4212-65-1

Usage

Uses

Used in Pharmaceutical Industry:
(2,3,5-trihydroxy-4-oxo-pentoxy)phosphonic acid is used as a chelating agent for metal ions in pharmaceutical formulations. Its ability to form stable complexes with metal ions helps to improve the solubility, stability, and bioavailability of metal-based drugs, such as those containing iron, zinc, or copper.
Used in Chemical Synthesis:
(2,3,5-trihydroxy-4-oxo-pentoxy)phosphonic acid is used as a building block in the synthesis of various organic compounds, including pharmaceuticals, agrochemicals, and specialty chemicals. Its unique structure and functional groups make it a valuable intermediate in the development of new molecules with specific properties and applications.
Used in Environmental Remediation:
(2,3,5-trihydroxy-4-oxo-pentoxy)phosphonic acid is used as a sequestering agent for metal ions in wastewater treatment and environmental remediation processes. Its ability to form stable complexes with metal ions helps to remove toxic metals from contaminated water and soil, reducing their environmental impact and improving the quality of the ecosystem.
Used in Analytical Chemistry:
(2,3,5-trihydroxy-4-oxo-pentoxy)phosphonic acid is used as a reagent in analytical chemistry for the detection and quantification of metal ions. Its strong affinity for metal ions allows for the development of sensitive and selective assays, which can be used to monitor metal ion concentrations in various samples, such as water, soil, and biological tissues.
Used in Material Science:
(2,3,5-trihydroxy-4-oxo-pentoxy)phosphonic acid is used as a functionalizing agent in the development of advanced materials, such as metal-organic frameworks (MOFs), coordination polymers, and hybrid materials. Its ability to form strong coordination bonds with metal ions enables the design of materials with tailored properties, such as high porosity, selectivity, and catalytic activity, for applications in gas storage, separation, and catalysis.

InChI:InChI=1/C5H11O8P/c6-1-3(7)5(9)4(8)2-13-14(10,11)12/h4-6,8-9H,1-2H2,(H2,10,11,12)/t4-,5-/m1/s1

Upstream product

• 1113-60-6 3-hydroxy-2-oxopropionic acid 
• 591-57-1 D-glyceraldehyde-3-phosphate 
• 532-20-7 D-Ribose 
• 551-85-9 Ribulose-5-phosphate 
• 58-86-6 D-xylose 

Downstream Products

• 591-57-1 D-glyceraldehyde-3-phosphate 
• 590-54-5 acetylphosphoric acid 
• 3019-74-7 sedoheptulose 

Relevant academic research and scientific papers

Chemical Synthesis of Ketopentose-5-phosphates

A chemical synthesis of ketopentose-5-phosphates that are involved in the pentose phosphate pathway has been developed. The ketopentose phosphates, d-ribulose-5-phosphate and d-xylulose-5-phosphate, were prepared in five steps starting from known intermed

Facile Enzymatic Synthesis of Phosphorylated Ketopentoses

An efficient and convenient platform for the facile synthesis of phosphorylated ketoses is described. All eight phosphorylated ketopentoses were produced using this platform starting from two common and inexpensive aldoses (d-xylose and l-arabinose) in more than 84% isolated yield (gram scale). In this method, reversible conversions (isomerization or epimerization) were accurately controlled toward the formation of desired ketose phosphates by targeted phosphorylation reactions catalyzed by substrate-specific kinases. The byproducts were selectively removed by silver nitrate precipitation avoiding the tedious and time-consuming separation of sugar phosphate from adenosine phosphates (ATP and ADP). Moreover, the described strategy can be expanded for the synthesis of other sugar phosphates.

Synthesis of arabinitol 1-phosphate and its use for characterization of arabinitol-phosphate dehydrogenase

D-Arabinitol 1-phosphate (Ara-ol1-P), a substrate for d-arabinitol- phosphate dehydrogenase (APDH), was chemically synthesized from d-arabinonic acid in five steps (O-acetylation, chlorination, reduction, phosphorylation, and de-O-acetylation). Ara-ol1-P was used as a substrate for the characterization of APDH from Bacillus halodurans. APDH converts Ara-ol1-P to xylulose 5-phosphate in the oxidative reaction; both NAD+ and NADP+ were accepted as co-factors. Kinetic parameters for the oxidative and reductive reactions are consistent with a ternary complex mechanism.

Reversible and in Situ Formation of Organic Arsenates and Vanadates as Organic Phosphate Mimics in Enzymatic Reactions: Mechanistic Investigation of Aldol Reactions and Synthetic Applications

A synthetic strategy is developed that uses organic phosphate utilizing enzymes as catalysts and a mixture of an organic alcohol and inorganic arsenate or vanadate to replace the organic phosphate substrate.In this process, inorganic arsenate or vanadate reacts with the alcohol reversibly in situ to form a mixture of esters, one of which is accepted by the enzyme as a substrate.Examples of the utility of this approach are demonstrated in enzymatic aldol condensations catalyzed by fructose-1,6-diphosphate aldolase, fuculose-1-phosphate aldolase, and rhamnulose-1-phosphate aldolase with a mixture of dihydroxyacetone and inorganic arsenate as substrate.Several uncommon sugars and deoxy sugars are prepared on 5-17-mmol scales.Mechanistic studies on an aldol reaction indicate that the redox reaction between dihydroxyacetone and inorganic vanadate prohibits the use of such a mixture to replace dihydroxyacetone phosphate in enzymatic aldol condensations.

UTILIZATION OF ENZYMES IN ORGANIC CHEMISTRY : TRANSKETOLASE CATALYZED SYNTHESIS OF KETOSES

Substrate specificity of bakers' yeast transketolase has been studied: the enzyme appears to be enantioselective towards the acceptor aldehyde.L-erythrulose, D-xylulose and 5-deoxy-D-xylulose have been synthesized by spinach transketolase catalyzed condensation of hydroxypyruvate and the corresponding aldehyde.

Practical Synthesis of 5-Phospho-D-ribosyl α-1-pyrophosphate (PRPP): Enzymatic Routes from Ribose 5-Phosphate or Ribose

This paper describes enzymatic syntheses of 5-phospho-D-ribosyl α-1-pyrophosphate (PRPP) on a 75-mmol scale.The reactions used PAN-immobilized PRPP synthetase as catalyst with in situ ATP-cofactor regeneration.In one procedure pure r-5-P was used as a starting material; in a second, r-5-P was synthesized by ribokinase-catalyzed phosphorilation of D-ribose and used in situ.The potential for use of PRPP as a starting material for the preparation of nucleotides was demonstrated by an enzymatic synthesis of UMP.This paper also describes several methods for the preparation of r-5-P: acid-catalyzed hydrolysis of AMP, acid-catalyzed hydrolysis of crude mononucleotide mixture obtained by digestion of RNA, chemical synthesis from D-ribose, and ribokinase-catalyzed synthesis from D-ribose.Procedures are described for the isolation of PRPP synthetase (from Salmonella typhimurium) and ribokinase (from Lactobacillus plantarum) and for immobilization of these enzymes in PAN.