94330

Uridine 5′-diphosphate disodium salt hydrate

≥96.0% (HPLC)

• Synonym(s): UDP, 5′-UDP-Na₂
• Empirical Formula (Hill Notation): C₉H₁₂N₂Na₂O₁₂P₂ · xH₂O
• CAS Number: 27821-45-0
• Molecular Weight: 448.12 (anhydrous basis)
• Beilstein: 8817400
• EC Number: 248-678-9
• MDL number: MFCD00149253
• UNSPSC Code: 41106305
• PubChem Substance ID: 57653599
• NACRES: NA.51

Properties

• biological source: synthetic
• Assay: ≥96.0% (HPLC)
• form: powder
• impurities: ≤15% water
• storage temp.: −20°C
• SMILES string: [Na+].[Na+].[H]O[H].O[C@H]1[C@@H](O)[C@@H](O[C@@H]1COP([O-])(=O)OP(O)([O-])=O)N2C=CC(=O)NC2=O
• InChI: 1S/C9H14N2O12P2.2Na.H2O/c12-5-1-2-11(9(15)10-5)8-7(14)6(13)4(22-8)3-21-25(19,20)23-24(16,17)18;;;/h1-2,4,6-8,13-14H,3H2,(H,19,20)(H,10,12,15)(H2,16,17,18);;;1H2/q;2*+1;/p-2/t4-,6-,7-,8-;;;/m1.../s1
• InChI key: RHBXRWOXLRCWIZ-LLWADOMFSA-L

Description

Application

Uridine 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 Actions

Uridine 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).

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H315,H319,H335
• Precautionary Statements: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Target Organs: Respiratory system
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves