Dandić Andrea, Samardžić Mirela, Budetić Mateja, Panić Izabella Doris, Drenjančević Ines, Kolobarić Nikolina, Mikle Gábor, Kovács Barna, Széchenyi Aleksandar
Department of Chemistry, Josip Juraj Strossmayer University of Osijek, Cara Hadrijana 8/A, Osijek, 31000, Croatia.
Department of Physiology and Immunology, Faculty of Medicine Osijek,, J. J. Strossmayer University of Osijek, J. Huttlera 4, Osijek, 31000, Croatia.
J Fluoresc. 2024 Dec 23. doi: 10.1007/s10895-024-04071-3.
In this work, a novel fluorescent probe (compound 2) based on the Intramolecular charge transfer (ICT) mechanism was designed and successfully applied to determine HS in human serum. Fluorophore 1,8-naphthalimide was chosen, while the azide group was the recognition group for HS determination. By introducing p-toluidine moiety on the imide part of the molecule, a donor-acceptor (D-A) conjugated system was formed. Prepared compound 2 was characterized using H, C NMR spectroscopy, and elemental analysis. Fluorescence spectra measurements were carried out, and several influences on fluorescence intensity were investigated, including pH, time dependence, selective response, and influence of HS concentration. Conducted experiments, including the calculated detection limit of the prepared fluorescent probe, which was found to be 0.085 µmol·L, showing that compound 2 could be applied for HS detection in human serum and could detect low micromolar concentrations of HS. Finally, compound 2 was successfully applied to detect HS in a human serum sample, whereby the concentration of HS was 17.2 µmol·L. The accuracy of the HS determination was confirmed with the standard addition method.
在本研究中,设计了一种基于分子内电荷转移(ICT)机制的新型荧光探针(化合物2),并成功应用于测定人血清中的HS。选择了荧光团1,8-萘二甲酰亚胺,而叠氮基团是用于测定HS的识别基团。通过在分子的酰亚胺部分引入对甲苯胺部分,形成了供体-受体(D-A)共轭体系。使用氢、碳核磁共振光谱和元素分析对制备的化合物2进行了表征。进行了荧光光谱测量,并研究了对荧光强度的几种影响,包括pH值、时间依赖性、选择性响应以及HS浓度的影响。进行的实验包括计算所制备荧光探针的检测限,发现其为0.085 μmol·L,表明化合物2可用于人血清中HS的检测,并且能够检测低微摩尔浓度的HS。最后,化合物2成功应用于检测人血清样品中的HS,其中HS的浓度为17.2 μmol·L。采用标准加入法确认了HS测定的准确性。