{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,10,10]],"date-time":"2026-10-10T02:25:24Z","timestamp":1791599124864,"version":"4.3.4"},"reference-count":46,"publisher":"Wiley","issue":"7","license":[{"start":{"date-parts":[[2022,1,5]],"date-time":"2022-01-05T00:00:00Z","timestamp":1641340800000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"funder":[{"DOI":"10.13039\/501100001659","name":"Deutsche Forschungsgemeinschaft","doi-asserted-by":"publisher","award":["410497337"],"award-info":[{"award-number":["410497337"]}],"id":[{"id":"10.13039\/501100001659","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":[[2022,2]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:p>Quadruplex\u2010duplex (Q\u2010D) junctions are increasingly considered promising targets for medicinal and technological applications. Here, a Q\u2010D hybrid with a hairpin\u2010type snapback loop coaxially stacked onto the quadruplex 3\u2019\u2010outer tetrad was designed and employed as a target structure for the indoloquinoline ligand SYUIQ\u20105. NMR spectral analysis demonstrated high\u2010affinity binding of the ligand at the quadruplex\u2010duplex interface with association constants determined by isothermal titration calorimetry of about 10<jats:sup>7<\/jats:sup>\u2005M<jats:sup>\u22121<\/jats:sup> and large exothermicities \u0394<jats:italic>H<\/jats:italic>\u00b0 of \u221214\u2005kcal\/mol in a 120\u2005mM K<jats:sup>+<\/jats:sup> buffer at 40\u2009\u00b0C. Determination of the ligand\u2010bound hybrid structure revealed intercalation of SYUIQ\u20105 between 3\u2019\u2010outer tetrad and the neighboring CG base pair, maximizing \u03c0\u2013\u03c0 stacking as well as electrostatic interactions with guanine carbonyl groups in close vicinity to the positively charged protonated quinoline nitrogen of the tetracyclic indoloquinoline. Exhibiting considerable flexibility, the SYUIQ\u20105 sidechain resides in the duplex minor groove. Based on comparative binding studies with the non\u2010substituted <jats:italic>N<\/jats:italic>5\u2010methylated indoloquinoline cryptolepine, the sidechain is suggested to confer additional affinity and to fix the alignment of the intercalated indoloquinoline aromatic core. However, selectivity for the Q\u2010D junction mostly relies on the geometry and charge distribution of the indoloquinoline ring system. The presented results are expected to provide valuable guidelines for the design of ligands specifically targeting Q\u2010D interfaces.<\/jats:p>","DOI":"10.1002\/chem.202103718","type":"journal-article","created":{"date-parts":[[2021,12,14]],"date-time":"2021-12-14T09:39:53Z","timestamp":1639474793000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":31,"title":["Indoloquinoline Ligands Favor Intercalation at Quadruplex\u2010Duplex Interfaces"],"prefix":"10.1002","volume":"28","author":[{"ORCID":"https:\/\/orcid.org\/0000-0002-4576-9935","authenticated-orcid":false,"given":"Yoanes Maria","family":"Vianney","sequence":"first","affiliation":[{"name":"Institute of Biochemistry Universit\u00e4t Greifswald  Felix-Hausdorff-Str. 4 17489 Greifswald 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