標題: Facile synthesis toward the construction of an activity probe library for glycosidases
作者: Shie, TH
Chiang, YL
Lin, JJ
Li, YK
Lo, LC
應用化學系
Department of Applied Chemistry
關鍵字: activitv probe;glycosidase;proteomics;hydrolase;carbohydrate;mechanism-based labeling;biotin
公開日期: 20-三月-2006
摘要: Chemical probes that selectively label the glycoside hydrolase (GH) subfamilies have proven to be a powerful tool in GH-related research. We have previously demonstrated the design and synthesis of an activity probe for beta-glucosidase adopting a cassette-like design in a model study. Herein we report an improved synthetic route using (4-hydroxyphenyl)acetic acid 2-cyanoethyl ester as the precursor for the latent trapping device. Parallel syntheses were performed for the preparation of a library based oil the structure of a key intermediate. The recognition head of this library covers a series of six sugars, including alpha- and beta-D-Glc, alpha- and beta-D-Gal, alpha-D-Man and alpha-L-Fuc. Each member in this versatile intermediate library could serve as the building block in constructing an activity probe for GHs. As demonstrated in this study, three probes that have the 1,2-cis configuration were thus prepared for the first time to target alpha-D-glucosidase, alpha-D-galactosidase, and alpha-L-fucosidase, respectively. (c) 2006 Elsevier Ltd. All rights reserved.
URI: http://dx.doi.org/10.1016/j.carres.2005.12.005
http://hdl.handle.net/11536/12481
ISSN: 0008-6215
DOI: 10.1016/j.carres.2005.12.005
期刊: CARBOHYDRATE RESEARCH
Volume: 341
Issue: 4
起始頁: 443
結束頁: 456
顯示於類別:期刊論文


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  1. 000235726600002.pdf