Design,Synthesis And Biological Application Of Fluorescent Probe For Specific Detection Of Cysteine Of Northwest University

The cells contain small thiol molecules,such as cysteine(Cys),homocysteine(Hcy)and glutathione(GSH),which play a key role in sustaining the life system.Using fluorescent probes technology to high-sensitivity and specificity identify one thiol in organisms,which has important application value for understanding the metabolic mechanism and physiological function of biothiols.However,It's still a challenge to the development of related probes due to the similarity of these thiols in molecular structure and reactivity.In this paper,three fluorescent probes that specifically recognize Cys are designed and synthesized,and a series of work to study their properties and applications were carried out.This article is divided into three chapters: The first chapter mainly elaborates the definition,composition and main mechanism of fluorescent probes,expounds the role of small thiol molecules in the life process,and summarizes the types and development of fluorescent probes for the detection of these small thiol molecules.The second chapter mainly proposes a strategy to improve the selectivity of probes to Cys by adjusting the acrylic group with five-membered heterocyclic group,and screens out five-membered-oxygen group(O,S)-heterocyclic fluorescent probes under the guidance of theoretical calculations,Probes F-O and F-S were successfully synthesized and characterized their chemical structures,and the optical properties,recognition mechanisms and biological applications of probes F-O and F-S were systematically investigated and analyzed.It has been successfully applied to the detect endogenous Cys in living cells and achieved imaging in vivo.Most importantly,the probes were first applied to the mechanism study of APAP-induced pro-sarcopenic effect,intuitively and visually monitoring the distribution and content changes of Cys in old rats with long-term treatment of APAP.The third chapter mainly designs and synthesizes a structure-symmetric rhodamine fluorescent probe Rh-CA for detecting Cys,and characterizes their chemical structures,and the optical properties,recognition mechanism,theoretical calculation and biological application of the probe Rh-CA were systematically studied and analyzed.Rh-CA has the advantages of simple synthesis,good selectivity,wide range of p H selection and naked eye detection and so on.It successfully recognizes Cys in living cells and mice,and has potential biological application prospects.In summary,a series of fluorescent probes for detecting Cys have been designed and developed in this paper,and their structures,properties and applications have been systematically elaborated and analyzed,which can provide ideas for the design of Cys fluorescent probes in the future.