N-Acetyl-D-glucosamine 6-phosphate

Base Information

• Chemical Name: N-Acetyl-D-glucosamine 6-phosphate
• CAS No.: 18191-20-3
• Molecular Formula: C₈H₁₆NO₉P
• Molecular Weight: 301.19
• DSSTox Substance ID: DTXSID101161941
• Nikkaji Number: J817.414H
• Wikidata: Q27098230
• Metabolomics Workbench ID: 37580
• Mol file: 18191-20-3.mol

Synonyms:GlcNAc6P;N-acetylglucosamine 6-phosphate

Chemical Property of N-Acetyl-D-glucosamine 6-phosphate

Chemical Property:

• Density: 1.70±0.1 g/cm3(Predicted)
• XLogP3: -4.2
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 4
• Exact Mass: 301.05626809
• Heavy Atom Count: 19
• Complexity: 371

Purity/Quality:

97% ^*data from raw suppliers

N-Acetyl-D-galactosamine-6-phosphate AldrichCPR ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(=O)NC1C(C(C(OC1O)COP(=O)(O)O)O)O
• Isomeric SMILES: CC(=O)N[C@@H]1[C@H]([C@@H]([C@H](OC1O)COP(=O)(O)O)O)O

Technology Process of N-Acetyl-D-glucosamine 6-phosphate

There total 2 articles about N-Acetyl-D-glucosamine 6-phosphate 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:

N-Acetyl-D-glucosamine (7512-17-6,72-87-7,1136-42-1,1136-44-3,6082-29-7,6730-06-9,7772-94-3,10036-64-3,14131-60-3,14131-64-7,14131-68-1,14215-68-0,62057-49-2,62057-50-5,62057-51-6,62057-52-7,62057-53-8,62057-54-9,62057-55-0,62057-56-1,62075-50-7,62137-54-6,134451-97-1,134522-12-6,148347-16-4) → N-acetyl-D-glucosamine-6-phosphate (18191-20-3)

Guidance literature:

With sodium hydroxide; sodium azide; pyruvate kinase; phosphoenolpyruvic acid; ATP; magnesium chloride; hexokinase; diothiothreitol; for 147h;

DOI:10.1021/jo961715g

Reference yield:

D-glucosamine-6-phosphate (6815-93-6,55722-81-1) + acetic anhydride (108-24-7) → N-acetyl-D-glucosamine-6-phosphate (18191-20-3)

Guidance literature:

With sodium hydrogencarbonate; In water; acetone; at 20 ℃; for 24h;

DOI:10.1016/j.bmcl.2007.09.072

Reference yield:

N-acetyl-D-glucosamine-6-phosphate (18191-20-3) → uridine 5'-diphospho-N-acetylglucosamine (528-04-1,2616-63-9,7277-98-7,16465-33-1,19014-00-7,26234-54-8,26575-17-7,27963-82-2,29217-44-5,125639-14-7,16426-39-4,28508-02-3,5547-44-4,83332-40-5)

Guidance literature:

Multi-step reaction with 2 steps

1: N-acetylglucosamine phosphate mutase (Agm₁, S_. cerevisiae)

2: 92 percent / GlcNAc; PEP; ATP / Glc-1,6-dP₁; MgCl₂ / various solvents / 20 h

With N-acetyl-D-glucosamine; phosphoenolpyruvic acid; N-acetylglucosamine phosphate mutase (Agm₁, S_. cerevisiae); ATP; Glc-1,6-dP₁; magnesium chloride; In various solvents;

DOI:10.1039/b207480j

upstream raw materials:

N-Acetyl-D-glucosamine

D-glucosamine-6-phosphate

acetic anhydride

Downstream raw materials:

N-acetylglucosamine-1-phosphate

uridine 5'-diphospho-N-acetylglucosamine