{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,3,21]],"date-time":"2026-03-21T21:05:50Z","timestamp":1774127150901,"version":"3.50.1"},"reference-count":67,"publisher":"MDPI AG","issue":"17","license":[{"start":{"date-parts":[[2022,8,27]],"date-time":"2022-08-27T00:00:00Z","timestamp":1661558400000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"funder":[{"name":"National Natural Science Foundation of China","award":["21802106"],"award-info":[{"award-number":["21802106"]}]},{"name":"National Natural Science Foundation of China","award":["22172097"],"award-info":[{"award-number":["22172097"]}]},{"name":"National Natural Science Foundation of China","award":["2019M653860XB"],"award-info":[{"award-number":["2019M653860XB"]}]},{"name":"National Natural Science Foundation of China","award":["2021TD-18"],"award-info":[{"award-number":["2021TD-18"]}]},{"name":"National Natural Science Foundation of China","award":["GK202001005"],"award-info":[{"award-number":["GK202001005"]}]},{"name":"China Postdoctoral Science Foundation","award":["21802106"],"award-info":[{"award-number":["21802106"]}]},{"name":"China Postdoctoral Science Foundation","award":["22172097"],"award-info":[{"award-number":["22172097"]}]},{"name":"China Postdoctoral Science Foundation","award":["2019M653860XB"],"award-info":[{"award-number":["2019M653860XB"]}]},{"name":"China Postdoctoral Science Foundation","award":["2021TD-18"],"award-info":[{"award-number":["2021TD-18"]}]},{"name":"China Postdoctoral Science Foundation","award":["GK202001005"],"award-info":[{"award-number":["GK202001005"]}]},{"name":"Innovation Capability Support Program of Shaanxi","award":["21802106"],"award-info":[{"award-number":["21802106"]}]},{"name":"Innovation Capability Support Program of Shaanxi","award":["22172097"],"award-info":[{"award-number":["22172097"]}]},{"name":"Innovation Capability Support Program of Shaanxi","award":["2019M653860XB"],"award-info":[{"award-number":["2019M653860XB"]}]},{"name":"Innovation Capability Support Program of Shaanxi","award":["2021TD-18"],"award-info":[{"award-number":["2021TD-18"]}]},{"name":"Innovation Capability Support Program of Shaanxi","award":["GK202001005"],"award-info":[{"award-number":["GK202001005"]}]},{"name":"Fundamental Research Funds for the Central Universities","award":["21802106"],"award-info":[{"award-number":["21802106"]}]},{"name":"Fundamental Research Funds for the Central Universities","award":["22172097"],"award-info":[{"award-number":["22172097"]}]},{"name":"Fundamental Research Funds for the Central Universities","award":["2019M653860XB"],"award-info":[{"award-number":["2019M653860XB"]}]},{"name":"Fundamental Research Funds for the Central Universities","award":["2021TD-18"],"award-info":[{"award-number":["2021TD-18"]}]},{"name":"Fundamental Research Funds for the Central Universities","award":["GK202001005"],"award-info":[{"award-number":["GK202001005"]}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Molecules"],"abstract":"<jats:p>Two water-soluble single-benzene-based chromophores, 2,5-di(azetidine-1-yl)-tereph- thalic acid (DAPA) and its disodium carboxylate (DAP-Na), were conveniently obtained. Both chromophores preserved moderate quantum yields in a wide range of polar and protonic solvents. Spectroscopic studies demonstrated that DAPA exhibited red luminescence as well as large Stokes shift (&gt;200 nm) in aqueous solutions. Femtosecond transient absorption spectra illustrated quadrupolar DAPA usually involved the formation of an intramolecular charge transfer state. Its Frank\u2013Condon state could be rapidly relaxed to a slight symmetry-breaking state upon light excitation following the solvent relaxation, then the slight charge separation may occur and the charge localization became partially asymmetrical in polar environments. Density functional theory (DFT) calculation results were supported well with the experimental measurements. Unique pH-dependent fluorescent properties endows the two chromophores with rapid, highly selective, and sensitive responses to the amino acids in aqueous media. In detail, DAPA served as a fluorescence turn-on probe with a detection limit (DL) of 0.50 \u03bcM for Arg and with that of 0.41 \u03bcM for Lys. In contrast, DAP-Na featured bright green luminescence and showed fluorescence turn-off responses to Asp and Glu with the DLs of 0.12 \u03bcM and 0.16 \u03bcM, respectively. Meanwhile, these two simple-structure probes exhibited strong anti-interference ability towards other natural amino acids and realized visual identification of specific analytes. The present work helps to understand the photophysic\u2013structure relationship of these kinds of compounds and render their fluorescent detection applications.<\/jats:p>","DOI":"10.3390\/molecules27175522","type":"journal-article","created":{"date-parts":[[2022,8,29]],"date-time":"2022-08-29T22:53:42Z","timestamp":1661813622000},"page":"5522","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":12,"title":["Water-Soluble Single-Benzene Chromophores: Excited State Dynamics and Fluorescence Detection"],"prefix":"10.3390","volume":"27","author":[{"given":"Yingge","family":"Fan","sequence":"first","affiliation":[{"name":"Department of Chemical Engineering, Shaanxi Institute of Technology, Xi\u2019an 710300, China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Jin","family":"Ma","sequence":"additional","affiliation":[{"name":"Department of Chemical Engineering, Shaanxi Institute of Technology, Xi\u2019an 710300, China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-4630-5243","authenticated-orcid":false,"given":"Huijing","family":"Liu","sequence":"additional","affiliation":[{"name":"Key Laboratory of Applied Surface and Colloid Chemistry of Ministry of Education, School of Chemistry and Chemical Engineering, Shaanxi Normal University, Xi\u2019an 710062, China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-9600-1045","authenticated-orcid":false,"given":"Taihong","family":"Liu","sequence":"additional","affiliation":[{"name":"Key Laboratory of Applied Surface and Colloid Chemistry of Ministry of Education, School of Chemistry and Chemical Engineering, Shaanxi Normal University, Xi\u2019an 710062, China"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"1968","published-online":{"date-parts":[[2022,8,27]]},"reference":[{"key":"ref_1","doi-asserted-by":"crossref","first-page":"3457","DOI":"10.1021\/jf990080u","article-title":"Chemistry, nutrition, and microbiology of d-amino acids","volume":"47","author":"Friedman","year":"1999","journal-title":"J. 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