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U4125

Sigma-Aldrich

Uridine 5′-(trihydrogen diphosphate) sodium salt from Saccharomyces cerevisiae

95-100%

Synonym(s):

UDP sodium salt, Uridine 5′-(trihydrogen pyrophosphate) sodium salt

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About This Item

Empirical Formula (Hill Notation):
C9H14N2O12P2 · xNa+
CAS Number:
21931-53-3
Molecular Weight:
404.16 (free acid basis)
UNSPSC Code:
12352200
PubChem Substance ID:
24278767
NACRES:
NA.77

Quality Level

200

assay

95-100%

solubility

H2O: soluble 100 mg/mL, clear, colorless to very faintly yellow

storage temp.

−20°C

SMILES string

[Na+].[Na+].[Na+].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/C9H14N2O12P2.3Na/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);;;/q;3*+1/p-3

InChI key

GFASEGWJDXDCKZ-UHFFFAOYSA-K

Gene Information

human ... LPAR4(2846), LTB4R(1241), P2RY1(5028), P2RY10(27334), P2RY11(5032), P2RY12(64805), P2RY13(53829), P2RY14(9934), P2RY2(5029), P2RY4(5030), P2RY5(10161), P2RY6(5031), P2RY8(286530)

Related Categories

Application

UDP has been used as a purinergic agonist to study its effects on absorptive cationic flux in cochlear outer sulcus cells (OSC) and vestibular transitional cells (VTC). UDP has also been used for nucleoside diphosphatase (NDPase) activity assays in rabbit retinae.

Biochem/physiol Actions

P2Y receptor agonist.

Features and Benefits

This compound is featured on the P2 Receptors: P2Y G-Protein Family page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Preparation Note

Uridine 5′-(trihydrogen diphosphate) sodium or UDP sodium salt is soluble in water at 100 mg/ml and yields a clear, colorless to very faint yellow solution.

pictograms

Health hazard
GHS08

signalword

Warning

hcodes

H371

Hazard Classifications

STOT SE 2

target_organs

Eyes,Central nervous system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
SLCK4176
SLCH4481
SLBR0522V
SLBP2322V
101M7024V

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J Schnitzer
The Journal of comparative neurology, 282(2), 249-263 (1989-04-08)
Enzyme-histochemical methods for thiamine pyrophosphatase (TPPase) and nucleoside diphosphatase (NDPase) were applied to wholemounted rabbit retinae to demonstrate the shape and distribution of microglial cells in early postnatal and adult animals. At birth, microglial cells were already present in the
J H Lee et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 21(23), 9168-9174 (2001-11-22)
Cochlear outer sulcus cells (OSC) and vestibular transitional cells (VTC) are part of the parasensory epithelium in the inner ear and are located in homologous positions between the sensory hair cells and the cation secretory epithelial cells in the cochlea
Markie O Muoboghare et al.
British journal of pharmacology, 176(16), 2894-2904 (2019-05-23)
There is a lack of potent, selective antagonists at most subtypes of P2Y receptor. The aims of this study were to characterise the pharmacological properties of the proposed P2Y2 receptor antagonist, AR-C118925XX, and then to use it to determine the
Dhébora Albuquerque Dias et al.
Cell biochemistry and function, 35(7), 358-363 (2017-09-06)
This study aimed to characterize the activity of ectonucleoside triphosphate diphosphohydrolase (E-NTPDase; EC 3.6.1.5) in peritoneal cavity cells from BALB/c mice. E-NTPDase was activated in the presence of both calcium (1.5mM) and magnesium (1.5mM) ions. However, the activity was higher
Hui Hong et al.
Cell chemical biology, 26(4), 493-501 (2019-02-05)
Malayamycin A is an unusual bicyclic C-nucleoside, with interesting antiviral, antifungal, and anticancer bioactivity. We report here the discovery and characterization of the biosynthetic pathway to malayamycin by using genome mining of near-identical clusters both from the known producer Streptomyces

Protocols

LC MS Analysis of Nucleotides Effect of pH

ZIC-cHILIC is a densely bonded zwitterionic stationary phase with phosphorylcholine functional groups covalently attached to silica.

LC/MS Analysis of Nucleotides on SeQuant ZIC-cHILIC

HILIC separation is an alternative that permits sensitive MS detection and without the use of ion-pair reagents.

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