{"title":"First Fluorescence Method for Native Quantification of Pirtobrutinib Used for Treatment of Cancer in its Market Form and Biological Fluids; Application of Greenness.","authors":"Hesham Salem, Hoda Madian, Fares Badawy, Yazed Walid, Mennatullah Kamel, Mohamed A Sarea, Ayoub Samir, Feby Amgad, Selem Mohammed, Amany Abdelaziz","doi":"10.1007/s10895-025-04646-8","DOIUrl":"https://doi.org/10.1007/s10895-025-04646-8","url":null,"abstract":"","PeriodicalId":15800,"journal":{"name":"Journal of Fluorescence","volume":" ","pages":""},"PeriodicalIF":3.1,"publicationDate":"2025-12-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145810264","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2025-12-23DOI: 10.1007/s10895-025-04674-4
Mauricio A Vega-Pallauta, Rodrigo Castillo, Kevin Soler-Carracedo, Inocencio R Martin
In this work, we report the synthesis and characterisation of holmium-doped lanthanum indium oxide as a promising luminescent material for biomedical applications. Samples were prepared via the Pechini sol-gel method and structurally confirmed to crystallise in an orthorhombic perovskite phase (Pnma), with minor In2O3 impurities. Morphological analysis revealed irregular micrometric agglomerates with homogeneous elemental distribution. Optical studies demonstrated efficient absorption at 890 nm (the first biological window) and emission centred at ~ 1200 nm (the second biological window), attributed to the 5I6 → 5I8 transition of Ho3+. The sample doped with 1.0 mol% Ho3+ exhibited the highest emission intensity. Luminescence tests confirmed detectable luminescence through up to 4 mm of blood, highlighting the material's potential for deep-tissue imaging. These results position LaInO3:Ho3+ as a viable candidate for infrared bioimaging working in the first and the second biological windows simultaneously.
{"title":"Infrared Emission in the Second Biological Window in LaInO<sub>3</sub>:Ho<sup>3+</sup> Exciting in the First Biological Window.","authors":"Mauricio A Vega-Pallauta, Rodrigo Castillo, Kevin Soler-Carracedo, Inocencio R Martin","doi":"10.1007/s10895-025-04674-4","DOIUrl":"https://doi.org/10.1007/s10895-025-04674-4","url":null,"abstract":"<p><p>In this work, we report the synthesis and characterisation of holmium-doped lanthanum indium oxide as a promising luminescent material for biomedical applications. Samples were prepared via the Pechini sol-gel method and structurally confirmed to crystallise in an orthorhombic perovskite phase (Pnma), with minor In<sub>2</sub>O<sub>3</sub> impurities. Morphological analysis revealed irregular micrometric agglomerates with homogeneous elemental distribution. Optical studies demonstrated efficient absorption at 890 nm (the first biological window) and emission centred at ~ 1200 nm (the second biological window), attributed to the <sup>5</sup>I<sub>6</sub> → <sup>5</sup>I<sub>8</sub> transition of Ho<sup>3+</sup>. The sample doped with 1.0 mol% Ho<sup>3+</sup> exhibited the highest emission intensity. Luminescence tests confirmed detectable luminescence through up to 4 mm of blood, highlighting the material's potential for deep-tissue imaging. These results position LaInO<sub>3</sub>:Ho<sup>3+</sup> as a viable candidate for infrared bioimaging working in the first and the second biological windows simultaneously.</p>","PeriodicalId":15800,"journal":{"name":"Journal of Fluorescence","volume":" ","pages":""},"PeriodicalIF":3.1,"publicationDate":"2025-12-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145810224","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2025-12-23DOI: 10.1007/s10895-025-04667-3
Tran Thi Bich Quyen, Phu Nguyen Xuan Mai, Nguyen Thanh Nha, Tran Minh Khang, Ngo Nguyen Tra My, Bui Le Anh Tuan, Luong Huynh Vu Thanh, Duy Toan Pham
In this study, a Zinc oxide/Tin dioxide/Carbon quantum dots nanocomposite (ZnO/SnO2/CQDs NCPs) was successfully synthesized and comprehensively characterized, and its application as a photoluminescence-based sensor for highly sensitive uric acid detection was explored. Individual nanoparticles of CQDs, ZnO, and SnO2 were synthesized via a hydrothermal method, while the final composite was fabricated through a straightforward physical mixing approach. Characterization results obtained from UV-vis spectroscopy, XRD, TEM, and EDX analyses confirmed the structural integrity, morphology, and improved surface properties of the as-prepared nanocomposite. TEM images revealed that SnO2 nanoparticles possessed an average diameter of ≈ 3 nm, ZnO nanoparticles ≈ 50 nm, and CQDs ≈ 22 nm, with ZnO, SnO2, and CQDs randomly interconnected within the ZnO/SnO2/CQDs nanocomposites (ZnO/SnO2/CQDs NCPs). The sensing mechanism was governed by the "turn-on" photoluminescence phenomenon, arising from electron transfer between the excited nanocomposite and uric acid molecules. The fabricated sensor exhibited outstanding analytical performance, including an ultra-low limit of detection (LOD) of 0.085 nM, an exceptionally wide linear detection range spanning from 10-13 M to 0.1 M, and a strong linear correlation coefficient (R2 = 0.992) at the excitation wavelength of 420 nm, attributed to the synergistic interactions among the components. These findings underscore the composite's potential as a highly sensitive and reliable platform for uric acid detection. This work thus provides a simple, cost-effective, and promising strategy for clinical diagnostics and broader biomedical applications.
