585-18-2

Basic information

• Product Name: (2,3-dihydroxy-4-oxo-butoxy)phosphonic acid
• Synonyms: (2,3-dihydroxy-4-oxo-butoxy)phosphonic acid
• CAS NO: 585-18-2
• Molecular Formula: C₄H₉O₇P
• Molecular Weight: 200.08
• Product Categories: Carbohydrates & Derivatives, Phosphorylating and Phosphitylating Agents
• Mol File: 585-18-2.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 482.5°C at 760 mmHg
• Flash Point: 245.6°C
• Appearance: /
• Density: 1.768±0.06 g/cm3(Predicted)
• Vapor Pressure: 1.24E-10mmHg at 25°C
• PKA: 1.83±0.10(Predicted)
• CAS DataBase Reference: (2,3-dihydroxy-4-oxo-butoxy)phosphonic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (2,3-dihydroxy-4-oxo-butoxy)phosphonic acid(585-18-2)
• EPA Substance Registry System: (2,3-dihydroxy-4-oxo-butoxy)phosphonic acid(585-18-2)

Safety Data

• Hazardous Substances Data: 585-18-2(Hazardous Substances Data)

Usage

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.

Definition

ChEBI: An erythrose phosphate that is D-erythrose carrying a phosphate group at position 4. It is an intermediate in the pentose phosphate pathway and Calvin cycle.

InChI:InChI=1/C4H9O7P/c5-1-3(6)4(7)2-11-12(8,9)10/h1,3-4,6-7H,2H2,(H2,8,9,10)/p-2/t3-,4+/m0/s1

Upstream product

• 56-73-5 D-glucose 6-phosphate 
• 7732-18-5 water 
• 546-67-8 lead(IV) tetraacetate 
• 5996-17-8 O⁶-phosphono-D-glucose; potassium-salt 
• 64-19-7 acetic acid 
• 802294-64-0 propionic acid 
• 41452-29-3 D-fructose-6-phosphoric acid 
• 643-13-0 D-fructose-6-phosphate 

Downstream Products

• 57229-25-1 4-phospho-D-erythronate 
• 591-57-1 D-glyceraldehyde-3-phosphate 
• 75-07-0 acetaldehyde 
• 643-13-0 D-fructose-6-phosphate 
• 7183-41-7 phosphoric acid mono-(L-erythro-2,3,4-trihydroxy-butyl ester) 
• 815-91-8 D-sedoheptulose 1,7-bisphosphate 

Relevant articles and documents

Cloning, expression, purification, cofactor requirements, and steady state kinetics of phosphoketolase-2 from Lactobacillus plantarum

The genes xpk1 and xpk2(Δ1-21) encoding phosphoketolase-1 and (Δ1-7)-truncated phosphoketolase-2 have been cloned from Lactobacillus plantarum and expressed in Escherichia coli. Both gene-products display phosphoketolase activity on fructose-6-phosphate in extracts. A N-terminal His-tag construct of xpk2(Δ1-21) was also expressed in E. coli and produced active His-tagged (Δ1-7)-truncated phosphoketolase-2 (hereafter phosphoketolase-2). Phosphoketolase-2 is activated by thiamine pyrophosphate (TPP) and the divalent metal ions Mg2+, Mn2+, or Ca2+. Kinetic analysis and data from the literature indicate the activators are MgTPP, MnTPP, or CaTPP, and these species activate by an ordered equilibrium binding pathway, with Me2+TPP binding first and then fructose-6-phosphate. Phosphoketolase-2 accepts either fructose-6-phosphate or xylulose-5-phosphate as substrates, together with inorganic phosphate, to produce acetyl phosphate and either erythrose-4-phosphate or glyceraldehyde-3-phosphate, respectively. Steady state kinetic analysis of acetyl phosphate formation with either substrate indicates a ping pong kinetic mechanism. Product inhibition patterns with erythrose-4-phosphate indicate that an intermediate in the ping pong mechanism is formed irreversibly. Background mechanistic information indicates that this intermediate is 2-acetyl-TPP. The irreversibility of 2-acetyl-TPP formation might explain the overall irreversibility of the reaction of phosphoketolase-2.