Eduam Oliveira Boeira , Victória Goulart Isoppo , Bruno Bercini de Araújo , Isadora Tisoco , Lilian Camargo da Luz , Otávio Augusto Chaves , Paulo Fernando Bruno Gonçalves , Bernardo Almeida Iglesias , Angélica Venturini Moro , Fabiano Severo Rodembusch
{"title":"Exploring nitro-Tröger’s bases for ct-DNA and HSA sensing: An experimental and theoretical study","authors":"Eduam Oliveira Boeira , Victória Goulart Isoppo , Bruno Bercini de Araújo , Isadora Tisoco , Lilian Camargo da Luz , Otávio Augusto Chaves , Paulo Fernando Bruno Gonçalves , Bernardo Almeida Iglesias , Angélica Venturini Moro , Fabiano Severo Rodembusch","doi":"10.1016/j.jphotochem.2024.116082","DOIUrl":null,"url":null,"abstract":"<div><div>In this study, we present Tröger’s base analogs synthesized through condensation between <em>p</em>-formaldehyde and methyl-nitro-anilines in good yields. Tröger’s bases exhibit absorption peaks around 350 nm attributed to allowed ππ* electronic transitions. The fluorescence emission at 380 nm showed no correlation with the position of the nitro group. Spectroscopic analyses employing UV–Vis absorption, steady-state fluorescence emission, and molecular docking calculations revealed that these Tröger’s bases interact effectively with ct-DNA and human serum albumin (HSA). These findings suggest that this class of compounds might serve as promising optical sensors for biomacromolecules.</div></div>","PeriodicalId":16782,"journal":{"name":"Journal of Photochemistry and Photobiology A-chemistry","volume":"459 ","pages":"Article 116082"},"PeriodicalIF":4.1000,"publicationDate":"2024-10-11","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of Photochemistry and Photobiology A-chemistry","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S1010603024006269","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, PHYSICAL","Score":null,"Total":0}
引用次数: 0
Abstract
In this study, we present Tröger’s base analogs synthesized through condensation between p-formaldehyde and methyl-nitro-anilines in good yields. Tröger’s bases exhibit absorption peaks around 350 nm attributed to allowed ππ* electronic transitions. The fluorescence emission at 380 nm showed no correlation with the position of the nitro group. Spectroscopic analyses employing UV–Vis absorption, steady-state fluorescence emission, and molecular docking calculations revealed that these Tröger’s bases interact effectively with ct-DNA and human serum albumin (HSA). These findings suggest that this class of compounds might serve as promising optical sensors for biomacromolecules.
期刊介绍:
JPPA publishes the results of fundamental studies on all aspects of chemical phenomena induced by interactions between light and molecules/matter of all kinds.
All systems capable of being described at the molecular or integrated multimolecular level are appropriate for the journal. This includes all molecular chemical species as well as biomolecular, supramolecular, polymer and other macromolecular systems, as well as solid state photochemistry. In addition, the journal publishes studies of semiconductor and other photoactive organic and inorganic materials, photocatalysis (organic, inorganic, supramolecular and superconductor).
The scope includes condensed and gas phase photochemistry, as well as synchrotron radiation chemistry. A broad range of processes and techniques in photochemistry are covered such as light induced energy, electron and proton transfer; nonlinear photochemical behavior; mechanistic investigation of photochemical reactions and identification of the products of photochemical reactions; quantum yield determinations and measurements of rate constants for primary and secondary photochemical processes; steady-state and time-resolved emission, ultrafast spectroscopic methods, single molecule spectroscopy, time resolved X-ray diffraction, luminescence microscopy, and scattering spectroscopy applied to photochemistry. Papers in emerging and applied areas such as luminescent sensors, electroluminescence, solar energy conversion, atmospheric photochemistry, environmental remediation, and related photocatalytic chemistry are also welcome.