535960-65-7Relevant academic research and scientific papers
The acetates of p-nitrophenyl α-L-arabinofuranoside - Regioselective preparation by action of lipases
Mastihubova, Maria,Szemesova, Jana,Biely, Peter
, p. 1805 - 1810 (2007/10/03)
All possible di-O-acetates and mono-O-acetates of p-nitrophenyl α-l-arabinofuranoside were prepared by chemoenzymatic way using lipases. The 2,3-di-O-acetate was obtained in 90% yield by deacetylation of the primary acetyl group of per-O-acetylated p-nitr
Two efficient ways to 2-O- and 5-O-feruloylated 4-nitrophenyl α-L-arabinofuranosides as substrates for differentiation of feruloyl esterases
Mastihubová, Mária,Szemesová, Jana,Biely, Peter
, p. 1671 - 1673 (2007/10/03)
4-Nitrophenyl 2-O-(E)-feruloyl-α-L-arabinofuranoside 1 and 4-nitrophenyl 5-O-(E)-feruloyl-α-L-arabinofuranoside 2 have been synthesized by two different routes. Monoferuloylation was accomplished by a chemoenzymatic sequence employing a regioselective transesterification catalyzed by lipases. The feruloyl group was introduced to enzymatically prepared 2,3- and 3,5-diacetates of 4-nitrophenyl α-L-arabinofuranoside by reaction with 4-O-acetylferuloyl chloride. Removal of the protecting acetyl groups yielded 1 and 2. An alternative chemical synthesis suitable for preparation of larger quantities of 1 and 2 also is presented. The new substrates represent convenient tools to differentiate feruloyl esterases on the basis of their substrate specificity.
