期刊
CARBOHYDRATE RESEARCH
卷 345, 期 9, 页码 1094-1098出版社
ELSEVIER SCI LTD
DOI: 10.1016/j.carres.2010.03.034
关键词
p-Nitrophenyl glycoside ferulates; Feruloyl esterase substrates; ZnO acylation; Bu(2)SnO deacetylation
资金
- Slovak Grant Agency for Science VEGA [2/0145/08]
- Slovak State Programme Project [2003 SP 200280203]
p-Nitrophenyl alpha-L-arabinofuranoside and beta-D-xylopyranoside mono-O-ferulates were prepared by 4-O-acetylferuloylation of corresponding enzymatically prepared di-O-acetates followed by deacetylation. An alternative mild acylation catalysed by zinc oxide was tested on xylopyranoside derivatives. The chemoselective methanolysis of the acetyl groups using neutral catalyst dibutyltin oxide at reflux was used as deacetylation method. Under these conditions a significant feruloyl migration was observed mainly on p-nitrophenyl 3-O-feruloyl-beta-D-xylopyranoside resulting in low yields of the positional isomers. Investigation of substrate and positional specificity of different types of feruloyl esterases on the presented compounds in enzyme-coupled assays was reported previously. (C) 2010 Elsevier Ltd. All rights reserved.
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