressing human CYP1A2 and rapid or slow acetylator N-acetyltransferase 2","volume":"46","author":"Metry","year":"2007","journal-title":"Mol. Carcinog."},{"key":"10.1016\/j.etap.2025.104699_bib22","first-page":"1","article-title":"Bioassay of 4,4\u2032-Oxydianiline for Possible Carcinogenicity (CAS No. 101-80-4)","volume":"205","author":"National Toxicology Program (NTP)","year":"1980","journal-title":"Natl. Toxicol. Program Tech. Rep. Ser."},{"key":"10.1016\/j.etap.2025.104699_bib23","series-title":"Report on Carcinogens","author":"National Toxicology Program (NTP)","year":"2021"},{"issue":"8","key":"10.1016\/j.etap.2025.104699_bib24","doi-asserted-by":"crossref","first-page":"2237","DOI":"10.1007\/s00204-019-02516-4","article-title":"Role of the human N-acetyltransferase 2 genetic polymorphism in metabolism and genotoxicity of 4, 4\u2032-methylenedianiline","volume":"93","author":"Salazar-Gonz\u00e1lez","year":"2019","journal-title":"Arch. Toxicol."},{"issue":"1","key":"10.1016\/j.etap.2025.104699_bib25","doi-asserted-by":"crossref","first-page":"7566","DOI":"10.1038\/s41598-020-64508-0","article-title":"Human arylamine N-acetyltransferase 2 genotype-dependent protein expression in cryopreserved human hepatocytes","volume":"10","author":"Salazar-Gonz\u00e1lez","year":"2020","journal-title":"Sci. Rep."},{"issue":"1","key":"10.1016\/j.etap.2025.104699_bib26","doi-asserted-by":"crossref","first-page":"189","DOI":"10.1007\/s00204-022-03383-2","article-title":"N-acetyltransferase 2 genetic polymorphism modifies genotoxic and oxidative damage from new psychoactive substances","volume":"97","author":"Salazar-Gonz\u00e1lez","year":"2023","journal-title":"Arch. Toxicol."},{"issue":"33","key":"10.1016\/j.etap.2025.104699_bib27","doi-asserted-by":"crossref","first-page":"5628","DOI":"10.1016\/j.chroma.2011.06.072","article-title":"Analysis of primary aromatic amines in the mainstream waterpipe smoke using liquid chromatography-electrospray ionization tandem mass spectrometry","volume":"1218","author":"Schubert","year":"2011","journal-title":"J. Chromatogr. A"},{"key":"10.1016\/j.etap.2025.104699_bib28","doi-asserted-by":"crossref","DOI":"10.1016\/j.envres.2023.115264","article-title":"Screening of regulated aromatic amines in clothing marketed in Brazil and Spain: Assessment of human health risks","volume":"221","author":"Souza","year":"2023","journal-title":"Environ. Res"},{"key":"10.1016\/j.etap.2025.104699_bib29","series-title":"TRI Explorer Chemical Report","author":"TRI","year":"2009"},{"issue":"6","key":"10.1016\/j.etap.2025.104699_bib30","first-page":"1457","article-title":"Neoplastic response of F344 rats and B6C3F1 mice to the polymer and dyestuff intermediates 4,4\u2032-methylenebis(N,N-dimethyl)-benzenamine, 4,4\u2032-oxydianiline, and 4,4\u2032-methylenedianiline","volume":"72","author":"Weisburger","year":"1984","journal-title":"J. Natl. Cancer Inst."},{"key":"10.1016\/j.etap.2025.104699_bib31","doi-asserted-by":"crossref","first-page":"65","DOI":"10.1016\/j.toxlet.2024.06.005","article-title":"N-acetyltransferase metabolism and DNA damage following exposure to 4,4\u2032-oxydianiline in human bronchial epithelial cells","volume":"398","author":"Wise","year":"2024","journal-title":"Toxicol. Lett."},{"issue":"12","key":"10.1016\/j.etap.2025.104699_bib32","doi-asserted-by":"crossref","first-page":"1","DOI":"10.1002\/em.2850110602","article-title":"Salmonella mutagenicity tests: IV. Results from the testing of 300 chemicals","volume":"11","author":"Zeiger","year":"1988","journal-title":"Environ. Mol. Mutagen"}],"container-title":["Environmental Toxicology and Pharmacology"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/api.elsevier.com\/content\/article\/PII:S1382668925000742?httpAccept=text\/xml","content-type":"text\/xml","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/api.elsevier.com\/content\/article\/PII:S1382668925000742?httpAccept=text\/plain","content-type":"text\/plain","content-version":"vor","intended-application":"text-mining"}],"deposited":{"date-parts":[[2025,5,31]],"date-time":"2025-05-31T23:14:06Z","timestamp":1748733246000},"score":1,"resource":{"primary":{"URL":"https:\/\/linkinghub.elsevier.com\/retrieve\/pii\/S1382668925000742"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2025,6]]},"references-count":32,"alternative-id":["S1382668925000742"],"URL":"https:\/\/doi.org\/10.1016\/j.etap.2025.104699","relation":{},"ISSN":["1382-6689"],"issn-type":[{"value":"1382-6689","type":"print"}],"subject":[],"published":{"date-parts":[[2025,6]]},"assertion":[{"value":"Elsevier","name":"publisher","label":"This article is maintained by"},{"value":"Metabolism and genotoxicity of 4,4\u2019-oxydianiline is dependent on N-acetyltransferase 2 genetic polymorphism","name":"articletitle","label":"Article Title"},{"value":"Environmental Toxicology and Pharmacology","name":"journaltitle","label":"Journal Title"},{"value":"https:\/\/doi.org\/10.1016\/j.etap.2025.104699","name":"articlelink","label":"CrossRef DOI link to publisher maintained version"},{"value":"article","name":"content_type","label":"Content Type"},{"value":"\u00a9 2025 Elsevier B.V. All rights are reserved, including those for text and data mining, AI training, and similar technologies.","name":"copyright","label":"Copyright"}],"article-number":"104699"}}