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This novel cavitand has a deep aromatic pocket with three (\n                    <jats:italic>S<\/jats:italic>\n                    )\u2010glutamic acid dendrons at the rim to amplify water solubility and prevent self\u2010association.\n                    <jats:sup>1<\/jats:sup>\n                    H NMR spectroscopy, calorimetry (ITC), and mass spectrometry (ESI\u2010MS) measurements validate the formation of an inclusion complex between\n                    <jats:bold>6<\/jats:bold>\n                    <jats:sup>12\u2212<\/jats:sup>\n                    and anticancer drug methotrexate (MTX\n                    <jats:sup>2\u2212<\/jats:sup>\n                    ) in water (\n                    <jats:italic>K<\/jats:italic>\n                    <jats:sub>d<\/jats:sub>\n                    =9.2\u2005\u03bcM). To identify the docking pose, a comparison of computed (DFT and MM) and experimental\n                    <jats:sup>1<\/jats:sup>\n                    H NMR chemical shifts suggests that MTX\n                    <jats:sup>2\u2212<\/jats:sup>\n                    folds inside\n                    <jats:bold>6<\/jats:bold>\n                    <jats:sup>12\u2212<\/jats:sup>\n                    (\u03c0\u22c5\u22c5\u22c5\u03c0), forming HBs with the peptidic dendrons while anchoring (C\u2212H\u22c5\u22c5\u22c5\u03c0) to the aromatic pocket through its N\u2010methyl group. In consequence,\n                    <jats:bold>6<\/jats:bold>\n                    <jats:sup>12\u2212<\/jats:sup>\n                    selectively binds MTX\n                    <jats:sup>2\u2212<\/jats:sup>\n                    in competition with structurally similar folic acid and leucovorin (reversal poisoning agent). While the host is biocompatible (HEK293; IC\n                    <jats:sub>50<\/jats:sub>\n                    &gt;150\u2005\u03bcM) and produces inclusion complex [MTX\u2282\n                    <jats:bold>6<\/jats:bold>\n                    ]\n                    <jats:sup>14\u2212<\/jats:sup>\n                    in cell media, it experiences limitation in pharmacokinetic sequestration of MTX\n                    <jats:sup>2\u2212<\/jats:sup>\n                    as dihydrofolate reductase's affinity to the drug is suggested to prevail over that of\n                    <jats:bold>6<\/jats:bold>\n                    <jats:sup>12\u2212<\/jats:sup>\n                    . Nonetheless, considering the basket's biocompatibility, tunability, and chemoselectivity, it stands as the leading candidate in the pursuit of an effective abiotic antidote for methotrexate poisoning.\n                  <\/jats:p>","DOI":"10.1002\/anie.202420574","type":"journal-article","created":{"date-parts":[[2024,11,12]],"date-time":"2024-11-12T01:59:56Z","timestamp":1731376796000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":9,"title":["Dendritic Molecular Baskets for Selective Binding of Toxic Methotrexate"],"prefix":"10.1002","volume":"64","author":[{"given":"Nitesh","family":"Kumar","sequence":"first","affiliation":[{"name":"Department of Chemistry and Biochemistry The Ohio State University  100 West 18th Avenue Columbus OH-43210 USA"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Tyler J.","family":"Finnegan","sequence":"additional","affiliation":[{"name":"Department of Chemistry and Biochemistry The Ohio State University  100 West 18th Avenue Columbus OH-43210 USA"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Sagarika","family":"Taneja","sequence":"additional","affiliation":[{"name":"Department of Chemistry and Biochemistry The Ohio State University  100 West 18th Avenue Columbus OH-43210 USA"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Darian C.","family":"Rostam","sequence":"additional","affiliation":[{"name":"Department of Chemistry and Biochemistry The Ohio State University  100 West 18th Avenue Columbus OH-43210 USA"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-4474-7141","authenticated-orcid":false,"given":"Alexandar L.","family":"Hansen","sequence":"additional","affiliation":[{"name":"Campus Chemical Instrument Center The Ohio State University  100 West 18th Avenue Columbus OH-43210 USA"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Carson E.","family":"Ward","sequence":"additional","affiliation":[{"name":"Department of Chemistry and Biochemistry The Ohio State University  100 West 18th Avenue Columbus OH-43210 USA"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-1975-8359","authenticated-orcid":false,"given":"Sefa","family":"U\u00e7ar","sequence":"additional","affiliation":[{"name":"Atat\u00fcrk University Faculty of Science Department of Chemistry  Erzurum 25240 Turkey"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-4803-028X","authenticated-orcid":false,"given":"Jon R.","family":"Parquette","sequence":"additional","affiliation":[{"name":"Department of Chemistry and Biochemistry The Ohio State University  100 West 18th Avenue Columbus OH-43210 USA"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-7540-2387","authenticated-orcid":false,"given":"Jovica D.","family":"Badji\u0107","sequence":"additional","affiliation":[{"name":"Department of Chemistry and Biochemistry The Ohio State University  100 West 18th Avenue Columbus OH-43210 USA"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2024,11,21]]},"reference":[{"key":"e_1_2_7_1_1","doi-asserted-by":"publisher","DOI":"10.3389\/fonc.2020.01734"},{"key":"e_1_2_7_2_1","doi-asserted-by":"publisher","DOI":"10.1073\/pnas.172501499"},{"key":"e_1_2_7_3_1","doi-asserted-by":"publisher","DOI":"10.1517\/17425247.2012.642362"},{"key":"e_1_2_7_4_1","doi-asserted-by":"publisher","DOI":"10.1634\/theoncologist.2015-0164"},{"key":"e_1_2_7_5_1","doi-asserted-by":"publisher","DOI":"10.1093\/jnci\/82.17.1411"},{"key":"e_1_2_7_6_1","first-page":"732","volume":"38","author":"Rattu M. 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