120375-11-3

Usage

Uses

1. Used in Enzyme Research:
3-O-(A-L-FUCOPYRANOSYL)-D-GALACTOSE is used as a substrate and inhibitor for glycosyltransferases and glycosidases, which are crucial enzymes involved in the synthesis and degradation of complex carbohydrates. This application is vital for understanding the mechanisms of these enzymes and their role in various biological processes.
2. Used in Organic Synthesis:
3-O-(A-L-FUCOPYRANOSYL)-D-GALACTOSE (CAS# 120375-11-3) is a compound that finds utility in organic synthesis. Its unique structure allows it to be a valuable building block for the creation of more complex organic molecules, which can be used in various industries, including pharmaceuticals and materials science.
3. Used in Pharmaceutical Industry:
In the pharmaceutical industry, 3-O-(A-L-FUCOPYRANOSYL)-D-GALACTOSE is used as a key component in the development of drugs targeting glycosyltransferases and glycosidases. These enzymes are involved in various diseases, including cancer and metabolic disorders. By modulating the activity of these enzymes, drugs can be designed to treat or manage these conditions more effectively.
4. Used in Materials Science:
3-O-(A-L-FUCOPYRANOSYL)-D-GALACTOSE can also be utilized in the field of materials science, where its unique properties can be exploited to create novel materials with specific characteristics. These materials can find applications in various industries, such as electronics, coatings, and adhesives.

InChI:InChI=1/C12H22O10/c1-3-5(14)7(16)8(17)12(20-3)22-10-6(15)4(2-13)21-11(19)9(10)18/h3-19H,2H2,1H3/t3?,4?,5-,6+,7+,8?,9?,10+,11?,12+/m1/s1

Upstream product

• 56822-53-8 3-O-α-L-fucopyranosyl-1,2:5,6-di-O-isopropylidene-α-D-glucofuranose 
• 2280-44-6 D-Glucose 
• 10231-84-2 (4-nitro-phenyl)-α-L-fucopyranoside 
• 6696-41-9 alpha-L-fucose 
• 37813-15-3 2-O-benzyl-3,4-di-O-(p-nitrobenzoyl)-α-L-fucopyranosyl bromide 
• 5158-64-5 2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl bromide 
• 117181-25-6 Benzyl 2-O-benzoyl-4,6-O-benzylidene-β-D-galactopyranoside 
• 80832-16-2 benzyl 2-O-benzoyl-4,6-O-benzylidene-3-O-(2,3,4-tri-O-acetyl-β-L-rhamnopyranosyl)-β-D-galactopyranoside 
• 80832-26-4 benzyl 3-O-β-L-rhamnopyranosyl-β-D-galactopyranoside 
• 80286-54-0 1,2,4,6-Tetra-O-acetyl-3-O-(2,3,4-tri-O-acetyl-β-L-rhamnopyranosyl)-D-galactopyranose 
• 83032-19-3 1,2:5,6-di-O-isopropylidene-3-O-(3,4,6-tridesoxy-α-L-erythro-hex-3-enopyranosyl)-α-D-glucofuranose 
• 83032-19-3 1,2:5,6-di-O-isopropylidene-3-O-(3,4,6-tridesoxy-α-L-threo-hex-3-enopyranosyl)-α-D-glucofuranose 
• 54784-72-4 1,2:5,6-di-O-isopropylidene-3-O-(2,3,4-tridesoxy-α-L-glycero-hex-2-enopyranosyl)-α-D-glucofuranose 
• 83032-17-1 3-O-(2,3-anhydro-4,6-didesoxy-α-L-lyxo-hexopyranosyl)-1,2:5,6-di-O-isopropyliden-α-D-glucofuranose 

Downstream Products

• 3615-41-6 L-Rhamnose 
• 50-99-7 D-glucose 

Relevant academic research and scientific papers

An α-L-fucosidase from Penicillium multicolor as a candidate enzyme for the synthesis of α (1→3)-linked fucosyl oligosaccharides by transglycosylation

A new α-L-fucosidase was partially purified from the culture broth of Penicillium multicolor, which was available commercially as a freeze dried powder by the name of Lactase-P. This enzyme catalysed the transglycosylation of fucose residue of p-nitrophenyl-α-L-fucopyranoside to give α-L-Fuc-(1→3)-D-G1c or α-L-Fuc-(1→3)-D-GlcNAc regioselectiveiy. This enzyme was more stable in the organic co-solvents than the α-fucosidase from Aspergillus niger, which was also proposed previously by us as an enzyme to produce fucosyl oligosaccharides.

