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94370

Sigma-Aldrich

Uridine 5′-triphosphate trisodium salt dihydrate

≥80%

Synonym(s):

UTP

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About This Item

Linear Formula:
C9H12N2O15P3Na3
CAS Number:
116295-90-0
Molecular Weight:
586.12
Beilstein:
3585234
EC Number:
243-347-5
MDL number:
MFCD00150714
UNSPSC Code:
41106305
PubChem Substance ID:
57653602
NACRES:
NA.51

Quality Level

100

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)

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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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
Jae-Hyoung Song et al.
Antiviral research, 145, 6-13 (2017-07-15)
Rhinovirus, a major causative agent of the common cold, is associated with exacerbation of asthma and chronic obstructive pulmonary disease. Currently, there is no antiviral treatment or vaccine for human rhinovirus (HRV). Gemcitabine (2',2'-difluorodeoxycytidine, dFdC) is a deoxycytidine analog with
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.
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
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