Design And Synthesis Of Novel Triphenylamine Derivative Fluorescent Probes And Their Application In Detection Of ClO^- And HSO₃^-

The active substances that regulate the redox state in organisms mainly include:reactive oxygen species(Reactive Oxygen Species,ROS),reactive nitrogen(Reactive Nitrogen Species,RNS),reactive sulfur(Reactive Sulfur Species,RSS)and so on.Studies have found that in our human or other organisms,reactive oxygen species is an important component.Most of the oxygen that is taken into the body starts from the respiratory activity,and is mainly produced by the respiration in the cell mitochondria;at the same time,infection,ultraviolet radiation,disease,etc.Harmful factors can also lead to an increase in ROS.Abnormal increases in ROS are often considered to be a precursor to a range of diseases such as Alzheimer's disease,Parkinson's disease,inflammation,diabetes,and cancer.RNS refers to NO and NO-related molecules with nitrogen oxide valences ranging from+1 to+4,RNS is capable of reacting with a wide range of biomolecules,including proteins,nucleic acids and lipids,and may act as NO in cell signaling events transporter.RSS can be broadly defined as"a sulfur-containing molecule that exhibits redox activity under specific conditions,capable of oxidizing or reducing biomolecules under certain physiological conditions".Since the valence of sulfur can vary from-2 to+6,and the presence of compounds such as polysulfides makes the valence of sulfur more abundant,RSS can participate in most redox reactions in organisms.However,due to the characteristics of ROS,RNS,and RSS with short lifespan,high reactivity,and transient transition,only efficient analytical tools for in situ monitoring of the generation,distribution,accumulation,and dynamic fluctuations of ROS,RNS,and RSS in living organisms can provide useful information for subsequent life.Scope-specific studies of activities provide precise data and information.Therefore,the development of efficient,fast and real-time detection of fluorescent probes has far-reaching significance.In the chapter 2 of the thesis,the compound TPP-PA was designed and synthesized and used for the detection of HSO₃^-.The L_ODvalue for HSO₃^-recognition by compound TPP-PA was 101 n M in methanol:PBS=1:99.The compound has good selectivity and anti-interference ability,can achieve fast response(8 s)to HSO₃^-,and has good results in the recognition of HSO₃^-in the pH range of 3-8.The detection mechanism was confirmed by NMR titration.In the chapter 3 of the thesis,the triphenylamine derivative compound TPP-Me was obtained through a two-step reaction and used for ratiometric fluorescence detection of viscosity and HSO₃^-in aqueous solution.The compound has a Stokes shift of 230 nm and is capable of ratiometric fluorescence identification of HSO₃^-in water with a detection limit of 6.1?M.The compounds have good selectivity and anti-interference ability,have good properties for HSO₃^-in the pH range of 4-8,and show good detection results in cell imaging.Its detection mechanism has been confirmed by mass spectrometry and nuclear magnetic titration.In the chapter 4 of the thesis,the fluorescent probe TPP-AN was obtained by reacting anthracene compounds with triphenylamine derivatives.Since the compound TPP-AN has both TICT and FRET properties,the compound TPP-AN has a large Stokes shift(250 nm),which realizes the dual-ratio fluorescence identification of viscosity and Cl O^-.The compounds have good selectivity and anti-interference ability,have good properties in the pH range of 4-11,and show good potential application prospects in cell imaging.The detection mechanism was confirmed by mass spectrometry,NMR titration and normalized fluorescence data.