{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,7,11]],"date-time":"2026-07-11T01:52:20Z","timestamp":1783734740612,"version":"3.55.0"},"reference-count":30,"publisher":"Wiley","issue":"59","license":[{"start":{"date-parts":[[2025,9,15]],"date-time":"2025-09-15T00:00:00Z","timestamp":1757894400000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"funder":[{"DOI":"10.13039\/100009619","name":"Japan Agency for Medical Research and Development","doi-asserted-by":"publisher","id":[{"id":"10.13039\/100009619","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100001691","name":"Japan Society for the Promotion of Science","doi-asserted-by":"publisher","id":[{"id":"10.13039\/501100001691","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":["chemistry-europe.onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["Chemistry A European J"],"published-print":{"date-parts":[[2025,10,22]]},"abstract":"<jats:title>Abstract<\/jats:title>\n                  <jats:p>\n                    Naturally occurring antibiotic tunicamycin targets bacterial peptidoglycan biosynthesis by inhibiting bacterial phospho\u2010\n                    <jats:italic>N<\/jats:italic>\n                    \u2010acetylmuraminic acid (MurNAc)\u2010pentapeptide translocase (MraY), but it also inhibits human UDP\u2010\n                    <jats:italic>N<\/jats:italic>\n                    \u2010acetylglucosamine (GlcNAc): polyprenol phosphate translocase (GPT), leading to cytotoxicity. This study thoroughly investigated the structure\u2010activity relationship of the fatty acyl side chain of tunicamycin to develop MraY\u2010selective inhibitors, based on structural differences between MraY and GPT. Longer alkyl chains and flexible structures were found to favor MraY inhibitory activity, and benzene rings were acceptable for binding. The hybrid analogue containing oleoyl group, which contributed most significantly to MraY inhibitory activity, and the MurNAc moiety, which is important for MraY\u2010selective inhibition, showed enhanced MraY inhibitory activity as well as improved antibacterial activity against\n                    <jats:italic>S. aureus<\/jats:italic>\n                    and\n                    <jats:italic>E. faecium<\/jats:italic>\n                    .\n                  <\/jats:p>","DOI":"10.1002\/chem.202502296","type":"journal-article","created":{"date-parts":[[2025,9,15]],"date-time":"2025-09-15T12:46:52Z","timestamp":1757940412000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":1,"title":["Design, Synthesis, and Biological Evaluation of Lipid\u2010Modified Derivatives of Tunicamycins"],"prefix":"10.1002","volume":"31","author":[{"given":"Kazuki","family":"Yamamoto","sequence":"first","affiliation":[{"name":"Faculty of Pharmaceutical Sciences Hokkaido University  Kita\u201012, Nishi\u20106, Kita\u2010ku Sapporo 060\u20130812 Japan"},{"name":"Center for Research and Education on Drug Discovery Faculty of Pharmaceutical Sciences Hokkaido University Kita\u201012, Nishi\u20106, Kita\u2010ku Sapporo 060\u20130812 Japan"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Toyotaka","family":"Sato","sequence":"additional","affiliation":[{"name":"Laboratory of Veterinary Hygiene School\/Faculty of Veterinary Medicine Hokkaido University  Kita\u201018, Nishi\u20109, Kita\u2010ku Sapporo 060\u20130818 Japan"},{"name":"Graduate School of Infectious Diseases Hokkaido University  Kita\u201018, Nishi\u20109, Kita\u2010ku Sapporo 060\u20130818 Japan"},{"name":"One Health Research Center Hokkaido University  Kita\u201018, Nishi\u20109, Kita\u2010ku Sapporo 060\u20130818 Japan"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Ellene H.","family":"Mashalidis","sequence":"additional","affiliation":[{"name":"Department of Biochemistry Duke University Medical Center  Durham NC USA"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Seok\u2010Yong","family":"Lee","sequence":"additional","affiliation":[{"name":"Department of Biochemistry Duke University Medical Center  Durham NC USA"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Motohiro","family":"Horiuchi","sequence":"additional","affiliation":[{"name":"Laboratory of Veterinary Hygiene School\/Faculty of Veterinary Medicine Hokkaido University  Kita\u201018, Nishi\u20109, Kita\u2010ku Sapporo 060\u20130818 Japan"},{"name":"Graduate School of Infectious Diseases Hokkaido University  Kita\u201018, Nishi\u20109, Kita\u2010ku Sapporo 060\u20130818 Japan"},{"name":"One Health Research Center Hokkaido University  Kita\u201018, Nishi\u20109, Kita\u2010ku Sapporo 060\u20130818 Japan"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-5345-5007","authenticated-orcid":false,"given":"Satoshi","family":"Ichikawa","sequence":"additional","affiliation":[{"name":"Faculty of Pharmaceutical Sciences Hokkaido University  Kita\u201012, Nishi\u20106, Kita\u2010ku Sapporo 060\u20130812 Japan"},{"name":"Center for Research and Education on Drug Discovery Faculty of Pharmaceutical Sciences Hokkaido University Kita\u201012, Nishi\u20106, Kita\u2010ku Sapporo 060\u20130812 Japan"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2025,9,15]]},"reference":[{"key":"e_1_2_8_1_1","doi-asserted-by":"publisher","DOI":"10.7164\/antibiotics.24.215"},{"key":"e_1_2_8_2_1","doi-asserted-by":"publisher","DOI":"10.7164\/antibiotics.24.224"},{"key":"e_1_2_8_3_1","doi-asserted-by":"publisher","DOI":"10.7164\/antibiotics.24.232"},{"key":"e_1_2_8_4_1","doi-asserted-by":"publisher","DOI":"10.7164\/antibiotics.24.785"},{"key":"e_1_2_8_5_1","first-page":"2303","volume":"41","author":"Ito T.","year":"1977","journal-title":"Biol. 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