Synthesis of 2-chloro-4-nitrophenyl alpha-L-fucopyranoside: a substrate for alpha-L-fucosidase (AFU).
An effective method to prepare the substrate of alpha-L-fucosidase (AFU) is described. Ethyl 1-thiofucoside with a free 2-OH group was used as the glycosyl donor, and there was found no self-condensed side product. The use of the HF.pyridine reagent to remove the silyl protecting group in the last step afforded a target molecule of high purity.
Gu
Guofeng
G
Research Center for Eco-Environmental Sciences, Chinese Academy of Sciences, Academia Sinica, 18 Shuangqing Road Haidian District, P.O. Box 2871, Beijing 100085, PR China.
Du
Yuguo
Y
Hu
Hongyan
H
Jin
Cheng
C
D005960:Glucosides / Q000138:chemical synthesis* / Q000737:chemistry / Q000378:metabolism*; D015394:Molecular Structure; D009574:Nitro Compounds / Q000138:chemical synthesis* / Q000737:chemistry / Q000378:metabolism*; D013379:Substrate Specificity; D005644:alpha-L-Fucosidase / Q000378:metabolism*
C483166:2-chloro-4-nitrophenyl alpha-L-fucopyranoside; D005960:Glucosides; D009574:Nitro Compounds; D005644:alpha-L-Fucosidase