The Design, Synthsis And Property Resarch Of Cell Fluorecence Dye

Fluorescent labeling technique originated in the forties of the twentieth century. With rapiddevelopment of science and technology, modern molecular biology and medicine has been rapidprogressed. Gradually, a variety of advanced detection aquipment had been invented and applied topractical. Cell cyanine fluorescence dye gradually aroused the attention of scientists as a non-toxicand no radioactive fluorescent dye. Because cell cyanine fluorescent dyes have good rigidity plane,its excitation and emission wavelengths is regulated in the range400nm to1000nm, and dyemolecules have advantages of large molar extinction coefficient. We choose pentamethine dyewhich wavelength emission about650nm as the desired product.Introducing sulfonate group assubstituent in the ends of parent benzene to increase the water solubility of dye molecules and alsointroducing chlorine or bromine in the steric hindrance for enhancing the stability of the dye. At thesame time, we can connect different substituents to reach different effects at the nitrogen positions.This article describes the general structures and classification of the cell cyanine fluorescent dye;review the synthesis progress and application status of dyes; summarize the advantages anddisadvantages of cell fluorescence dye for a certain degree.The reaction of2,3-dichloro butenal acid or2,3-dibromo butenal acid and aniline solutioncan obtain2-chloropropyl dialdehyde aniline and2-bromomalonaldehyde diphenylamine. Thisarticle explores the optimal reaction conditions, the optimal reaction time and the optimal ratio ofraw materials through comparative experiment. At optimal conditions, the reaction yield wassignificantly increased, and we can get a high purity of2-chlorine propionate dialdehydediphenylamine and2-biomine propionate dialdehyde diphenylamine.We choose sulfanilic acid as raw materials which react with sodium nitrite can get diazoniumsalt. Then we reduced diazonium salt to hydrazine benzene sulfonic acid by choosing sodiumhydrogen sulfite as reducing agent and hydrolysis acidification. In this way, we can’t need tediouspurification process and avoid decomposition of the diazonium salt in purification process of hightemperatures. This work has simple operation while effectively increase the yield of the reaction.Then we choose hydrazine benzene sulfonic acid as raw materials which react with3-methyl-2-butanone can get indole ring with sulfonic acid group. Further reacting with potassium hydroxidecan get indole ring with sulfonate. We also choose iodoethane、6-bromine caproic acid、p-chloromethyl benzoic acid、1,4-butyl sulfonic acid lactone as alkylating reagent respectivelywhich react with indole ring can get four different N-substituted precursor. Then the four different procursor react with two kinds of condensation agent e.g.:2-chloro malondialdehydediphenylamine and2-bromine malondialdehyde diphenylamine. Finally we can get eight kinds ofwater-soluble cyanine fluorescent dye cell. We determine the structure of the target molecule by1HNMR, carbon NMR, infrared spectroscopy.We studied the emission wavelength of cyanine dye molecules by F-180fluorescencespectrophotometer. Comparing the position of the maximum emission wavelength of the eightkinds of dye molecules in the same concentration. The results show that the maximum emissionwavelength of eight kinds of dye molecules is higher than650nm. We also studied luminescentproperties of phthalocyanine dyes in different concentration、solvent、temperature and analyzedand summarized the factors of phthalocyanine dyes’ luminescent properties.