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Merck

94370

Uridine 5′-triphosphate trisodium salt dihydrate

≥80%, powder

Synonym(s):

UTP

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About This Item

Linear Formula:
C9H12N2O15P3Na3
CAS Number:
116295-90-0
Molecular Weight:
586.12
NACRES:
NA.51
PubChem Substance ID:
57653602
UNSPSC Code:
41106305
EC Number:
243-347-5
MDL number:
MFCD00150714
Beilstein/REAXYS Number:
3585234
Assay:
≥80%
Form:
powder
Storage temp.:
−20°C

Key Documents

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Product Name

Uridine 5′-triphosphate trisodium salt dihydrate, ≥80%

assay

≥80%

form

powder

impurities

≤15% UDP, ≤5% UMP

mp

>140 °C (dec.) (lit.)

shipped in

wet ice

storage temp.

−20°C

SMILES string

[Na+].[Na+].[Na+].[H]O[H].[H]O[H].O[C@H]1[C@@H](O)[C@@H](O[C@@H]1COP([O-])(=O)OP([O-])(=O)OP(O)([O-])=O)N2C=CC(=O)NC2=O

InChI

1S/C9H15N2O15P3.3Na.2H2O/c12-5-1-2-11(9(15)10-5)8-7(14)6(13)4(24-8)3-23-28(19,20)26-29(21,22)25-27(16,17)18;;;;;/h1-2,4,6-8,13-14H,3H2,(H,19,20)(H,21,22)(H,10,12,15)(H2,16,17,18);;;;2*1H2/q;3*+1;;/p-3/t4-,6-,7-,8-;;;;;/m1...../s1

InChI key

KIYVKLDQLQZXKH-GTIFRNKBSA-K

Gene Information

human ... P2RY2(5029)
rat ... P2ry2(29597)

Related Categories

Application

Uridine 5′-diphosphate (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).

Biochem/physiol Actions

P2Y receptor agonist.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF6792V
BCCJ9427
BCCG8518
BCCF9703
BCCC3758

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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
Sara J Wright et al.
Genetics, 189(1), 165-176 (2011-07-14)
Heterotrimeric (αβγ) G proteins are crucial components of eukaryotic signal transduction pathways. G-protein-coupled receptors (GPCRs) act as guanine nucleotide exchange factors (GEFs) for Gα subunits. Recently, facilitated GDP/GTP exchange by non-GPCR GEFs, such as RIC8, has emerged as an important
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
Shin-ichiro Yoshimura et al.
The Journal of cell biology, 191(2), 367-381 (2010-10-13)
A key requirement for Rab function in membrane trafficking is site-specific activation by GDP-GTP exchange factors (GEFs), but the majority of the 63 human Rabs have no known GEF. We have performed a systematic characterization of the 17 human DENN
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