URIDINE 5'-DIPHOSPHORIC ACID DISODIUM SALT

Base Information

• Chemical Name: URIDINE 5'-DIPHOSPHORIC ACID DISODIUM SALT
• CAS No.: 21931-53-3
• Molecular Formula: C9H14 N2 O12 P2 . x Na
• Molecular Weight: 448.12500
• Hs Code.: 29349990
• Mol file: 21931-53-3.mol

Synonyms:Uridine5'-(trihydrogen diphosphate), sodium salt (9CI); Uridine 5'-(trihydrogenpyrophosphate), sodium salt (8CI); UDP-sodium salt

Chemical Property of URIDINE 5'-DIPHOSPHORIC ACID DISODIUM SALT

Chemical Property:

• PSA: 243.12000
• LogP: -1.74150
• Storage Temp.: −20°C
• Solubility.: H2O: soluble100 mg/mL, clear, colorless to very faintly yellow
• Water Solubility.: Soluble in water to 100mM

Purity/Quality:

99% ^*data from raw suppliers

Uridine5’-DiphosphateSodiumSalt ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22-68/22-68/20/21/22-20/21/22
• Safety Statements: 36/37

MSDS Files:

SDS file from LookChem

Useful:

• Description: Uridine-5'-diphosphate disodium salt is a potent, selective P2Y6 receptor native agonist (EC50=300 nM; pEC50=6.52 for human P2Y6 receptor). Uridine-5'-diphosphate disodium salt, an endogenous metabolite, catalyzes the glucuronidation of a wide array of substrates and is used in nucleic acid (RNA) biosynthesis.
• Uses: A phosphorylated derivative of the nucleoside Uridine. It is further phosphorylated by nucleoside diphosphokinase to form the triphosphate analogue.

Refernces

Versatile synthesis of rare nucleotide furanoses

10.1021/ol702392x

The research focuses on the direct and versatile synthesis of rare nucleotide furanoses, specifically uridine 5'-diphosphofuranoses, from unprotected thioimidoyl furanosides. The study explores the diastereoselectivity of the reaction, influenced by factors such as reaction time, temperature, and the nature of the furanosyl donor. The experiments involved the use of thioimidates as efficient glycosylation donors and the acidic form of UDP (uridine 5'-diphosphate) as an acceptor, aiming to avoid the need for chemical activation. The reactants included various benzimidazolyl furanosides and UDP disodium salt dihydrate. The analysis was conducted using 31P NMR to monitor the phosphorylation reaction and assess the diastereoselectivity. The study also employed reverse-phase HPLC to separate and characterize the synthesized nucleotide furanoses, including the identification of anomers. The innovative aspect of this research is the one-step synthesis method that does not result in ring expansion to pyranose forms or the formation of UMP-furanoses, suggesting a potential approach closer to chemoenzymatic synthesis.