296776-06-2

Usage

Uses

Used in Research Fields:
4-Methylumbelliferyl 3-O-(α-L-fucopyranosyl)-β-D-galactopyranoside is used as a detection and quantification tool for α-L-fucosidase activity in various research fields such as glycobiology, enzymology, and drug discovery. The reason for its use in these fields is its ability to provide an accurate assessment of enzyme activity through the release of a blue fluorescent signal upon substrate cleavage.
Used in Glycobiology:
In the field of glycobiology, 4-Methylumbelliferyl 3-O-(α-L-fucopyranosyl)-β-D-galactopyranoside is used as an analytical reagent for studying the role of α-L-fucosidase in the metabolism of fucosylated glycans. Its application aids in understanding the biological functions and interactions of these complex carbohydrates.
Used in Enzymology:
In enzymology, 4-Methylumbelliferyl 3-O-(α-L-fucopyranosyl)-β-D-galactopyranoside serves as a substrate to investigate the enzymatic properties of α-L-fucosidase, including its catalytic mechanism, specificity, and kinetics. This helps in elucidating the molecular basis of enzyme function and its role in biological processes.
Used in Drug Discovery:
4-Methylumbelliferyl 3-O-(α-L-fucopyranosyl)-β-D-galactopyranoside is utilized as a screening tool in drug discovery for identifying and optimizing inhibitors or activators of α-L-fucosidase. Its application is crucial for the development of therapeutic agents targeting this enzyme, which may have implications in treating diseases associated with abnormal fucosylation.

InChI:InChI=1/C22H28O12/c1-8-5-14(24)32-12-6-10(3-4-11(8)12)31-22-19(29)20(16(26)13(7-23)33-22)34-21-18(28)17(27)15(25)9(2)30-21/h3-6,9,13,15-23,25-29H,7H2,1-2H3

Upstream product

• 16741-27-8 2,3,4-tri-O-acetyl-α-L-fucopyranosyl bromide 
• 90-33-5 7-hydroxy-4-methyl-chromen-2-one 
• 3947-62-4 2,3,4,6-tetra-O-acetyl-α/β-D-galactopyranose 
• 6160-78-7 4-methylumbelliferyl-β-D-galactopyranoside 
• 296776-04-0 4-methylumbelliferyl 6'-O-(tert-butyldiphenylsilyl)-3'-O-(2'',3'',4''-tri-O-acetyl-α-L-fucopyranosyl)-β-D-galactopyranoside 
• 7404-35-5 1,2,3,4-tetra-O-acetyl-L-fucopyranose 
• 6160-79-8 4-methylumbelliferyl-2,3,4,6-tetra-O-acetyl-β-D-galactopyranoside 
• 296776-05-1 4-methylumbelliferyl 3'-O-(2'',3'',4''-tri-O-acetyl-α-L-fucopyranosyl)-β-D-galactopyranoside 
• 281207-18-9 2-(2',3',4',6'-tetra-O-acetyl-α-D-galactopyranosyloxy)-1,3,2-dioxaphosphinane 2-oxide 
• 296776-03-9 4-methylumbelliferyl-6-O-(tert-butyldiphenylsilyl)-β-D-galactopyranoside 

Relevant academic research and scientific papers

Stereoselective synthesis of α-L-Fucp-(1,2)- and -(1,3)-β-D-Galp(1)-4-methylumbelliferone using glycosyl donor substituted by propane-1,3-diyl phosphate as leaving group

Stereoselective synthesis of α-L-Fucp-(1,2)- and -(1,3)-β-D-Galp(1)-4-methyllumbelliferone was accomplished using glycosyl donor substituted by propane-1,3-diyl phosphate as leaving group. The α-stereochemistry for the anomeric centre was assigned on the basis of the observed 13C-H coupling constant of 165.4 Hz for the bond. The results suggested that the bond-forming reaction intermediate was formed through participation of the second carbon acetoxy function or by an SN2-like process.