{"title":"Synthesis of ZnO/SnO<sub>2</sub>/CQDs Nanocomposites and its Application in Uric Acid Detection by Photoluminescence Method.","authors":"Tran Thi Bich Quyen, Phu Nguyen Xuan Mai, Nguyen Thanh Nha, Tran Minh Khang, Ngo Nguyen Tra My, Bui Le Anh Tuan, Luong Huynh Vu Thanh, Duy Toan Pham","doi":"10.1007/s10895-025-04667-3","DOIUrl":"https://doi.org/10.1007/s10895-025-04667-3","url":null,"abstract":"<p><p>In this study, a Zinc oxide/Tin dioxide/Carbon quantum dots nanocomposite (ZnO/SnO<sub>2</sub>/CQDs NCPs) was successfully synthesized and comprehensively characterized, and its application as a photoluminescence-based sensor for highly sensitive uric acid detection was explored. Individual nanoparticles of CQDs, ZnO, and SnO<sub>2</sub> were synthesized via a hydrothermal method, while the final composite was fabricated through a straightforward physical mixing approach. Characterization results obtained from UV-vis spectroscopy, XRD, TEM, and EDX analyses confirmed the structural integrity, morphology, and improved surface properties of the as-prepared nanocomposite. TEM images revealed that SnO<sub>2</sub> nanoparticles possessed an average diameter of ≈ 3 nm, ZnO nanoparticles ≈ 50 nm, and CQDs ≈ 22 nm, with ZnO, SnO<sub>2</sub>, and CQDs randomly interconnected within the ZnO/SnO<sub>2</sub>/CQDs nanocomposites (ZnO/SnO<sub>2</sub>/CQDs NCPs). The sensing mechanism was governed by the \"turn-on\" photoluminescence phenomenon, arising from electron transfer between the excited nanocomposite and uric acid molecules. The fabricated sensor exhibited outstanding analytical performance, including an ultra-low limit of detection (LOD) of 0.085 nM, an exceptionally wide linear detection range spanning from 10<sup>-13</sup> M to 0.1 M, and a strong linear correlation coefficient (R<sup>2</sup> = 0.992) at the excitation wavelength of 420 nm, attributed to the synergistic interactions among the components. These findings underscore the composite's potential as a highly sensitive and reliable platform for uric acid detection. This work thus provides a simple, cost-effective, and promising strategy for clinical diagnostics and broader biomedical applications.</p>","PeriodicalId":15800,"journal":{"name":"Journal of Fluorescence","volume":" ","pages":""},"PeriodicalIF":3.1,"publicationDate":"2025-12-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145810286","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Eu<sup>2+</sup> and Ce<sup>3+</sup>/Eu<sup>2+</sup> co-doped Ba<sub>2</sub>La<sub>3</sub>(SiO<sub>4</sub>)<sub>2</sub>(PO<sub>4</sub>)O Phosphors: Luminescence Properties and Applications in LEDs and Temperature Sensing.","authors":"Shili Liu, Xuemei Yao, Xinyue Zhang, Kai Sheng, Chenyi Wang, Tong Zhu, Ruijin Yu, Guoxiu Xing","doi":"10.1007/s10895-025-04664-6","DOIUrl":"https://doi.org/10.1007/s10895-025-04664-6","url":null,"abstract":"","PeriodicalId":15800,"journal":{"name":"Journal of Fluorescence","volume":" ","pages":""},"PeriodicalIF":3.1,"publicationDate":"2025-12-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145794115","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2025-12-19DOI: 10.1007/s10895-025-04671-7
Xin Tian, Xingzhu Tang, Lei Wang, Ye Wang, Chaofan Sun
{"title":"Theoretical Investigation on the Excited-State Proton Transfer Mechanism of 2-(1 H-benzo[d]imidazol-2-yl)-6-(benzo[d]thiazol-2-yl)-4-bromophenol.","authors":"Xin Tian, Xingzhu Tang, Lei Wang, Ye Wang, Chaofan Sun","doi":"10.1007/s10895-025-04671-7","DOIUrl":"https://doi.org/10.1007/s10895-025-04671-7","url":null,"abstract":"","PeriodicalId":15800,"journal":{"name":"Journal of Fluorescence","volume":" ","pages":""},"PeriodicalIF":3.1,"publicationDate":"2025-12-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145794123","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2025-12-18DOI: 10.1007/s10895-025-04606-2
Ayhan Altun, Ibrahim F Sengul, Mehmet F Saglam
