120375-11-3

Basic information

• Product Name: 3-O-(A-L-FUCOPYRANOSYL)-D-GALACTOSE
• Synonyms: 3-O-(A-L-FUCOPYRANOSYL)-D-GALACTOSE;3-O-(alpha-L-Fucopyranosyl)-D-galactose;3-O-(a-L-Fucopyranosyl)-D-galactopyranose;3-O-(α-L-Fucopyranosyl)-D-galactose;3-O-(6-Deoxy-α-L-galactopyranosyl)-β-D-galactopyranose
• CAS NO: 120375-11-3
• Molecular Formula: C₁₂H₂₂O₁₀
• Molecular Weight: 326.3
• Product Categories: Oligosaccharide Compounds;Oligosaccharides
• Mol File: 120375-11-3.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 624.2±55.0 °C(Predicted)
• Appearance: /
• Density: 1.66±0.1 g/cm3(Predicted)
• Refractive Index: 1.624
• Solubility: Methanol, Water
• PKA: 12.00±0.70(Predicted)
• CAS DataBase Reference: 3-O-(A-L-FUCOPYRANOSYL)-D-GALACTOSE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-O-(A-L-FUCOPYRANOSYL)-D-GALACTOSE(120375-11-3)
• EPA Substance Registry System: 3-O-(A-L-FUCOPYRANOSYL)-D-GALACTOSE(120375-11-3)

Safety Data

• Hazardous Substances Data: 120375-11-3(Hazardous Substances Data)

Usage

Chemical Properties

Off-White Powder

Uses

Different sources of media describe the Uses of 120375-11-3 differently. You can refer to the following data:
1. 3-O-(α-L-Fucopyranosyl)-D-galactose is a substituted oligosaccharide as substrates and inhibitors for glycosyltransferases and glycosidases and their enzymic synthesis.
2. 3-O-(α-L-Fucopyranosyl)-D-galactose (cas# 120375-11-3) is a compound useful in organic synthesis.

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

• 2280-44-6 D-Glucose 
• 6696-41-9 alpha-L-fucose 
• 80286-54-0 1,2,4,6-Tetra-O-acetyl-3-O-(2,3,4-tri-O-acetyl-β-L-rhamnopyranosyl)-D-galactopyranose 
• 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 
• 56822-53-8 3-O-α-L-fucopyranosyl-1,2:5,6-di-O-isopropylidene-α-D-glucofuranose 
• 80832-16-2 benzyl 2-O-benzoyl-4,6-O-benzylidene-3-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-β-D-galactopyranoside 
• 80832-24-2 benzyl 2-O-benzoyl-3-O-α-L-rhamnopyranosyl-β-D-galactopyranoside 
• 80832-20-8 benzyl 2-O-benzoyl-4,6-O-benzylidene-3-O-(α-L-rhamnopyranosyl)-β-D-galactopyranoside 
• 80832-27-5 2-O-benzoyl-3-O-α-L-rhamnopyranosyl-D-galactose 
• 76819-29-9 3-O-α-L-rhamnopyranosyl-α-D-galactopyranosyl phosphate triethylammonium salt 
• 37813-15-3 2-O-benzyl-3,4-di-O-(p-nitrobenzoyl)-α-L-fucopyranosyl bromide 
• 87735-46-4 3-O-(2-O-benzyl-α-L-fucopyranosyl)-1,2:5,6-di-O-isopropylidene-α-D-glucofuranose 
• 86158-34-1 methyl 

Downstream Products

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

Relevant articles and documents

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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.

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 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.