{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,10,13]],"date-time":"2026-10-13T13:46:08Z","timestamp":1791899168202,"version":"4.3.4"},"reference-count":35,"publisher":"Wiley","issue":"38","license":[{"start":{"date-parts":[[2026,6,25]],"date-time":"2026-06-25T00:00:00Z","timestamp":1782345600000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"},{"start":{"date-parts":[[2026,6,25]],"date-time":"2026-06-25T00:00:00Z","timestamp":1782345600000},"content-version":"tdm","delay-in-days":0,"URL":"http:\/\/doi.wiley.com\/10.1002\/tdm_license_1.1"}],"content-domain":{"domain":["chemistry-europe.onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["Chemistry A European J"],"published-print":{"date-parts":[[2026,10,13]]},"abstract":"<jats:title>ABSTRACT<\/jats:title>\n                  <jats:p>\n                    Glutathione peroxidase (GPx) is a vital antioxidant enzyme that protects cells from oxidative damage by catalyzing the reduction of reactive oxygen species (ROS). The development of efficient GPx mimetics is crucial for reproducing this protective function in therapeutic and industrial contexts. In this study, we describe the gram\u2010scale synthesis of a water\u2010soluble deazapurine\u2010based cyclic selenenyl sulfide via an efficient five\u2010step route. The catalytic activity of this compound was evaluated under physiologically relevant glutathione (GSH) concentrations (\u223c6.5\u00a0mM). Activity was quantified using a newly developed UPLC\u2010based assay and benchmarked against results obtained with the classical NMR\u2010based Iwaoka assay, ensuring cross\u2010validation of kinetic parameters. Using these complementary approaches, we demonstrate that the selenenyl sulfide\n                    <jats:bold>6a<\/jats:bold>\n                    catalyzes thiol oxidation with substantially higher efficiency than ebselen, a widely studied GPx mimic, under applied assay conditions. In addition, the compound exhibits exceptional chemical stability, with no NMR\u2010detectable signs of degradation after two years of storage. These findings underscore the potential of cyclic selenenyl sulfides as GPx mimetics, providing a strong rationale for evaluating their catalytic properties in more complex chemical and biological contexts.\n                  <\/jats:p>","DOI":"10.1002\/chem.71330","type":"journal-article","created":{"date-parts":[[2026,6,26]],"date-time":"2026-06-26T04:27:23Z","timestamp":1782448043000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":0,"title":["Deazapurine\u2010Based Cyclic Selenenyl Sulfide as a Glutathione Peroxidase Mimetic"],"prefix":"10.1002","volume":"32","author":[{"given":"Adam","family":"Ha\u0142uszczuk","sequence":"first","affiliation":[{"name":"Ryvu Therapeutics R&amp;D Center for Innovative Drugs  Poland"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Aleksandra","family":"Liana","sequence":"additional","affiliation":[{"name":"Polpharma S.A.  Starogard Gda\u0144ski Poland"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-7070-6071","authenticated-orcid":false,"given":"Andrzej S.","family":"Skwarecki","sequence":"additional","affiliation":[{"name":"Department of Pharmaceutical Technology and Biochemistry and BioTechMed Center Gda\u0144sk University of Technology  Gda\u0144sk Poland"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-9045-6372","authenticated-orcid":false,"given":"Witold","family":"Przychodze\u0144","sequence":"additional","affiliation":[{"name":"Department of Organic Chemistry and BioTechMed Center Gda\u0144sk University of Technology  Gda\u0144sk Poland"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2026,6,25]]},"reference":[{"key":"e_1_2_10_2_1","doi-asserted-by":"publisher","DOI":"10.1089\/ars.2019.7905"},{"key":"e_1_2_10_3_1","doi-asserted-by":"publisher","DOI":"10.1021\/acschembio.6b00031"},{"key":"e_1_2_10_4_1","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.1c02383"},{"key":"e_1_2_10_5_1","doi-asserted-by":"publisher","DOI":"10.1002\/chem.202302615"},{"key":"e_1_2_10_6_1","doi-asserted-by":"publisher","DOI":"10.3390\/antiox10101560"},{"key":"e_1_2_10_7_1","doi-asserted-by":"publisher","DOI":"10.3390\/molecules25153354"},{"key":"e_1_2_10_8_1","doi-asserted-by":"publisher","DOI":"10.3390\/molecules22030492"},{"key":"e_1_2_10_9_1","doi-asserted-by":"publisher","DOI":"10.1021\/ic201603v"},{"key":"e_1_2_10_10_1","doi-asserted-by":"publisher","DOI":"10.1039\/D0NJ01605E"},{"key":"e_1_2_10_11_1","doi-asserted-by":"publisher","DOI":"10.3390\/ijms24021610"},{"key":"e_1_2_10_12_1","doi-asserted-by":"publisher","DOI":"10.1096\/fj.12-223305"},{"key":"e_1_2_10_13_1","doi-asserted-by":"publisher","DOI":"10.1038\/srep11596"},{"key":"e_1_2_10_14_1","doi-asserted-by":"publisher","DOI":"10.3390\/molecules28217349"},{"key":"e_1_2_10_15_1","article-title":"Ebselen: