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The redox photochemistry was simply controlled by introducing a zinc binding site (2,2\u2032\u2010dipicolylamine (DPA)) on the coumarin moiety of probe <jats:bold>2<\/jats:bold>. Zinc complexation produced a positively charged environment on the coumarin (<jats:bold>1<\/jats:bold>\u2013Zn), which lowered the electron density of a nearby 9\u2009<jats:italic>H<\/jats:italic>\u2010xanthene ring, attenuating the auto\u2010oxidation of <jats:bold>1<\/jats:bold>\u2013Zn by 45\u2009% compared with that of probe <jats:bold>1<\/jats:bold> at 298\u2005K. The positive net charge of <jats:bold>1<\/jats:bold>\u2013Zn also provided an attractive Coulombic force toward the phosphate of flavin mononucleotide and flavin adenine dinucleotide, which lowered the reduction potential of the electron acceptor (isoalloxazine) and improved intermolecular electron transfer from the 9\u2009<jats:italic>H<\/jats:italic>\u2010xanthene ring to isoalloxazine. The flavin\u2010mediated oxidation rate of <jats:bold>1<\/jats:bold>\u2013Zn was increased to 1.5\u2005times that of probe <jats:bold>2<\/jats:bold>. Probe <jats:bold>1<\/jats:bold>\u2013Zn showed highly selective sensing behaviour toward flavins, producing an intense brightness (<jats:italic>\u03f5\u03a6<\/jats:italic><jats:sub>F<\/jats:sub>=2.80\u00d710<jats:sup>3<\/jats:sup>\u2009<jats:sc>m<\/jats:sc><jats:sup>\u22121<\/jats:sup>\u2005cm<jats:sup>\u22121<\/jats:sup>) in the long\u2010wavelength regions (<jats:italic>\u03bb<\/jats:italic><jats:sub>max<\/jats:sub>=588\u2005nm) upon flavin\u2010mediated oxidation. Furthermore, probes <jats:bold>1<\/jats:bold>\u2013Zn and <jats:bold>2<\/jats:bold> were successfully applied to eosinophil imaging and the differential diagnosis of eosinophilia; this demonstrates their use as diagnostic tools.<\/jats:p>","DOI":"10.1002\/chem.201703466","type":"journal-article","created":{"date-parts":[[2017,8,29]],"date-time":"2017-08-29T11:27:38Z","timestamp":1504006058000},"page":"16078-16084","source":"Crossref","is-referenced-by-count":5,"title":["Electrostatic Modification for Promotion of Flavin\u2010Mediated Oxidation of a Probe for Flavin Detection"],"prefix":"10.1002","volume":"23","author":[{"given":"Dong\u2010Nam","family":"Lee","sequence":"first","affiliation":[{"name":"Department of Chemistry, College of Natural Sciences Seoul National University  Seoul 08826 Republic of Korea"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Sohyeon","family":"Bae","sequence":"additional","affiliation":[{"name":"Department of Chemistry, College of Natural Sciences Seoul National University  Seoul 08826 Republic of Korea"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Kyungja","family":"Han","sequence":"additional","affiliation":[{"name":"Department of Laboratory Medicine, Medical College Catholic University  Seoul 06591 Republic of Korea"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Ik\u2010Soo","family":"Shin","sequence":"additional","affiliation":[{"name":"Department of Chemistry, College of Natural Sciences Soongsil University  Seoul 06978 Republic of Korea"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Seong Keun","family":"Kim","sequence":"additional","affiliation":[{"name":"Department of Chemistry, College of Natural Sciences Seoul National University  Seoul 08826 Republic of Korea"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-7831-8834","authenticated-orcid":false,"given":"Jong\u2010In","family":"Hong","sequence":"additional","affiliation":[{"name":"Department of Chemistry, College of Natural Sciences Seoul National University  Seoul 08826 Republic of Korea"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"311","published-online":{"date-parts":[[2017,10,19]]},"reference":[{"key":"e_1_2_7_1_1","doi-asserted-by":"publisher","DOI":"10.1016\/S0962-8924(99)01536-6"},{"key":"e_1_2_7_2_1","unstructured":"\u00a0"},{"key":"e_1_2_7_3_2","doi-asserted-by":"crossref","first-page":"493","DOI":"10.1515\/9783111521350-085","volume-title":"Flavins and Flavoproteins","author":"Moonen C. 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