59997-94-3

Upstream product

• 535960-64-6 4-nitrophenyl 2,3,6-tri-O-acetyl-5-deoxy-α-L-arabino-hexofuranoside 
• 56272-01-6 1,2,3,5-tetra-O-acetyl-L-arabinofuranose 
• 535960-65-7 p-nitrophenyl 3,5-di-O-acetyl-α-L-arabinofuranoside 
• 22796-65-2 p-nitrophenyl α-L-arabinofuranoside 
• 100-02-7 4-nitro-phenol 
• 880491-85-0 p-nitrophenyl 2,5-di-O-acetyl-α-L-arabinofuranoside 

Downstream Products

• 535960-67-9 p-nitrophenyl 5-O-(4'-O-acetylferuloyl)-2,3-di-O-acetyl-α-L-arabinofuranoside 

Relevant academic research and scientific papers

The acetates of p-nitrophenyl α-L-arabinofuranoside - Regioselective preparation by action of lipases

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

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.