A dual-responsive fluorescent chemosensor based on a 1,3,4-oxadiazole-linked bis-indole scaffold (FM) was developed for the selective and sensitive detection of 2,4,6-trinitrophenol (TNP) and iron ions (Fe3⁺ and Fe2⁺) in aqueous media. The probe exhibits strong photophysical properties, including a prominent emission at 438 nm and a large Stokes shift of 79 nm. Upon interaction with TNP or iron ions, a significant fluorescence "turn-off" response and bathochromic shifts were observed, attributed to π-π stacking, hydrogen bonding, and coordination interactions. Job's plot analysis revealed a 2:3 binding stoichiometry for TNP and 1:1 for both iron species, indicating distinct recognition mechanisms. For TNP, a high Stern-Volmer quenching constant (Ksv = 113.98 × 103 M⁻1) and a low detection limit (LOD = 59 nM) were obtained, outperforming many previously reported sensors. The probe also demonstrated reliable detection of Fe3⁺ and Fe2⁺ ions with LOD values of 2.95 µM and 16.2 µM, respectively. The FM sensor exhibited excellent photostability, rapid response (< 30 s), and high selectivity in the presence of competing analytes. Furthermore, a paper-based detection platform was successfully fabricated, enabling rapid visual detection of TNP under UV and daylight. These results highlight FM as a promising fluorescent sensor for environmental and security-related applications involving nitroaromatic explosives and metal ions.
{"title":"A Dual-Responsive 1,3,4-Oxadiazole-Linked Bis-Indole Fluorescent Chemosensor for the Selective Detection of TNP and Iron Ions.","authors":"Ayhan Altun, Ibrahim F Sengul, Mehmet F Saglam","doi":"10.1007/s10895-025-04606-2","DOIUrl":"https://doi.org/10.1007/s10895-025-04606-2","url":null,"abstract":"<p><p>A dual-responsive fluorescent chemosensor based on a 1,3,4-oxadiazole-linked bis-indole scaffold (FM) was developed for the selective and sensitive detection of 2,4,6-trinitrophenol (TNP) and iron ions (Fe<sup>3</sup>⁺ and Fe<sup>2</sup>⁺) in aqueous media. The probe exhibits strong photophysical properties, including a prominent emission at 438 nm and a large Stokes shift of 79 nm. Upon interaction with TNP or iron ions, a significant fluorescence \"turn-off\" response and bathochromic shifts were observed, attributed to π-π stacking, hydrogen bonding, and coordination interactions. Job's plot analysis revealed a 2:3 binding stoichiometry for TNP and 1:1 for both iron species, indicating distinct recognition mechanisms. For TNP, a high Stern-Volmer quenching constant (K<sub>sv</sub> = 113.98 × 10<sup>3</sup> M⁻<sup>1</sup>) and a low detection limit (LOD = 59 nM) were obtained, outperforming many previously reported sensors. The probe also demonstrated reliable detection of Fe<sup>3</sup>⁺ and Fe<sup>2</sup>⁺ ions with LOD values of 2.95 µM and 16.2 µM, respectively. The FM sensor exhibited excellent photostability, rapid response (< 30 s), and high selectivity in the presence of competing analytes. Furthermore, a paper-based detection platform was successfully fabricated, enabling rapid visual detection of TNP under UV and daylight. These results highlight FM as a promising fluorescent sensor for environmental and security-related applications involving nitroaromatic explosives and metal ions.</p>","PeriodicalId":15800,"journal":{"name":"Journal of Fluorescence","volume":" ","pages":""},"PeriodicalIF":3.1,"publicationDate":"2025-12-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145774714","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2025-12-18DOI: 10.1007/s10895-025-04656-6
Shamna Salim, Leena Rajith
Zinc phthalocyanines can be used as exceptional chemical sensors due to their outstanding stability, strong NIR absorption, and intense fluorescence emission, which facilitate accurate analyte detection. 3-Hydroxypyridine substituted zinc phthalocyanine (ZnPcPy) has been employed as a dual probe for the fluorescent determination of biliverdin and colorimetric determination of bilirubin. The fluorescence of ZnPcPy is effectively quenched by biliverdin through a static quenching mechanism facilitated by the inner filter effect. Furthermore, when ZnPcPy interacts with bilirubin, it undergoes a distinctive color shift from colorless to pinkish-red, thereby enhancing its efficacy in colorimetric detection. This newly designed dual sensor demonstrates an impressive detection limit of 8.60 × 10- 8 M and 2.42 × 10- 7 M for biliverdin and bilirubin, respectively, revealing superior selectivity and sensitivity against other co-existing molecules. Additionally, the methodology has been effectively employed in artificial and real samples, delivering encouraging results.
