Design,Synthesis And Properties Of Novel Hydrogen Sulfide Fluorescent Probe And Two-photon Fluorescent Probe Of HNQO1

In the past decade,fluorescent probes have played a vital role in many fields such as life sciences,materials science,and information science.Fluorescent probe technology has become a key biomedical tool and has been widely used in molecules.And cells,even in the study of living organisms.Hydrogen sulfide is the third signal molecule that can play a physiological role in life after nitric oxide and carbon monoxide.It plays an important role i n various physiological and pathological processes.In this paper,we design the probe which is based on the fluorescein dye as a fluorophore,N-（2-aminoethyl）morpholine introduced into the structure as a lysosomal targeting group,azide as a reactive grou p of hydrogen sulfide and rhodamine in an acidic environment.A pH-dependent,lysosomal-targeted hydrogen sulfide response fluorescent probe MF-N₃ was designed and synthesized by the ring opening mechanism.The results of in vitro experiments show that the probe has high sensitivity,high selectivity and rapid response to hydrogen sulfide in an acidic buffer solution,and does not respond to hydrogen sulfide in a neutral buffer solution.The results of cell imaging experiments show that the probe MF-N₃ can specifically detect and detect hydrogen sulfide in lysosomes.It is a highly sensitive and highly selective lysosome targeted hydrogen sulfide response organic fluorescent probe.NAD（P）H:Human oxidoreductase 1（hNQO1）,also known as DT-diaphramide dehydrogenase（DT-diaphprase）,was first reported by Navazio and Ernster in 1958,and it is ubiquitous in nature which has 274 amino acid flavin protease in nuclear cells.HNQO1 is a protective reductase that can be strongly induced by environmental factors such as polycyclic aromatic hydrocarbons,azo dyes,phenolic antioxidants,and hypoxia.It not only protects cells from oxidative damage,but also protects cells from oxidative damage.It can also metabolize a variety of benzene chemical carcinogens in the human body.Recent studies have shown that hNQO1 is highly expressed in colon cancer,melanoma,pancreatic cancer,breast cancer and other malignant tumors,and it has a close relationship with the early diagnosis and treatment of these tumors,which has caused widespread concern of researchers.We designed and synthesized a high-performance two-photon fluorescent probe TP-NQO1for the detection of hNQO1.The probe is a fluorophore with a two-photon performance of the fluorescent dye Acedan,which specifically responds to the trimethylation of hNQO1.Tannic acid is a response group,and a high performance two-photon fluorescent probe TP-NQO1 is constructed by an amide bond.In vitro experiments showed that the probe TP-NQO1 has high selectivity and high sensitivity to hNQO1.