94330
Uridine 5′-diphosphate disodium salt hydrate
≥96.0% (HPLC), synthetic, powder
Synonym(s):
UDP, 5′-UDP-Na2
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About This Item
Empirical Formula (Hill Notation):
C9H12N2Na2O12P2 · xH2O
CAS Number:
Molecular Weight:
448.12 (anhydrous basis)
NACRES:
NA.51
PubChem Substance ID:
UNSPSC Code:
41106305
EC Number:
248-678-9
MDL number:
Beilstein/REAXYS Number:
8817400
Assay:
≥96.0% (HPLC)
Biological source:
synthetic
Form:
powder
Storage temp.:
−20°C
Product Name
Uridine 5′-diphosphate disodium salt hydrate, ≥96.0% (HPLC)
biological source
synthetic
Quality Level
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
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).
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Kenneth A Jacobson et al.
Purinergic signalling, 5(1), 75-89 (2008-07-05)
Although elucidation of the medicinal chemistry of agonists and antagonists of the P2Y receptors has lagged behind that of many other members of group A G protein-coupled receptors, detailed qualitative and quantitative structure-activity relationships (SARs) were recently constructed for several
María Martín-Estebané et al.
PloS one, 12(8), e0182450-e0182450 (2017-08-02)
Microglial cell precursors located in the area of the base of the pecten and the optic nerve head (BP/ONH) start to enter the retina of quail embryos at the 7th day of incubation (E7), subsequently colonizing the entire retina by
Feng Ding et al.
Current topics in medicinal chemistry, 11(23), 2879-2887 (2011-08-10)
The Rho family small GTPases of the Ras superfamily play key roles in regulating diverse signaling pathways that control a myriad of fundamental cellular processes such as cytoskeletal dynamics, cell cycle progression, gene expression, cell polarity, migration and cell transformation.
Caroline Liot et al.
PloS one, 6(8), e23676-e23676 (2011-09-03)
Besides regulation of actin cytoskeleton-dependent functions, Rho GTPase pathways are essential to cell cycle progression and cell division. Rho, Rac and Cdc42 regulate G1 to S phase progression and are involved in cytokinesis. RhoA GDP/GTP cycling is required for normal
Raquel Buj et al.
Cell reports, 28(8), 1971-1980 (2019-08-23)
Reprogrammed metabolism and cell cycle dysregulation are two cancer hallmarks. p16 is a cell cycle inhibitor and tumor suppressor that is upregulated during oncogene-induced senescence (OIS). Loss of p16 allows for uninhibited cell cycle progression, bypass of OIS, and tumorigenesis.
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 94330-500MG | 04061833291603 |
| 94330-100MG | 04061833291597 |
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