Uridine-5'-diphosphate disodium salt

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Uridine-5'-diphosphate disodium salt Basic information
Product Name:Uridine-5'-diphosphate disodium salt
Synonyms:UDP 2NA;URIDINE 5'-DIPHOSPHATE DISODIUM SALT;URIDINE 5'-DIPHOSPHORIC ACID DISODIUM SALT;Uridine 5'-(trihydrogen diphosphate), disodium salt;UDP(URIDINE-5''-DIPHOSPHATE);URIDINE-5''- DIPHOSPHATE, DISODIUM SALT(UDP.NA2);URIDINE-5''-DIPHOSPHATE DISODIUM SALT HYDRATE (UDP);URIDINE 5''- DIPHOSPHATE DISODIUM SALT (5''-UDP-NA2)
CAS:27821-45-0
MF:C9H15N2NaO12P2
MW:428.16
EINECS:248-678-9
Product Categories:Material;Pharmaceutical;API;27821-45-0
Mol File:27821-45-0.mol
Uridine-5'-diphosphate disodium salt Structure
Uridine-5'-diphosphate disodium salt Chemical Properties
storage temp. -20°C
form Powder
color White to Off-white
Water Solubility Slightly soluble in water.
Sensitive Moisture Sensitive
BRN 8817400
InChIKeyKWDGQJWFEYTPBN-IBOJMDDDSA-L
SMILESO[C@@H]1[C@@H]([C@@H](COP(O)(=O)OP(O)(O)=O)O[C@H]1N1C=CC(=O)NC1=O)O.[NaH] |&1:1,2,3,15,r|
CAS DataBase Reference27821-45-0(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36
WGK Germany 3
10-21
HS Code 29349990
MSDS Information
Uridine-5'-diphosphate disodium salt Usage And Synthesis
UsesUridine-5'-diphosphate disodium salt (UDP-Na2) is an organometallic compound, It is a P2Y6 receptor agonist and GPR105 receptor inhibitor. It is used in studies on nucleic acid (RNA) biosynthesis and cell signaling. UDP is a nucleotide that upon phosphorylation to UTP becomes a substrate for enzymes such as RNA polymerase(s) and GTPases. These enzymes are involved in a wide range of applications from the synthesis of RNA to the regulation of G-coupled Protein Receptors (GPCR) and cell signaling molecules such as Rho-signaling via Guanine Nucleotide Exchange Factors (GEF).
ApplicationUridine 5′-diphosphate disodium salt hydrate has been used:
as a standard for quantification of metabolite levels in murine tumor interstitial fluid by liquid chromatography-mass spectrometry (LC/MS)
as a UDP standard for nucleotide analysis by liquid chromatography-high resolution mass spectrometry (LC-HRMS)
to treat E6.5 retina explants in vitro, to study its effect on the entry and elongation of microglial cells into the embryonic quail retina
Biochem/physiol ActionsUridine 5′-diphosphate (UDP) is an endogenous signaling molecule produced by damaged cells to attract macrophages. In response to neuronal damage, UDP promotes chemotaxis and chemokinesis in microglial cells. UDP serves as a ligand for P2Y receptors. UDP and uridine 5′-triphosphate (UTP) may be used in studies on nucleic acid (RNA) biosynthesis and cell signaling. UDP is a nucleotide that upon phosphorylation to UTP becomes a substrate for enzymes such as RNA polymerase(s) and GTPases. These enzymes are involved in a wide range of applications from the synthesis of RNA to the regulation of G-coupled protein receptors (GPCR) and cell signaling molecules such as Rho-signaling via guanine nucleotide exchange factors (GEF).
storageStore at -20°C
Purification MethodsCrystallise it from MeOH. It may contain some Ba salt(s); hence stir it with Amberlite IR-120 cation exchanger (25mL, wet resin, 15-50 mesh in H+ form) in H2O (50mL) until the nucleotide dissolves. Filter, wash resin with H2O until the eluate is neutral. Combine the filtrate and washings, and adjust the pH to 8.0 with 2.0 M aqueous NaOH. Concentrate it in vacuo to a small volume (~ 20mL), and add Me2CO dropwise until crystallisation begins. Cool to 0o, and the shiny plates of di Na uridine-5’-phosphate dihydrate are filtered off and dried over P2O5 at 25o/0.1mm for 24hours (>76% recovery). UV: max at 262nm ( 10,000 M-1cm -1) in 0.1 M HCl. [Boon et al. J Chem Soc 408 1950, Smith Biochemical Preparations 8 130 1960.] [Beilstein 24 IV 1214.]
Uridine-5'-diphosphate disodium salt Preparation Products And Raw materials
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