2 - Chloro - 4 - Nitrophenyl-d-glucosidase Synthesis Method

The glycoconjugates contain great biological information. Some of them are the substrate of glycosidases.There are clicnic significances in the detection of the glycosidases in the blood. 2-chloro-4-nitrophenol is one of the important chromophores, so the monoglucosides and oligosaccharides were used to make 2-chloro-4-nitrophenol glycoconjugates, the synthetic methods of which have theoretical and applied significance. 2-chloro-4-nitrophenol glycoconjugates is changed by special enzyme into 2-chloro-4-nitrophenol which is chromophore, then spectrophotometer is used to estimate the concentration of glycosidase. This process can be operated on the automation assays.In this paper, the glucose was used by four methods to synthesize the 2-chloro-4 -nitrophenol glucoside. (1) Koenigs- Knorr method. After acylation and bromization of glucose, the glycosyl bromide is changed into 2-chloro-4-nitrophenol glucoside al the reflux of the acetone .In this process anhydrate K2CO3 was used as catalyse.This experiment is simple; (2) Helferich method.At the presence of ZnCl2, pentaacetylglucose and 2-chloro-4-nitrophenol were reacted at 120~130℃ to synthesize a-D-glucoside. But there was no product. Although the solution was changed, there was also no product. (3) Koenigs - Knorr method. First, 2-chloro-4-nitrophenol-a-D-glucopyranoside was considered to be made with the catalyst of HgBr2.But we can only get 2-chloro-4-nitrophenol-B-D-glucoside. Then, anhydrate SnCl4 was used ,in order to change the configuration of the glucoside. But the method was not succeeded.