535960-68-0Relevant academic research and scientific papers
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 (2003)
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.
Investigation of the specificity of an α-l-arabinofuranosidase using C-2 and C-5 modified α-l-arabinofuranosides
Lopez, Gerald,Nugier-Chauvin, Caroline,Remond, Caroline,O'Donohue, Michael
, p. 2202 - 2211 (2008/02/12)
The synthesis of three novel glycosyl donors presenting the same scaffold as α-l-arabinofuranose but modified at the C-2 or C-5 positions has been achieved. Furthermore, chemoenzymatic syntheses using the α-l-arabinofuranosidase AbfD3 and these unnatural
