glucose 1-(dihydrogen phosphate)

Base Information

• Chemical Name: glucose 1-(dihydrogen phosphate)
• CAS No.: 59-56-3
• Deprecated CAS: 27133-73-9,28875-57-2,29698-82-6,3616-38-4,50319-10-3,7279-37-0,779262-37-2
• Molecular Formula: C6H13O9P
• Molecular Weight: 260.138
• European Community (EC) Number: 200-435-8,260-154-1
• UNII: CIX3U01VAU
• DSSTox Substance ID: DTXSID90889321
• Nikkaji Number: J40.065C
• Wikipedia: Glucose_1-phosphate
• Wikidata: Q418865
• Metabolomics Workbench ID: 49864
• Mol file: 59-56-3.mol

Synonyms:Glucopyranose,1-(dihydrogen phosphate), a-D- (8CI);Cori ester;D-Glucose, 1-(dihydrogen phosphate);Glucosemonophosphate;α-D-Glucopyranosylphosphate;α-D-Glucose 1-phosphate;

Chemical Property of glucose 1-(dihydrogen phosphate)

Chemical Property:

• Refractive Index: 1.606
• Boiling Point: 602.991 °C at 760 mmHg
• PKA: pKa: 6.504(25°C)
• Flash Point: 318.478 °C
• PSA: 166.72000
• Density: 1.906 g/cm³
• LogP: -3.10440
• XLogP3: -3.8
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 3
• Exact Mass: 260.02971899
• Heavy Atom Count: 16
• Complexity: 277

Purity/Quality:

99% ^*data from raw suppliers

Glucose-1-Phosphate ^*data from reagent 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)OP(=O)(O)O)O)O)O)O
• Isomeric SMILES: C([C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)OP(=O)(O)O)O)O)O)O

Technology Process of glucose 1-(dihydrogen phosphate)

There total 62 articles about glucose 1-(dihydrogen 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: 87.0%

D-Glucose (2280-44-6) → α-D-glucopyranosyl-1-phosphate (59-56-3,27251-84-9,63779-58-8,262856-84-8)

Guidance literature:

With phosphoric acid; methyloxirane; In pyridine; 1.) 30 min, 2.) 40 deg C, 1 h;

Reference yield: 69.0%

dibezylphosphoryl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranoside (82300-58-1) → α-D-glucopyranosyl-1-phosphate (59-56-3,27251-84-9,63779-58-8,262856-84-8)

Guidance literature:

With hydrogen; palladium; In tetrahydrofuran; ethyl acetate; for 0.5h;

Reference yield:

adenosin 5'-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl diphosphate) (81347-80-0) → glucose 1-phosphate (59-56-3,2240-08-6,2255-14-3,2520-52-7,6799-01-5,10456-01-6,14048-34-1,15978-07-1,19993-19-2,20299-62-1,40591-51-3,62057-78-7,77280-79-6,78341-19-2,27251-84-9,63779-58-8,262856-84-8) + 5'-adenosine monophosphate (61-19-8,24937-83-5,67583-85-1)

Guidance literature:

With sodium hydroxide; In methanol; water; at 25 ℃; for 50h;

DOI:10.1016/S0008-6215(00)81017-4

upstream raw materials:

dibenzyl (2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl) phosphate

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide

Dibenzyl(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)phosphat

Dibenzyl(β-D-glucopyranosyl)phosphat

Downstream raw materials:

guanosine 5'-diphospho-D-mannose

guanosine 5’-diphospho-β-L-fucose

β-D-glucopyranosyl

UDP-glucose

Refernces

• 1、 Heinzler, Raphael,Fisch?der, Thomas,Elling, Lothar,Franzreb, Matthias. "Toward Automated Enzymatic Glycan Synthesis in a Compartmented Flow Microreactor System". supporting information. p. 4506 - 4516. Retrieved 2019/08/20.
• 2、 Beswick, Laura,Ahmadipour, Sanaz,Dolan, Jonathan P.,Rejzek, Martin,Field, Robert A.,Miller, Gavin J.. "Chemical and enzymatic synthesis of the alginate sugar nucleotide building block: GDP-D-mannuronic acid". . . Retrieved 2019/09/30.