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Phenolic compounds with the ability to form intramolecular hydrogen bonds and subsequent proton transfer are known as ESIPT fluorophores. Proton accepting ability can increase significantly by tailoring electron\u2010donating groups. With the assistance of an environment\u2010friendly organocatalyst, 10\u2010camphor sulfonic acid (10\u2010CSA), <jats:bold>TPI\u20109<\/jats:bold> was synthesized to introduce substituents with electron\u2010donating abilities to develop an efficient ESIPT mechanism. Factors influencing the emission, such as solvent, pH, and metal ions, are investigated. Quenching of fluorescence by Cu<jats:sup>2+<\/jats:sup> through chelation enhancement quenching effect with a high selectivity allowed the establishment of a Cu<jats:sup>2+<\/jats:sup> sensor with an LoD of 0.57\u2005ppm and a ratiometric estimation with an LoD of 0.73\u2005ppm. Metal binding (2\u2009:\u20091) stoichiometry and quenching constant (0.0072\u2005mol<jats:sup>\u22121<\/jats:sup>s<jats:sup>\u22121<\/jats:sup>) are calculated from Job's and Stern\u2010Volmer plots. Density functional theory (DFT) calculations are in accordance with the experimental results. Competitive replacement of <jats:bold>TPI\u20109<\/jats:bold> by amino acids restores ESIPT, consequently, the fluorescence. Thus, an \u201coff\u2010on\u201d fluorescence sensor for amino acid estimation is developed under 1 minute incubation. A linear relationship between amino acid concentration and fluorescence intensity is in 0\u201020\u2005\u03bcg\/mL range, and the LoD is less than 2.2\u2005\u03bcg\/mL.<\/jats:p>","DOI":"10.1002\/chem.202203652","type":"journal-article","created":{"date-parts":[[2023,2,7]],"date-time":"2023-02-07T23:25:24Z","timestamp":1675812324000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":18,"title":["A Selective Excited\u2010State Intramolecular\u2010Proton\u2010Transfer (ESIPT) Sensor for Copper(II) Based on Chelation\u2010Enhanced Quenching and \u201cOff\u2010On\u201d Detection of Amino Acids"],"prefix":"10.1002","volume":"29","author":[{"ORCID":"https:\/\/orcid.org\/0000-0002-7260-3885","authenticated-orcid":false,"given":"Jyothis","family":"Devasia","sequence":"first","affiliation":[{"name":"Department of Chemistry CHRIST (Deemed to be University) Hosur road, DRC post  Bangalore 560029 India"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-0202-7333","authenticated-orcid":false,"given":"Francis","family":"Joy","sequence":"additional","affiliation":[{"name":"Department of Chemistry CHRIST (Deemed to be University) Hosur road, DRC post  Bangalore 560029 India"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-2515-8640","authenticated-orcid":false,"given":"Aatika","family":"Nizam","sequence":"additional","affiliation":[{"name":"Department of Chemistry CHRIST (Deemed to be University) Hosur road, DRC post  Bangalore 560029 India"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2023,3,23]]},"reference":[{"key":"e_1_2_8_1_1","unstructured":"\u00a0"},{"key":"e_1_2_8_2_2","doi-asserted-by":"publisher","DOI":"10.1039\/C9NJ03298C"},{"key":"e_1_2_8_3_2","doi-asserted-by":"publisher","DOI":"10.1002\/asia.201500415"},{"key":"e_1_2_8_4_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.inorgchem.6b02851"},{"key":"e_1_2_8_5_1","unstructured":"\u00a0"},{"key":"e_1_2_8_6_2","doi-asserted-by":"publisher","DOI":"10.1021\/acsami.6b01566"},{"key":"e_1_2_8_7_2","doi-asserted-by":"publisher","DOI":"10.1039\/C5CE01454A"},{"key":"e_1_2_8_8_1","unstructured":"\u00a0"},{"key":"e_1_2_8_9_2","doi-asserted-by":"publisher","DOI":"10.1002\/ejoc.201701773"},{"key":"e_1_2_8_10_2","doi-asserted-by":"publisher","DOI":"10.1002\/chem.202000423"},{"key":"e_1_2_8_11_2","doi-asserted-by":"publisher","DOI":"10.1002\/chem.201704640"},{"key":"e_1_2_8_12_1","unstructured":"\u00a0"},{"key":"e_1_2_8_13_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.biomaterials.2018.05.050"},{"key":"e_1_2_8_14_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.dyepig.2021.109693"},{"key":"e_1_2_8_15_1","unstructured":"\u00a0"},{"key":"e_1_2_8_16_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.bios.2015.01.057"},{"key":"e_1_2_8_17_2","doi-asserted-by":"publisher","DOI":"10.1002\/asia.201700898"},{"key":"e_1_2_8_18_1","unstructured":"\u00a0"},{"key":"e_1_2_8_19_2","doi-asserted-by":"publisher","DOI":"10.1039\/C6RA18093K"},{"key":"e_1_2_8_20_2","doi-asserted-by":"publisher","DOI":"10.1039\/D1QM00455G"},{"key":"e_1_2_8_21_2","doi-asserted-by":"publisher","DOI":"10.1039\/C9CP06261K"},{"key":"e_1_2_8_22_2","doi-asserted-by":"publisher","DOI":"10.1039\/C9QM00179D"},{"key":"e_1_2_8_23_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.inorgchem.6b01170"},{"key":"e_1_2_8_24_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.dyepig.2022.110334"},{"key":"e_1_2_8_25_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.dyepig.2021.109497"},{"key":"e_1_2_8_26_1","unstructured":"\u00a0"},{"key":"e_1_2_8_27_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.inoche.2019.01.012"},{"key":"e_1_2_8_28_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.snb.2016.08.148"},{"key":"e_1_2_8_29_2","doi-asserted-by":"publisher","DOI":"10.1021\/acsomega.1c07193"},{"key":"e_1_2_8_30_2","doi-asserted-by":"publisher","DOI":"10.1039\/c1dt10987a"},{"key":"e_1_2_8_31_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.dyepig.2022.110532"},{"key":"e_1_2_8_32_1","unstructured":"\u00a0"},{"key":"e_1_2_8_33_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.dyepig.2020.108566"},{"key":"e_1_2_8_34_2","doi-asserted-by":"publisher","DOI":"10.1021\/acsomega.8b00748"},{"key":"e_1_2_8_35_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.jphotochemrev.2017.06.002"},{"key":"e_1_2_8_36_1","unstructured":"\u00a0"},{"key":"e_1_2_8_37_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.snb.2019.127214"},{"key":"e_1_2_8_38_2","doi-asserted-by":"publisher","DOI":"10.1039\/C8TC06075D"},{"key":"e_1_2_8_39_2","doi-asserted-by":"publisher","DOI":"10.1039\/C4TB00190G"},{"key":"e_1_2_8_40_1","volume":"27","author":"Kim I. 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