Fructose-6-phosphate

Base Information

• Chemical Name: Fructose-6-phosphate
• CAS No.: 643-13-0
• Molecular Formula: C₆H₁₃O₉P
• Molecular Weight: 260.138
• European Community (EC) Number: 211-395-6
• UNII: 2012QM764Y
• DSSTox Substance ID: DTXSID80904350
• Nikkaji Number: J92.807K
• Wikipedia: Fructose_6-phosphate
• Wikidata: Q32039197
• Metabolomics Workbench ID: 37086
• Mol file: 643-13-0.mol

Synonyms:fructose-6-phosphate;fructose-6-phosphate, (alpha-D)-isomer;fructose-6-phosphate, (beta-D)-isomer;fructose-6-phosphate, (D)-isomer;fructose-6-phosphate, 1-(14)C-labeled, (D)-isomer;fructose-6-phosphate, 2-(14)C-labeled, (D)-isomer;fructose-6-phosphate, barium (1:1) salt, (D)-isomer;fructose-6-phosphate, barium salt, (D)-isomer;fructose-6-phosphate, calcium salt, (D)-isomer;fructose-6-phosphate, disodium salt, (D)-isomer;fructose-6-phosphate, magnesium (1:1) salt, (D)-isomer;fructose-6-phosphate, sodium salt;fructose-6-phosphate, sodium salt, (D)-isomer

Chemical Property of Fructose-6-phosphate

Chemical Property:

• Vapor Pressure: 1.83E-16mmHg at 25°C
• Refractive Index: 1.622
• Boiling Point: 697.652 °C at 760 mmHg
• PKA: 1.83±0.10(Predicted)
• Flash Point: 375.727 °C
• PSA: 166.72000
• Density: 1.84 g/cm³
• LogP: -3.10280
• XLogP3: -4.3
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 7
• Exact Mass: 260.02971899
• Heavy Atom Count: 16
• Complexity: 273

Purity/Quality:

98% ^*data from raw suppliers

FRUCTOSE-6-PHOSPHATE 95.00% ^*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(C(C(C(C(=O)CO)O)O)O)OP(=O)(O)O
• Isomeric SMILES: C([C@H]([C@H]([C@@H](C(=O)CO)O)O)O)OP(=O)(O)O

Technology Process of Fructose-6-phosphate

There total 15 articles about Fructose-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: 90.0%

D-glyceraldehyde-3-phosphate (591-57-1) + dihydroxyacetone (96-26-4,26776-70-5) → D-fructose-6-phosphate (643-13-0,4300-29-2,6814-87-5,6934-25-4,52050-07-4,67424-99-1,73544-42-0,136598-62-4,136598-64-6,136598-65-7,136598-66-8)

Guidance literature:

With phosphoenolpyruvic acid; ATP; Enzymatic reaction;

DOI:10.1002/cctc.201500606

Reference yield:

D-glucose 6-phosphate (56-73-5,3672-15-9,6665-00-5,82259-50-5,89396-13-4,92418-43-4,136376-93-7,136376-97-1,136377-00-9,136377-02-1,136377-04-3,136377-07-6,136377-08-7,136377-11-2,136377-13-4,136377-14-5,136457-25-5) → D-fructose-6-phosphate (643-13-0,4300-29-2,6814-87-5,6934-25-4,52050-07-4,67424-99-1,73544-42-0,136598-62-4,136598-64-6,136598-65-7,136598-66-8)

Guidance literature:

With Escherichia coli 5-keto-4-deoxyuronate isomerase; In aq. buffer; at 20 ℃; pH=7.5; Kinetics; Enzymatic reaction;

DOI:10.1016/j.bbagen.2020.129601

Reference yield:

dihydroxyacetone (96-26-4,26776-70-5) → D-fructose-6-phosphate (643-13-0,4300-29-2,6814-87-5,6934-25-4,52050-07-4,67424-99-1,73544-42-0,136598-62-4,136598-64-6,136598-65-7,136598-66-8)

Guidance literature:

With triethanolamine; D-fructose-6-phosphate aldolase; at 25 ℃; pH=7.5; Kinetics; aq. buffer; Enzymatic reaction;

DOI:10.1002/anie.200902065

upstream raw materials:

D-erythrose 4-phosphate

3-hydroxy-2-oxopropionic acid

D-glyceraldehyde-3-phosphate

dihydroxyacetone

Downstream raw materials:

O⁵-phosphono-D-arabinonic acid

2-phosphoglycolic acid

D-glucose 6-phosphate

D-erythrose 4-phosphate

Refernces

A general approach to carbocyclic sugar analogs: preparation of a carbocyclic analog of β-D-fructofuranose

10.1016/0008-6215(90)80063-9

The research focuses on the development of a novel and general approach to synthesize carbocyclic sugar analogs, also known as "pseudo-sugars." The purpose of this study was to prepare a carbocyclic analog of β-D-fructofuranose 6-phosphate, which was achieved for the first time. The research concluded that the synthetic strategy was successful, offering an efficient method to transform carbohydrates into carbocyclic carbohydrates with each stereocenter already incorporated with the correct absolute configuration. The process involved a series of chemical reactions, including the use of tert-butyl-2-(triphenylphosphoranylidene)acetate, tributyltin hydride, a,a'-azobis(isobutyronitrile), lithium diisopropylamide, and diazomethane, among others.

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