alpha-D-Mannose

Base Information

• Chemical Name: alpha-D-Mannose
• CAS No.: 7296-15-3
• Molecular Formula: C6H12O6
• Molecular Weight: 180.158
• European Community (EC) Number: 309-904-2
• UNII: W3F28J9G0W
• DSSTox Substance ID: DTXSID001015858
• Nikkaji Number: J15.393A
• Wikipedia: Hydroboracite
• Wikidata: Q27103868
• Metabolomics Workbench ID: 51828
• ChEMBL ID: CHEMBL365590
• Mol file: 7296-15-3.mol

Synonyms:fixB protein, E coli

Chemical Property of alpha-D-Mannose

Chemical Property:

• Melting Point: 133 °C
• Boiling Point: 410.8±45.0 °C(Predicted)
• PKA: 12.12±0.70(Predicted)
• PSA: 110.38000
• Density: 1.732±0.06 g/cm3(Predicted)
• LogP: -3.22140
• XLogP3: -2.6
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 180.06338810
• Heavy Atom Count: 12
• Complexity: 151

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Biological Agents -> Monosaccharides and Derivatives
• Canonical SMILES: C(C1C(C(C(C(O1)O)O)O)O)O
• Isomeric SMILES: C([C@@H]1[C@H]([C@@H]([C@@H]([C@H](O1)O)O)O)O)O

Technology Process of alpha-D-Mannose

There total 2 articles about alpha-D-Mannose 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:

4-nitrophenyl-α-D-mannopyranoside (10357-27-4) → alpha-D-mannopyranoside (7296-15-3) + 4-nitro-phenol (100-02-7,78813-13-5,89830-32-0)

Guidance literature:

With malA gene from Sulfolobus solfataricus; at 85 ℃; pH=4.5; Kinetics; aq. acetate buffer; Enzymatic reaction;

DOI:10.1002/anie.201201081

Reference yield:

→ alpha-D-mannopyranoside (7296-15-3) + 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) + Phosphoric acid mono-{(2R,3S,4S,5S,6R)-6-[(2R,3R,4S,5S,6R)-3,5-dihydroxy-2-hydroxymethyl-6-((2R,3S,4S,5S,6S)-3,4,5,6-tetrahydroxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-4-yloxy]-3,4,5-trihydroxy-tetrahydro-pyran-2-ylmethyl} ester

Guidance literature:

jack-bean α-mannosidase (Boehringer);

DOI:10.1016/0008-6215(90)80040-A

Reference yield: 98.6%

alpha-D-mannopyranoside (7296-15-3) + 1-amino-2-propene (107-11-9,30551-89-4) → D-Mannose (3458-28-4) + 1-(allylamino)-1-deoxy-α-D-mannopyranose

Guidance literature:

In methanol; at 60 ℃; for 0.166667h; Temperature; Time; Inert atmosphere;

DOI:10.1134/S1070363213030171

upstream raw materials:

4-nitrophenyl-α-D-mannopyranoside

Downstream raw materials:

allyl α-D-mannopyranoside

(2S,3S,4S,5S,6R)-2-benzyloxy-6-(hydroxymethyl)tetrahydropyran-3,4,5-triol

1,2,3,4,6-penta-O-benzoyl-α-D-mannopyranoside

D-mannono-1,4-lactone

Refernces

• 1、 Hernandez,Ballou,Ballou. "Separation of yeast asparagine-linked oligosaccharides by high-performance anion-exchange chromatography.". . p. 1 - 11. Retrieved 2007/10/02.