Mańkowska Magdalena, Krzymiński Karol, Wyrzykowski Dariusz, Zadykowicz Beata, Samsonov Sergey A
Faculty of Chemistry, University of Gdańsk, Wita Stwosza 63, 80-308 Gdansk, Poland.
Molecules. 2024 Aug 7;29(16):3736. doi: 10.3390/molecules29163736.
Acridinium esters, due to their capability for chemiluminescence (CL), are employed as indicators and labels in biomedical diagnostics and other fields. In this work, the influence of ionic surfactants, hexadecyltrimethylammonium chloride and bromide (CTAC and CTAB, cationic) and sodium dodecyl sulphate (SDS, anionic) on the CL parameters and mechanism of representative emitter, 10-methyl-9-[(2-methylphenoxy)carbonyl]acridinium trifluoromethanesulphonate (2MeX) in a HO/NaOH environment, is studied. Our investigations revealed that the type of surfactant and its form in solution have an impact on the CL kinetic constants and integral efficiencies, while changes in those emission properties resulting from the type of ion (Cl vs. Br) are negligible. The major changes were recorded for systems containing surfactants at concentrations higher than the critical micelle concentration. The cationic surfactants (CTAC, CTAB) cause a substantial increase in CL emission kinetics and a moderate increase in its integral efficiency. At the same time, the opposite effect is observed in the case of SDS. Molecular dynamics simulations suggest that changes in emission parameters are likely due to differences in the binding strength of 2MeX substrate with surfactant molecules, which is higher for SDS than for CTAC. The results can help in rational designing of optimal acridinium CL systems and demonstrate their usefulness in distinguishing the pre- and post-micellar environment and the charge of surfactants.
由于吖啶鎓酯具有化学发光（CL）能力，因此在生物医学诊断和其他领域用作指示剂和标记物。在本工作中，研究了离子表面活性剂十六烷基三甲基氯化铵和溴化铵（CTAC和CTAB，阳离子型）以及十二烷基硫酸钠（SDS，阴离子型）对代表性发射体10-甲基-9-[(2-甲基苯氧基)羰基]三氟甲磺酸吖啶鎓（2MeX）在HO/NaOH环境中的CL参数和机理的影响。我们的研究表明，表面活性剂的类型及其在溶液中的形态对CL动力学常数和积分效率有影响，而离子类型（Cl对Br）引起的那些发射特性的变化可忽略不计。对于含有高于临界胶束浓度的表面活性剂的体系，记录到了主要变化。阳离子表面活性剂（CTAC、CTAB）导致CL发射动力学大幅增加，其积分效率适度增加。同时，在SDS情况下观察到相反的效果。分子动力学模拟表明，发射参数的变化可能是由于2MeX底物与表面活性剂分子的结合强度不同，SDS的结合强度高于CTAC。这些结果有助于合理设计最佳的吖啶鎓CL体系，并证明其在区分胶束前和胶束后环境以及表面活性剂电荷方面的有用性。
