3-deoxy-D-arabino-heptulosonate-7-phosphate

Base Information

• Chemical Name: 3-deoxy-D-arabino-heptulosonate-7-phosphate
• CAS No.: 2627-73-8
• Molecular Formula: C7H13 O10 P
• Molecular Weight: 288.15
• DSSTox Substance ID: DTXSID30949135
• Nikkaji Number: J1.124.411D
• Wikipedia: 3-Deoxy-D-arabino-heptulosonic_acid_7-phosphate
• Wikidata: Q2690247
• Metabolomics Workbench ID: 51171
• Mol file: 2627-73-8.mol

Synonyms:2-DAHP;2-dehydro-3-deoxy-D-arabino-heptulosonic acid-7-phosphate;3-deoxy-D-arabino-2-heptulosonic acid;3-deoxy-D-arabino-heptulosonate-7-phosphate;3-deoxyarabinoheptulosonate-7-phosphate;7-phospho-2-keto-3-deoxy-D-arabinoheptonate

Chemical Property of 3-deoxy-D-arabino-heptulosonate-7-phosphate

Chemical Property:

• Vapor Pressure: 4.25E-21mmHg at 25°C
• Boiling Point: 674.7°Cat760mmHg
• PKA: 1.84±0.10(Predicted)
• Flash Point: 361.8°C
• PSA: 191.63000
• Density: 1.859g/cm³
• LogP: -2.77780
• XLogP3: -4
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 8
• Exact Mass: 288.02463360
• Heavy Atom Count: 18
• Complexity: 348

Purity/Quality:

99%, ^*data from raw suppliers

3-Deoxy-D-arabino-heptulosonate7-Phosphate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(C(C(C(COP(=O)(O)O)O)O)O)C(=O)C(=O)O
• Isomeric SMILES: C([C@H]([C@@H]([C@@H](COP(=O)(O)O)O)O)O)C(=O)C(=O)O
• Uses: 3-Deoxy-D-arabino-heptulosonate 7-Phosphate is an intermediate useful in the synthesis of 3-Deoxy-D-arabinoheptulosonic Acid 7-Phosphate Disodium Salt (D232050), which stands at the beginning of the enzyme-catalyzed cascade that starts with this seven-carbon carbohydrate and ends with the aromatic amino acids phenylalanine, tyrosine, and tryptophan.

Technology Process of 3-deoxy-D-arabino-heptulosonate-7-phosphate

There total 1 articles about 3-deoxy-D-arabino-heptulosonate-7-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:

phospho(enol)pyruvic acid mono potassium salt (4265-07-0) + sodium D-erythrose 4-phosphate (103302-15-4) → 2-dehydro-3-deoxy-7-phosphono-D-arabino-heptanoic acid (2627-73-8)

Guidance literature:

With sodium hydroxide; 2-dehydro-3-deoxyphosphoheptanoate aldolase; HEPES buffer; 1,3-bis[tris(hydroxymethyl)methylamino]-propane; manganese(ll) chloride; In water; at 25 ℃; for 1h; pH=7.65;

DOI:10.1016/S0021-9614(02)00226-4

Reference yield:

2-dehydro-3-deoxy-7-phosphono-D-arabino-heptanoic acid (2627-73-8) → 3-dehydroquinic acid (10534-44-8)

Guidance literature:

With 3-dehydroquinate synthase; HEPES buffer; oxidized β-nicotinamide-adenine dinucleotide; zinc(II) sulfate; In sodium hydroxide; at 25 ℃; for 1.03333h; pH=7.46; Further Variations:; Temperatures; pH-values; Thermodynamic data;

DOI:10.1016/S0021-9614(02)00226-4

upstream raw materials:

phospho(enol)pyruvic acid mono potassium salt

sodium D-erythrose 4-phosphate

Downstream raw materials:

3-dehydroquinic acid

Refernces