{"title":"Tailored Zinc Phthalocyanine for Dual Sensing of Biliverdin and Bilirubin Via Fluorescence and Chromogenic Mode.","authors":"Shamna Salim, Leena Rajith","doi":"10.1007/s10895-025-04656-6","DOIUrl":"https://doi.org/10.1007/s10895-025-04656-6","url":null,"abstract":"<p><p>Zinc phthalocyanines can be used as exceptional chemical sensors due to their outstanding stability, strong NIR absorption, and intense fluorescence emission, which facilitate accurate analyte detection. 3-Hydroxypyridine substituted zinc phthalocyanine (ZnPcPy) has been employed as a dual probe for the fluorescent determination of biliverdin and colorimetric determination of bilirubin. The fluorescence of ZnPcPy is effectively quenched by biliverdin through a static quenching mechanism facilitated by the inner filter effect. Furthermore, when ZnPcPy interacts with bilirubin, it undergoes a distinctive color shift from colorless to pinkish-red, thereby enhancing its efficacy in colorimetric detection. This newly designed dual sensor demonstrates an impressive detection limit of 8.60 × 10<sup>- 8</sup> M and 2.42 × 10<sup>- 7</sup> M for biliverdin and bilirubin, respectively, revealing superior selectivity and sensitivity against other co-existing molecules. Additionally, the methodology has been effectively employed in artificial and real samples, delivering encouraging results.</p>","PeriodicalId":15800,"journal":{"name":"Journal of Fluorescence","volume":" ","pages":""},"PeriodicalIF":3.1,"publicationDate":"2025-12-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145774693","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Hydrogen peroxide (H2O2) plays a key role in diverse physiological and pathological processes, including immune responses, cancer progression and aging. Herein, we report a novel ratiometric fluorescent probe (CBN) for H2O2 detection, synthesized via a one-step condensation reaction between 3-cyano-7-hydroxycoumarin and 4-(bromomethyl)benzeneboronic acid pinacol ester. The probe exhibited excellent selectivity and sensitivity toward H2O2 (limit of detection [LOD] = 0.71 µM) with minimal interference from competing ions. Furthermore, CBN demonstrated application in exogenous H2O2 detection in living HepG2 cells, highlighting its potential for biomedical research.
