{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,3,30]],"date-time":"2026-03-30T18:11:07Z","timestamp":1774894267911,"version":"3.50.1"},"reference-count":28,"publisher":"Elsevier BV","license":[{"start":{"date-parts":[[2025,5,1]],"date-time":"2025-05-01T00:00:00Z","timestamp":1746057600000},"content-version":"tdm","delay-in-days":0,"URL":"https:\/\/www.elsevier.com\/tdm\/userlicense\/1.0\/"},{"start":{"date-parts":[[2025,5,1]],"date-time":"2025-05-01T00:00:00Z","timestamp":1746057600000},"content-version":"tdm","delay-in-days":0,"URL":"https:\/\/www.elsevier.com\/legal\/tdmrep-license"},{"start":{"date-parts":[[2025,1,26]],"date-time":"2025-01-26T00:00:00Z","timestamp":1737849600000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"content-domain":{"domain":["elsevier.com","sciencedirect.com"],"crossmark-restriction":true},"short-container-title":["Journal of Pharmaceutical and Biomedical Analysis"],"published-print":{"date-parts":[[2025,5]]},"DOI":"10.1016\/j.jpba.2025.116710","type":"journal-article","created":{"date-parts":[[2025,1,27]],"date-time":"2025-01-27T07:27:49Z","timestamp":1737962869000},"page":"116710","update-policy":"https:\/\/doi.org\/10.1016\/elsevier_cm_policy","source":"Crossref","is-referenced-by-count":2,"special_numbering":"C","title":["Mimicking the reactivity of drug metabolites: Biomolecule conjugation of an electrochemically-generated, reactive oxidation product of the antibiotic minocycline"],"prefix":"10.1016","volume":"257","author":[{"ORCID":"https:\/\/orcid.org\/0000-0001-7036-3294","authenticated-orcid":false,"given":"Erik","family":"Niehaves","sequence":"first","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-1774-6787","authenticated-orcid":false,"given":"Uwe","family":"Karst","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"78","reference":[{"key":"10.1016\/j.jpba.2025.116710_bib1","first-page":"371","article-title":"Antibacterial activity in mice of minocycline, a new tetracycline","volume":"6","author":"Redin","year":"1966","journal-title":"Antimicrob. Agents Chemother."},{"key":"10.1016\/j.jpba.2025.116710_bib2","doi-asserted-by":"crossref","first-page":"1056","DOI":"10.1111\/ene.14642","article-title":"Minocycline in neurodegenerative and psychiatric diseases: an update","volume":"28","author":"Romero-Miguel","year":"2021","journal-title":"Eur. J. Neurol."},{"key":"10.1016\/j.jpba.2025.116710_bib3","doi-asserted-by":"crossref","DOI":"10.3390\/ijms24065250","article-title":"Minocycline as treatment for psychiatric and neurological conditions: a systematic review and meta-analysis","volume":"24","author":"Panizzutti","year":"2023","journal-title":"Int J. Mol. Sci."},{"key":"10.1016\/j.jpba.2025.116710_bib4","doi-asserted-by":"crossref","first-page":"209","DOI":"10.1007\/s10311-013-0404-8","article-title":"Tetracycline antibiotics in the environment: a review","volume":"11","author":"Daghrir","year":"2013","journal-title":"Environ. Chem. Lett."},{"key":"10.1016\/j.jpba.2025.116710_bib5","article-title":"Biotransformation of minocycline by a novel strain Kluyvera sp. DM13 isolated from municipal sludge: performances, removal pathways, and toxicity","author":"Chen","year":"2024","journal-title":"J. Environ. Sci."},{"key":"10.1016\/j.jpba.2025.116710_bib6","doi-asserted-by":"crossref","DOI":"10.1016\/j.scitotenv.2021.152852","article-title":"A comprehensive review on biodegradation of tetracyclines: current research progress and prospect","volume":"814","author":"Chen","year":"2022","journal-title":"Sci. Total Environ."},{"key":"10.1016\/j.jpba.2025.116710_bib7","doi-asserted-by":"crossref","first-page":"355","DOI":"10.2165\/00003088-198815060-00001","article-title":"Clinical pharmacokinetics of doxycycline and minocycline","volume":"15","author":"Saivin","year":"1988","journal-title":"Clin. Pharmacokinet."},{"key":"10.1016\/j.jpba.2025.116710_bib8","doi-asserted-by":"crossref","first-page":"852","DOI":"10.1002\/cpt1973145852","article-title":"Pharmacokinetic studies on minocycline, in man","volume":"14","author":"Macdonald","year":"1973","journal-title":"Clin. Pharmacol. Ther."