Regioselective synthesis of α-L-fucosyl-containing disaccharides by use of α-L-fucosidases of various origins

The authors report the regioselective synthesis of disaccharides containing a linked alpha-L-fucosyl group by use of alpha-L-fucosidases from various origin.

SYNTHESIS OF OLIGOSACCHARIDES OF L-FUCOSE CONTAINING α- AND β-ANOMERIC CONFIGURATIONS IN THE SAME MOLECULE

Some L-fucopyranosyl di-, tri-, and tetra-saccharides containing D-glucose and D-galactose have been synthesised.The use of mercuric cyanide and 2-O-benzyl-3,4-di-O-p-nitrobenzoyl-α-L-fucopyranosyl bromide gave α-L-fucopyranosides stereospecifically, but 2,3,4-tri-O-acetyl-α-L-fucopyranosyl bromide gave mixtures with selectivity favouring the β anomer.A tetrasaccharide was prepared containing both α- and β-L-fucopyranosyl residues in the same molecule, as part of a structure occuring in some extracellular bacterial polysaccharides.The configuration and positions of substitution of fucopyranosyl residues were clearly shown by 1H- and 13C-n.m.r. data.

Synthesis and Taste of Flavanone and Dihydrochalcone Glycosides Containing 3-O-α-L-Rhamnopyranosyl-D-glucopyranose or 4-O-α-L-Rhamnopyranosyl-D-glucopyranose in the Sugar Moiety

In order to clarify the relationships between the taste and chemical structures of naringin, neohesperidin and their dihydrochalcone (DHC) derivatives, the following glycosides were synthesized.Naringenin 7-O-(3-O-α-L-rhamnopyranosyl-β-D-glucopyranoside)

SYNTHESIS OF 2-O-α, 3-O-α, 3-O-β, AND 4-O-α-L-RHAMNOPYRANOSYL-D-GALACTOSE

Condensation of benzyl 3-O-benzoyl-4,6-O-benzylidene-, benzyl 2-O-benzoyl-4,6-O-benzylidene- (2), and benzyl 2,3,6-tri-O-benzyl-β-D-galactopyranoside, separately, with tri-O-acetyl-α-L-rhamnopyranosyl bromide gave mainly α-linked disaccharide derivatives.An appreciable proportion of the β-linked disaccharide was also abtained from 2.An anomalous deacylation reaction was found for the (1-->3)-linked disaccharide, and the partially benzoylated products were isolated and characterised.The anomeric configuration of each disaccharide was established on the basis of JC-1,H-1 values.The chemical shifts for the galactose moieties of the α and β-L-rhamnopyranosyl derivatives differed in a systematic way.

SYNTHESE DE DISACCHARIDES A LIAISON α-D PAR CYCLOADDITION: 3-O-α-L-FUCOPYRANOSYL-D-GLUCOSE, 3-O-(2-ACETAMIDO-2-DESOXY-α-D-GALACTOPYRANOSYL)-D-GLUCOSE ET 3-O-α-D-TALOPYRANOSYL-D-GLUCOSE

Reduction of the primary alcohol group of 1,2:5,6-isopropylidene-3-O-(2,3,4-trideoxy-α-L-glycero-hex-2-enopyranosyl)-α-D-glucofuranose by p-toluenesulfonylation, substitution by iodine, and tributylstannane treatment, gave a 6'-deoxy derivative, which was

Building Units for Oligosaccharides, XXXIII. Synthesis of β-Glycosidically Linked Disaccharides of L-Rhamnose

The 2,3,4-tri-O-benzyl-α-L-rhamnopyranosyl bromide (4) is a reactive halogenose which in the presence of a silver silicate catalyst reacts with saccharides containing a reactive hydroxyl group to give a β-glycosidically linked disaccharide with good selec