Lacto-N-biose I

Base Information

• Chemical Name: Lacto-N-biose I
• CAS No.: 50787-09-2
• Molecular Formula: C14H25 N O11
• Molecular Weight: 383.353
• Hs Code.: 2932990090
• Nikkaji Number: J780.367B
• Wikidata: Q76296236
• Metabolomics Workbench ID: 38945
• Mol file: 50787-09-2.mol

Synonyms:Gal-1,3-GlcNAc;galactosyl-1,3-N-acetylglucosamine;lacto-N-biose I

Chemical Property of Lacto-N-biose I

Chemical Property:

• Vapor Pressure: 2.95E-29mmHg at 25°C
• Melting Point: 165-167°C
• Boiling Point: 795.5°C at 760 mmHg
• PKA: 12.82±0.70(Predicted)
• Flash Point: 434.9°C
• PSA: 206.24000
• Density: 1.64g/cm³
• LogP: -5.01990
• Storage Temp.: −20°C
• Solubility.: Methanol (Slightly, Heated), Water (Slightly)
• XLogP3: -4.2
• Hydrogen Bond Donor Count: 8
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 5
• Exact Mass: 383.14276061
• Heavy Atom Count: 26
• Complexity: 480

Purity/Quality:

99% ^*data from raw suppliers

Lacto-N-biose ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(=O)NC1C(C(C(OC1O)CO)O)OC2C(C(C(C(O2)CO)O)O)O
• Isomeric SMILES: CC(=O)N[C@@H]1[C@H]([C@@H]([C@H](O[C@@H]1O)CO)O)O[C@H]2[C@@H]([C@H]([C@H]([C@H](O2)CO)O)O)O
• Uses: Acceptor for the α1,2-fucosyltransferase enzyme from Helicobacter pylori. 2-Acetamido-2-deoxy-3-O-(b-D-galactopyrano-syl)-b-D-glucopyranose Galb1?3GlcNAc component of antigenic determinants and hydrolysates from blood group A, B, H and Lewis compounds

Technology Process of Lacto-N-biose I

There total 5 articles about Lacto-N-biose I which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

D-(+)-lactose (63-42-3) → β-Galp-(1->3)-GlcNAc (50787-09-2,60283-31-0)

Guidance literature:

With enzyme-substances from bull's testicles;

Reference yield:

→ β-Galp-(1->3)-GlcNAc (50787-09-2,60283-31-0)

Guidance literature:

With sulfuric acid;

Reference yield:

UDP-glucose (133-89-1) → β-Galp-(1->3)-GlcNAc (50787-09-2,60283-31-0)

Guidance literature:

Multi-step reaction with 3 steps

1: UDP-glucose 4-epimerase

2: UDP-glucose-hexose-1-phosphate uridylyltransferase

3: lacto-N-biose phosphorylase

With UDP-glucose 4-epimerase; UDP-glucose-hexose-1-phosphate uridylyltransferase; lacto-N-biose phosphorylase;

DOI:10.1271/bbb.70320

upstream raw materials:

D-(+)-lactose

N-Acetyl-D-glucosamine

α-D-galactose-1-phosphate

UDP-glucose

Downstream raw materials:

D-Galactose

2-acetamido-2,3-dideoxy-α-D-erythro-hex-2-enofuranose

2-acetamido-3,6-anhydro-2-deoxy-β-D-mannofuranose

2-acetamido-3,6-anhydro-2-deoxy-α-D-mannofuranose

Refernces