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Uridine 5′-diphosphate disodium salt hydrate

Name: Uridine 5&#8242;-diphosphate disodium salt hydrate
Brand: SIGMA

≥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:

27821-45-0

Molecular Weight:

448.12 (anhydrous basis)

NACRES:

NA.51

PubChem Substance ID:

57653599

UNSPSC Code:

41106305

EC Number:

248-678-9

MDL number:

MFCD00149253

Beilstein/REAXYS Number:

8817400

Assay:

≥96.0% (HPLC)

Biological source:

synthetic

Form:

powder

Storage temp.:

−20°C

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Properties

Product Name

Uridine 5′-diphosphate disodium salt hydrate, ≥96.0% (HPLC)

biological source

synthetic

Quality Level

100

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).

pictograms

GHS07

signalword

Warning

hcodes

H315,H319,H335

pcodes

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

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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Onset of microglial entry into developing quail retina coincides with increased expression of active caspase-3 and is mediated by extracellular ATP and UDP.

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

Development of selective agonists and antagonists of P2Y receptors.

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

Ubiquitination in Rho signaling.

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.

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