| Identification | More | [Name]
Uridine-5'-diphosphoglucose disodium salt | [CAS]
27821-45-0 | [Synonyms]
UDP 2NA
URIDINE 5'-DIPHOSPHATE DISODIUM SALT
URIDINE 5'-DIPHOSPHORIC ACID DISODIUM SALT
5'-UDP-Na2
Uridine 5'-(trihydrogen diphosphate), disodium salt
UDP(URIDINE-5''-DIPHOSPHATE)
URIDINE-5''-DIPHOSPHATE, DISODIUM SALT(UDP.NA2)
Uridine-5'-diphosphoglucose disodium salt
URIDINE-5''-DIPHOSPHATE DISODIUM SALT HYDRATE (UDP)
URIDINE 5''-DIPHOSPHATE DISODIUM SALT (5''-UDP-NA2)
Uriidine-5'-diphosphate, disodium salt | [EINECS(EC#)]
248-678-9 | [Molecular Formula]
C15H24N2Na2O18P2 | [MDL Number]
MFCD00084679 | [Molecular Weight]
628.28 | [MOL File]
27821-45-0.mol |
| Chemical Properties | Back Directory | [storage temp. ]
−20°C
| [form ]
Powder | [color ]
White to Off-white | [biological source]
synthetic | [Water Solubility ]
Slightly soluble in water. | [Sensitive ]
Moisture Sensitive | [BRN ]
8817400 | [InChIKey]
KWDGQJWFEYTPBN-IBOJMDDDSA-L | [SMILES]
O[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 Reference]
27821-45-0(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [F ]
10-21 | [HS Code ]
29349990 |
| Hazard Information | Back Directory | [Description]
Uridine-5'-diphosphate disodium salt (UDP-Na2) is a potent, selective P2Y6 receptor native agonist (EC50=300 nM; pEC50=6.52 for human P2Y6 receptor). It is an endogenous metabolite, catalyzes the glucuronidation of a wide array of substrates and is used in nucleic acid (RNA) biosynthesis. It has also been used as a purinergic agonist, in order to study its effect on the flux of absorbed cations in cochlear outer sulcus cells (OSC) and vestibular migratory cells (VTC). UDP-Na2 has also been used to determine the activity of nucleoside diphosphatase (NDPase) in the rabbit retina. | [Uses]
Uridine-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). | [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). | [storage]
Store at -20°C | [Purification Methods]
Crystallise 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.] |
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