},{"key":"10.1016\/j.jpba.2025.116710_bib9","doi-asserted-by":"crossref","first-page":"171","DOI":"10.1016\/0041-008X(67)90036-1","article-title":"Metabolism and tissue distribution of radioisotopically labeled minocycline","volume":"11","author":"Kelly","year":"1967","journal-title":"Toxicol. Appl. Pharmacol."},{"key":"10.1016\/j.jpba.2025.116710_bib10","doi-asserted-by":"crossref","first-page":"137","DOI":"10.1097\/00007691-198206000-00002","article-title":"Minocycline","volume":"4","author":"Jonas","year":"1982","journal-title":"Ther. Drug Monit."},{"key":"10.1016\/j.jpba.2025.116710_bib11","first-page":"251","article-title":"Minocycline: a review of its antibacterial and pharmacokinetic properties and therapeutic use","volume":"9","author":"Brogden","year":"1975","journal-title":"Eval. N. Drugs"},{"key":"10.1016\/j.jpba.2025.116710_bib12","doi-asserted-by":"crossref","first-page":"363","DOI":"10.1016\/0378-4347(91)80174-B","article-title":"Identification and determination of the two principal metabolites of minocycline in humans","volume":"568","author":"B\u00f6cker","year":"1991","journal-title":"J. Chromatogr. B Biomed. Appl."},{"key":"10.1016\/j.jpba.2025.116710_bib13","doi-asserted-by":"crossref","first-page":"69314","DOI":"10.1007\/s11356-021-15500-2","article-title":"Efficient degradation of minocycline by natural bornite-activated hydrogen peroxide and persulfate: kinetics and mechanisms","volume":"28","author":"Yuan","year":"2021","journal-title":"Environ. Sci. Pollut. Res."},{"key":"10.1016\/j.jpba.2025.116710_bib14","doi-asserted-by":"crossref","DOI":"10.1016\/j.scitotenv.2022.155130","article-title":"Tetracycline biotransformation by a novel bacterial strain Alcaligenes sp. T17","volume":"832","author":"Chen","year":"2022","journal-title":"Sci. Total Environ."},{"key":"10.1016\/j.jpba.2025.116710_bib15","doi-asserted-by":"crossref","DOI":"10.1016\/j.chemosphere.2020.128726","article-title":"Effective degradation of tetracycline by manganese peroxidase producing Bacillus velezensis strain Al-Dhabi 140 from Saudi Arabia using fibrous-bed reactor","volume":"268","author":"Al-Dhabi","year":"2021","journal-title":"Chemosphere"},{"key":"10.1016\/j.jpba.2025.116710_bib16","doi-asserted-by":"crossref","first-page":"819","DOI":"10.1111\/j.1471-4159.2005.03219.x","article-title":"Antioxidant properties of minocycline: neuroprotection in an oxidative stress assay and direct radical-scavenging activity","volume":"94","author":"Kraus","year":"2005","journal-title":"J. Neurochem"},{"key":"10.1016\/j.jpba.2025.116710_bib17","first-page":"1","article-title":"Minocycline impact on redox homeostasis of normal human melanocytes HEMn-LP exposed to UVA radiation and hydrogen peroxide","volume":"22","author":"Rok","year":"2021","journal-title":"Int J. Mol. Sci."},{"key":"10.1016\/j.jpba.2025.116710_bib18","doi-asserted-by":"crossref","first-page":"2498","DOI":"10.1002\/celc.202000442","article-title":"Recent developments in electrochemistry\u2013mass spectrometry","volume":"7","author":"Herl","year":"2020","journal-title":"ChemElectroChem"},{"key":"10.1016\/j.jpba.2025.116710_bib19","doi-asserted-by":"crossref","first-page":"800","DOI":"10.1002\/rcm.978","article-title":"Comparison between electrochemistry\/mass spectrometry and cytochrome P450 catalyzed oxidation reactions","volume":"17","author":"Jurva","year":"2003","journal-title":"Rapid Commun. Mass Spectrom."},{"key":"10.1016\/j.jpba.2025.116710_bib20","doi-asserted-by":"crossref","first-page":"9","DOI":"10.1016\/j.aca.2014.05.017","article-title":"Electrochemistry\/mass spectrometry as a tool in metabolism studies-a review","volume":"834","author":"Faber","year":"2014","journal-title":"Anal. Chim. Acta"},{"key":"10.1016\/j.jpba.2025.116710_bib21","doi-asserted-by":"crossref","first-page":"67","DOI":"10.1016\/j.trac.2015.02.017","article-title":"Electrochemistry-mass spectrometry to study reactive drug metabolites and CYP450 simulations","volume":"70","author":"Bussy","year":"2015","journal-title":"TrAC - Trends Anal. Chem."},{"key":"10.1016\/j.jpba.2025.116710_bib22","doi-asserted-by":"crossref","first-page":"1652","DOI":"10.1021\/tx5001943","article-title":"Advances in the electrochemical simulation of oxidation reactions mediated by cytochrome P450","volume":"27","author":"Bussy","year":"2014","journal-title":"Chem. Res Toxicol."},{"key":"10.1016\/j.jpba.2025.116710_bib23","doi-asserted-by":"crossref","first-page":"9714","DOI":"10.1021\/ac801699g","article-title":"Covalent protein modification by reactive drug metabolites using online electrochemistry\/liquid chromatography\/mass spectrometry","volume":"80","author":"Lohmann","year":"2008","journal-title":"Anal. Chem."},{"key":"10.1016\/j.jpba.2025.116710_bib24","first-page":"1","article-title":"Employing ProteoWizard to convert raw mass spectrometry data","author":"Holman","year":"2014","journal-title":"Curr. Protoc. Bioinforma."},{"key":"10.1016\/j.jpba.2025.116710_bib25","doi-asserted-by":"crossref","first-page":"447","DOI":"10.1038\/s41587-023-01690-2","article-title":"Integrative analysis of multimodal mass spectrometry data in MZmine 3","volume":"41","author":"Schmid","year":"2023","journal-title":"Nat. Biotechnol."},{"key":"10.1016\/j.jpba.2025.116710_bib26","doi-asserted-by":"crossref","first-page":"8696","DOI":"10.1021\/acs.analchem.7b00947","article-title":"One step forward for reducing false positive and false negative compound identifications from mass spectrometry metabolomics data: new algorithms for constructing extracted ion chromatograms and detecting chromatographic peaks","volume":"89","author":"Myers","year":"2017","journal-title":"Anal. Chem."},{"key":"10.1016\/j.jpba.2025.116710_bib27","doi-asserted-by":"crossref","first-page":"6831","DOI":"10.1021\/ac071100r","article-title":"Generation and identification of reactive metabolites by electrochemistry and immobilized enzymes coupled on-line to liquid chromatography\/mass spectrometry","volume":"79","author":"Lohmann","year":"2007","journal-title":"Anal. Chem."},{"key":"10.1016\/j.jpba.2025.116710_bib28","doi-asserted-by":"crossref","first-page":"1701","DOI":"10.1007\/s00216-006-0801-y","article-title":"Simulation of the detoxification of paracetamol using on-line electrochemistry\/liquid chromatography\/mass spectrometry","volume":"386","author":"Lohmann","year":"2006","journal-title":"Anal. Bioanal. Chem."}],"container-title":["Journal of Pharmaceutical and Biomedical Analysis"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/api.elsevier.com\/content\/article\/PII:S0731708525000512?httpAccept=text\/xml","content-type":"text\/xml","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/api.elsevier.com\/content\/article\/PII:S0731708525000512?httpAccept=text\/plain","content-type":"text\/plain","content-version":"vor","intended-application":"text-mining"}],"deposited":{"date-parts":[[2025,4,16]],"date-time":"2025-04-16T16:46:19Z","timestamp":1744821979000},"score":1,"resource":{"primary":{"URL":"https:\/\/linkinghub.elsevier.com\/retrieve\/pii\/S0731708525000512"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2025,5]]},"references-count":28,"alternative-id":["S0731708525000512"],"URL":"https:\/\/doi.org\/10.1016\/j.jpba.2025.116710","relation":{},"ISSN":["0731-7085"],"issn-type":[{"value":"0731-7085","type":"print"}],"subject":[],"published":{"date-parts":[[2025,5]]},"assertion":[{"value":"Elsevier","name":"publisher","label":"This article is maintained by"},{"value":"Mimicking the reactivity of drug metabolites: Biomolecule conjugation of an electrochemically-generated, reactive oxidation product of the antibiotic minocycline","name":"articletitle","label":"Article Title"},{"value":"Journal of Pharmaceutical and Biomedical Analysis","name":"journaltitle","label":"Journal Title"},{"value":"https:\/\/doi.org\/10.1016\/j.jpba.2025.116710","name":"articlelink","label":"CrossRef DOI link to publisher maintained version"},{"value":"article","name":"content_type","label":"Content Type"},{"value":"\u00a9 2025 The Author(s). Published by Elsevier B.V.","name":"copyright","label":"Copyright"}],"article-number":"116710"}}