4307-58-8

Basic information

• Product Name: N-acetyl-D-lactosamine
• CAS NO: 4307-58-8
• Molecular Weight: 383.353
• Mol File: 4307-58-8.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: N-acetyl-D-lactosamine(CAS DataBase Reference)
• NIST Chemistry Reference: N-acetyl-D-lactosamine(4307-58-8)
• EPA Substance Registry System: N-acetyl-D-lactosamine(4307-58-8)

Safety Data

• Hazardous Substances Data: 4307-58-8(Hazardous Substances Data)

Upstream product

• 7512-17-6 N-Acetyl-D-glucosamine 
• 3150-24-1 4-nitrophenyl-β-D-galactopyranoside 
• 2818-58-8 phenyl-β-D-galactopyranoside 
• 2816-24-2 o-nitrophenyl D-galactopyranoside 
• 59-23-4 D-Galactose 

Downstream Products

• 17048-95-2 Neu5Acα2,6Galβ1,4GlcNAc 
• 85193-88-0 p-nitrophenyl 2-acetamido-3,6-di-O-acetyl-2-deoxy-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranoside 
• 142925-37-9 4-nitrophenyl β-D-galactopyranosyl-(1->4)-2-acetamido-2-deoxy-β-D-glucopyranoside 
• 73208-61-4 N-acetyllactosamine peracetate 
• 17048-95-2 6'-sialyl-N-acetyllactosamine 
• 115114-32-4 2-Acetamido-2-deoxy-4-O-(4-O-Beta-D-galactopyranosyl-beta-D-galactopyranosyl)-D-glucopyranose 
• 59446-75-2 Galα(1->3)Galβ(1->4)GlcNAc 
• 51450-25-0 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->4)-2-acetamido-1,3,6-tri-O-acetyl-2-deoxy-β-D-glucopyranoside 
• 36954-63-9 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->4)-2-deoxy-2-acetamido-1,3,4-tri-O-acetyl-α-D-glucopyranose 

Relevant articles and documents

Optimised N-acetyl-D-lactosamine synthesis using Thermus thermophilus β-galactosidase in bio-solvents

Synthesis of N-acetyl-D-lactosamine (Gal-β[1→4]GlcNAc, LacNAc) catalyzed by β-galactosidase from Thermus thermophilus (TTP0042) is affected by side reactions that give as result very low yields (about 20%) of LAcNAc when the reaction is performed in buffer. The process is improved (up to 91% of disaccharide yield) when the reaction takes place in the presence of solvents from biomass (bio-solvents) at 2.0 M concentration. Most of the solvents tested increased the LacNAc synthesis and reduced the undesired side reactions. In order to understand the possible effects of these solvents over the enzyme regioselectivity, we developed a conformational study of the enzyme structure in the presence of a selected bio-solvent by circular dichroism and fluorescence. According to this study, we were able to conclude that the presence of bio-solvents in the reaction media modifies the enzyme secondary and tertiary structure and this may be the cause of the regioselectivity changes observed in the transglycosylation reaction.

Chemical and enzymatic synthesis of glycoconjugates 2. High yielding regioselective synthesis of N-acetyllactosamine by use of recombinant thermophilic glycosidases library

β-Galactosidase activities from the recombinant thermophilic CLONEZYME(TM) glycosidase library were screened at 70°C for catalysis of a transgalactosylation from o-nitrophenyl-β-galactopyranoside to N-acetylglucosamine. Three thermophilic glycosidases (Gly001-06, -07 and -09) were found to produce predominantly the β(1-4)-linked isomer, Gal β(1-4)GlcNAc with up to 61% yield and less than 10% of the hydrolysis side reaction product. Thus, commercial recombinant thermophilic enzyme libraries constitute a novel class of biocatalysts for preparative organic synthesis.