{"title":"A Boronic Acid-Based Ratiometric Fluorescent Probe for Selective Detection of Hydrogen Peroxide.","authors":"Ruilin Ge, Ruijia Gan, Rongrong Guo, Xiaowei Xu, Chaobing Gao","doi":"10.1007/s10895-025-04659-3","DOIUrl":"https://doi.org/10.1007/s10895-025-04659-3","url":null,"abstract":"<p><p>Hydrogen peroxide (H<sub>2</sub>O<sub>2</sub>) plays a key role in diverse physiological and pathological processes, including immune responses, cancer progression and aging. Herein, we report a novel ratiometric fluorescent probe (CBN) for H<sub>2</sub>O<sub>2</sub> detection, synthesized via a one-step condensation reaction between 3-cyano-7-hydroxycoumarin and 4-(bromomethyl)benzeneboronic acid pinacol ester. The probe exhibited excellent selectivity and sensitivity toward H<sub>2</sub>O<sub>2</sub> (limit of detection [LOD] = 0.71 µM) with minimal interference from competing ions. Furthermore, CBN demonstrated application in exogenous H<sub>2</sub>O<sub>2</sub> detection in living HepG2 cells, highlighting its potential for biomedical research.</p>","PeriodicalId":15800,"journal":{"name":"Journal of Fluorescence","volume":" ","pages":""},"PeriodicalIF":3.1,"publicationDate":"2025-12-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145768173","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2025-12-17DOI: 10.1007/s10895-025-04672-6
Hua Fang, Jialun Zhang
Recently, the fluorescent probe (E)-3-(4-(di(p-toluylamino)phenyl)-1-(2-hydroxyphenyl)prop-2-en-1-one (TAPHP) was synthesized for hydrazine detection in living cells (Sensors and Actuators B 263 (2018) 229). However, the excited-state intramolecular proton transfer (ESIPT) mechanism of TAPHP has not been experimentally elucidated. In this work, we employ density functional theory (DFT) and time-dependent DFT (TD-DFT) methods to investigate the ESIPT process, electronic spectra, and ring aromaticity of TAPHP in detail. Furthermore, four derivatives (TAPHP-1, TAPHP-2, TAPHP-3, TAPHP-4) were designed by substituting carbon atoms with nitrogen at various positions on the benzene ring to explore the effect of nitrogen substitution on TAPHP's properties. The calculated electronic spectra show good agreement with experimental data, validating the computational approach. Our results reveal that photoexcitation strengthens intramolecular hydrogen bonds, promoting the ESIPT process. Nitrogen substitution causes red-shifts in absorption and fluorescence wavelengths, modifies the ESIPT energy barrier, and reduces both intramolecular charge transfer (ICT) and aromaticity in TAPHP. These findings provide deeper insight into the structure-property relationships governing ESIPT processes and may guide the design of improved fluorescent probes.
最近,合成了用于检测活细胞中肼的荧光探针(E)-3-(4-(二(对甲苯胺)苯基)-1-(2-羟基苯基)prop-2-en-1-one (TAPHP) (Sensors and Actuators B 263(2018) 229)。然而,TAPHP的激发态分子内质子转移(ESIPT)机制尚未得到实验证实。在这项工作中,我们采用密度泛函理论(DFT)和时变DFT (TD-DFT)方法详细研究了TAPHP的ESIPT过程、电子谱和环芳香性。此外,通过在苯环上不同位置用氮取代碳原子,设计了4个衍生物(tappp -1、tappp -2、tappp -3、tappp -4),探索氮取代对tappp性能的影响。计算得到的电子能谱与实验数据吻合较好,验证了计算方法的正确性。我们的研究结果表明,光激发增强了分子内氢键,促进了ESIPT过程。氮取代引起吸收和荧光波长的红移,改变了ESIPT的能垒,降低了TAPHP的分子内电荷转移(ICT)和芳香性。这些发现为控制ESIPT过程的结构-性质关系提供了更深入的见解,并可能指导改进的荧光探针的设计。
{"title":"The Nitrogen Substitution Effect on ESIPT Process and ICT Characteristic as well as Aromaticity of Novel Chalcone-Based Fluorophore: A TD-DFT Study.","authors":"Hua Fang, Jialun Zhang","doi":"10.1007/s10895-025-04672-6","DOIUrl":"https://doi.org/10.1007/s10895-025-04672-6","url":null,"abstract":"<p><p>Recently, the fluorescent probe (E)-3-(4-(di(p-toluylamino)phenyl)-1-(2-hydroxyphenyl)prop-2-en-1-one (TAPHP) was synthesized for hydrazine detection in living cells (Sensors and Actuators B 263 (2018) 229). However, the excited-state intramolecular proton transfer (ESIPT) mechanism of TAPHP has not been experimentally elucidated. In this work, we employ density functional theory (DFT) and time-dependent DFT (TD-DFT) methods to investigate the ESIPT process, electronic spectra, and ring aromaticity of TAPHP in detail. Furthermore, four derivatives (TAPHP-1, TAPHP-2, TAPHP-3, TAPHP-4) were designed by substituting carbon atoms with nitrogen at various positions on the benzene ring to explore the effect of nitrogen substitution on TAPHP's properties. The calculated electronic spectra show good agreement with experimental data, validating the computational approach. Our results reveal that photoexcitation strengthens intramolecular hydrogen bonds, promoting the ESIPT process. Nitrogen substitution causes red-shifts in absorption and fluorescence wavelengths, modifies the ESIPT energy barrier, and reduces both intramolecular charge transfer (ICT) and aromaticity in TAPHP. These findings provide deeper insight into the structure-property relationships governing ESIPT processes and may guide the design of improved fluorescent probes.</p>","PeriodicalId":15800,"journal":{"name":"Journal of Fluorescence","volume":" ","pages":""},"PeriodicalIF":3.1,"publicationDate":"2025-12-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145768228","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}