D-erythrose 4-phosphate(2-)

Base Information

• Chemical Name: D-erythrose 4-phosphate(2-)
• CAS No.: 585-18-2
• Molecular Formula: C4H9 O7 P
• Molecular Weight: 200.085
• DSSTox Substance ID: DTXSID40974054
• Wikidata: Q2520005
• Mol file: 585-18-2.mol

Synonyms:D-erythrose 4-phosphate(2-);C4H9O7P;C4-H9-O7-P;CHEBI:16897;[(2R,3R)-2,3-dihydroxy-4-oxobutyl] phosphate;4-O-phosphonato-D-erythrose;DTXSID40974054;2,3-Dihydroxy-4-oxobutyl phosphate;(2R,3R)-2,3-dihydroxy-4-oxobutyl phosphate;Q2520005

Chemical Property of D-erythrose 4-phosphate(2-)

Chemical Property:

• Vapor Pressure: 1.24E-10mmHg at 25°C
• Boiling Point: 482.5°C at 760 mmHg
• PKA: 1.83±0.10(Predicted)
• Flash Point: 245.6°C
• PSA: 134.10000
• Density: 1.768±0.06 g/cm3(Predicted)
• LogP: -1.98360
• XLogP3: -3.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 4
• Exact Mass: 197.99293956
• Heavy Atom Count: 12
• Complexity: 174

Purity/Quality:

95% ^*data from raw suppliers

D-ERYTHROSE-4-PHOSPHATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(C(C(C=O)O)O)OP(=O)([O-])[O-]
• Isomeric SMILES: C([C@H]([C@H](C=O)O)O)OP(=O)([O-])[O-]
• Uses: D-Erythrose 4-Phosphate is a phosphorylated conjugate of D-Erythrose (E650130), a tetrose carbohydrate that have been tested as an potential anticariogenic sweetener along with L-Erythrulose as a blend.

Technology Process of D-erythrose 4-phosphate(2-)

There total 6 articles about D-erythrose 4-phosphate(2-) 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:

water (7732-18-5) + lead(IV) tetraacetate (546-67-8) + O6-phosphono-D-glucose; potassium-salt (5996-17-8) + acetic acid (64-19-7,77671-22-8) + propionic acid (802294-64-0,79-09-4) → D-erythrose 4-phosphate (585-18-2,80206-32-2) + D-glyceraldehyde-3-phosphate (591-57-1)

Guidance literature:

Reference yield:

→ D-erythrose 4-phosphate (585-18-2,80206-32-2)

Guidance literature:

With water; in Gegenwart eines sauren Kationenaustauschers;

DOI:10.1021/ja01627a053

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-erythrose 4-phosphate (585-18-2,80206-32-2)

Guidance literature:

With lead(IV) acetate; sulfuric acid; acetic acid;

upstream raw materials:

D-glucose 6-phosphate

D-fructose-6-phosphate

acetic acid

propionic acid

Downstream raw materials:

phosphoric acid mono-(L-erythro-2,3,4-trihydroxy-butyl ester)

D-fructose-6-phosphate

4-phospho-D-erythronate

D-sedoheptulose 1,7-bisphosphate

Refernces

Synthesis of a Helical Ferrocene

10.1021/ja00365a087

The research includes three distinct studies. The first study investigates the biosynthetic pathway of streptonigrin, utilizing [U - L3C6] glucose to elucidate the complex process, with erythrose-4-phosphate and 4-aminoanthranilic acid being key intermediates. The second study details the synthesis of a helical ferrocene. It involves creating a helical structure with cyclopentadienyl rings, using 2,7-dihydroxynaphthalene, vinyl ketone cyclization, and photocyclization. The final product is obtained by reacting the lithium salt of the helical structure with FeCl?. The third study examines the catalytic hydrolysis of esters of p-nitrophenol bound by amylose in a Me?SO-H?O mixed-solvent system, focusing on the conformational changes and rate accelerations in this unique environment.

Fluorogenic stereochemical probes for transaldolases

10.1002/chem.200390110

The study focuses on the development and application of fluorogenic stereochemical probes for transaldolases, enzymes that catalyze the transfer of dihydroxyacetone between sugar phosphates. The researchers synthesized two probes, 6-O-coumarinyl-fructose (1) and its 5-deoxy derivative (2), which are designed to measure the stereoselectivity of transaldolases. These probes work by undergoing a retro-aldolization reaction catalyzed by transaldolases, producing a primary product that further reacts to release a strongly fluorescent product, umbelliferone, upon elimination in the presence of bovine serum albumin (BSA). The study also involved the synthesis of a stereoisomer related to tagatose (3), which serves as a control to assess the stereoselectivity of the enzymes. The purpose of these chemicals is to provide a fluorogenic assay system for transaldolases, suitable for high-throughput screening of enzyme libraries, particularly for directed evolution experiments aiming to alter enzyme stereoselectivity. The study includes the use of various other chemicals, such as erythrose 4-phosphate as a natural acceptor to shift the reaction equilibrium, and a range of solvents and reagents in the synthesis and purification processes.