210357-36-1

Usage

Uses

Used in Organic Synthesis:
4-Methylumbelliferyl 2-Acetamido-2-deoxy-3-O-(b-D-galactopyranosyl)-a-D-galactopyranoside is used as a synthetic intermediate for the development of various complex organic compounds. Its unique structure allows for the creation of novel molecules with potential applications in pharmaceuticals, agrochemicals, and other chemical industries.
Used in Pharmaceutical Research:
In the pharmaceutical industry, 4-Methylumbelliferyl 2-Acetamido-2-deoxy-3-O-(b-D-galactopyranosyl)-a-D-galactopyranoside is used as a research tool for the development of new drugs targeting specific biological pathways. Its complex carbohydrate structure makes it a valuable compound for studying carbohydrate-based drug interactions and developing targeted therapies.
Used in Analytical Chemistry:
4-Methylumbelliferyl 2-Acetamido-2-deoxy-3-O-
(b-D-galactopyranosyl)-a-D-galactopyranoside is also used in analytical chemistry as a substrate for the detection and quantification of specific enzymes, such as glycosidases. The hydrolysis of 4-Methylumbelliferyl 2-Acetamido-2-deoxy-3-O-(b-D-galactopyranosyl)-a-D-galactopyranoside by these enzymes releases a fluorescent product, 4-methylumbelliferone, which can be easily measured and used to assess enzyme activity.
Used in Biomedical Research:
In the field of biomedical research, 4-Methylumbelliferyl 2-Acetamido-2-deoxy-3-O-(b-D-galactopyranosyl)-a-D-galactopyranoside is employed as a probe to study carbohydrate recognition and binding events in biological systems. Its unique structure allows researchers to investigate the role of carbohydrates in cellular processes, such as cell adhesion, signaling, and immune response.
Used in Material Science:
In material science, 4-Methylumbelliferyl 2-Acetamido-2-deoxy-3-O-(b-D-galactopyranosyl)-a-D-galactopyranoside can be used as a building block for the development of novel carbohydrate-based materials with specific properties, such as improved biocompatibility, targeting capabilities, or controlled release of active agents.

InChI:InChI=1/C24H31NO13/c1-9-5-16(29)35-13-6-11(3-4-12(9)13)34-23-17(25-10(2)28)22(19(31)15(8-27)36-23)38-24-21(33)20(32)18(30)14(7-26)37-24/h3-6,14-15,17-24,26-27,30-33H,7-8H2,1-2H3,(H,25,28)

Upstream product

• 1147438-61-6 4-methylumbelliferyl 2-azido-4,6-O-benzylidene-2-deoxy-3-(2',3',4',6'-tetra-O-acetyl-β-D-galactopyranosyl)-α-D-galactopyranoside 
• 108-24-7 acetic anhydride 
• 64-19-7 acetic acid 
• 2956-16-3 uridine 5'-diphospho-D-galactose 
• 124223-99-0 4-methylumbelliferyl 2-acetamido-2-deoxy-α-D-galactopyranoside 
• 868231-09-8 4-methylumbelliferyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->3)-2,4,6-tri-O-acetyl-2-acetamido-2-deoxy-α-D-galactopyranoside 

Relevant academic research and scientific papers

A novel fluorescent assay for T-synthase activity

Loss of T-synthase (uridine diphosphate galactose:Nacetylgalactosaminyl- α1-Ser/Thr β3galactosyltransferase), a key enzyme required for the formation of mucin-type core 1 O-glycans, is observed in several human diseases, including cancer, Tn syndrome and IgA nephropathy, but current methods to assay the enzyme use radioactive substrates and complicated isolation of the product. Here we report the development of a novel fluorescent assay to measure its activity in a variety of tumor cell lines. Deficiencies in T-synthase activity correlate with mutations in the gene encoding the molecular chaperone Cosmc that is required for folding the T-synthase. This new high-throughput assay allows for facile screening of tumor specimens and other biological material for T-synthase activity and could be used diagnostically.

A straightforward α-selective aromatic glycosylation and its application for stereospecific synthesis of 4-methylumbelliferyl α-T-antigen

A practical and efficient α-selective aromatic glycosylation with simple per-O-acetyl glycopyranosyl trichloroacetimidates is reported. The method is particularly effective for L-fucosyl and 2-azido-2-deoxy-d-galatosaminyl imidates, with which exclusive α-selectivity was achieved. The synthetic utility of this method was demonstrated in the stereoselective synthesis of 4-methylumbelliferyl α-T-antigen.

Di-tert-butylsilylene-directed α-selective synthesis of 4-methylumbelliferyl T-antigen

(Chemical Equation Presented) We have succeeded in the facile synthesis of 4-methylumbelliferyl T-antigen as a substrate for endo-α-N- acetylgalactosaminidase by exploiting the combination of the di-tert-butylsilylene effect and the Mitsunobu reaction.