A Promising Repurposing Drug to Treat Infections Caused by Multidrug\u2010Resistant Microorganisms","volume":"2024","author":"De Lima E Silva A. A.","year":"2024","journal-title":"Interdiscip Perspect Infect Dis"},{"key":"e_1_2_10_16_1","doi-asserted-by":"publisher","DOI":"10.1021\/acsptsci.2c00008"},{"key":"e_1_2_10_17_1","doi-asserted-by":"publisher","DOI":"10.3390\/molecules27227728"},{"key":"e_1_2_10_18_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.drudis.2023.103799"},{"key":"e_1_2_10_19_1","doi-asserted-by":"publisher","DOI":"10.3390\/molecules22091495"},{"key":"e_1_2_10_20_1","doi-asserted-by":"publisher","DOI":"10.1002\/ejoc.200900485"},{"key":"e_1_2_10_21_1","doi-asserted-by":"publisher","DOI":"10.1021\/ol201617t"},{"key":"e_1_2_10_22_1","doi-asserted-by":"publisher","DOI":"10.1039\/D1OB02153B"},{"key":"e_1_2_10_23_1","doi-asserted-by":"publisher","DOI":"10.3390\/catal9040333"},{"key":"e_1_2_10_24_1","doi-asserted-by":"publisher","DOI":"10.3390\/metabo9030045"},{"key":"e_1_2_10_25_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201005235"},{"key":"e_1_2_10_26_1","doi-asserted-by":"publisher","DOI":"10.1002\/chem.201902230"},{"key":"e_1_2_10_27_1","doi-asserted-by":"publisher","DOI":"10.1002\/ejoc.200901114"},{"key":"e_1_2_10_28_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja00085a040"},{"key":"e_1_2_10_29_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.jchromb.2024.124062"},{"key":"e_1_2_10_30_1","first-page":"212","article-title":"Organoselenium Compounds as Antioxidants","volume":"2022","author":"Obieziurska\u2010Fabisiak M.","year":"2022","journal-title":"Arkivoc"},{"key":"e_1_2_10_31_1","doi-asserted-by":"publisher","DOI":"10.1002\/ejoc.201900632"},{"key":"e_1_2_10_32_1","doi-asserted-by":"publisher","DOI":"10.1002\/med.21465"},{"key":"e_1_2_10_33_1","doi-asserted-by":"publisher","DOI":"10.1021\/acsomega.2c02286"},{"key":"e_1_2_10_34_1","doi-asserted-by":"publisher","DOI":"10.1002\/cctc.202201596"},{"key":"e_1_2_10_35_1","doi-asserted-by":"publisher","DOI":"10.3390\/antiox12111953"},{"key":"e_1_2_10_36_1","doi-asserted-by":"publisher","DOI":"10.1021\/jo00273a035"}],"container-title":["Chemistry \u2013 A European Journal"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/chemistry-europe.onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/chem.71330","content-type":"application\/pdf","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/chemistry-europe.onlinelibrary.wiley.com\/doi\/full-xml\/10.1002\/chem.71330","content-type":"application\/xml","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/chemistry-europe.onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/chem.71330","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2026,10,13]],"date-time":"2026-10-13T12:52:04Z","timestamp":1791895924000},"score":1,"resource":{"primary":{"URL":"https:\/\/chemistry-europe.onlinelibrary.wiley.com\/doi\/10.1002\/chem.71330"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2026,6,25]]},"references-count":35,"journal-issue":{"issue":"38","published-print":{"date-parts":[[2026,10,13]]}},"alternative-id":["10.1002\/chem.71330"],"URL":"https:\/\/doi.org\/10.1002\/chem.71330","archive":["Portico"],"relation":{},"ISSN":["0947-6539","1521-3765"],"issn-type":[{"value":"0947-6539","type":"print"},{"value":"1521-3765","type":"electronic"}],"subject":[],"published":{"date-parts":[[2026,6,25]]},"assertion":[{"value":"2026-03-25","order":0,"name":"received","label":"Received","group":{"name":"publication_history","label":"Publication History"}},{"value":"2026-06-16","order":2,"name":"accepted","label":"Accepted","group":{"name":"publication_history","label":"Publication History"}},{"value":"2026-06-25","order":3,"name":"published","label":"Published","group":{"name":"publication_history","label":"Publication History"}}],"article-number":"e71330"}}