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94330

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 Segment

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