Uridine triphosphate

Modify Date: 2024-01-04 19:58:50

Uridine triphosphate Structure
Uridine triphosphate structure
Common Name Uridine triphosphate
CAS Number 63-39-8 Molecular Weight 484.14100
Density 2.106 g/cm3 Boiling Point N/A
Molecular Formula C9H15N2O15P3 Melting Point N/A
MSDS N/A Flash Point 113ºC

 Use of Uridine triphosphate


Uridine triphosphate (UTP;Uridine 5'-triphosphate) is a pyrimidine nucleoside triphosphate that participates in glycogen metabolism and synthesis of RNA during transcription.

 Names

Name utp
Synonym More Synonyms

 Uridine triphosphate Biological Activity

Description Uridine triphosphate (UTP;Uridine 5'-triphosphate) is a pyrimidine nucleoside triphosphate that participates in glycogen metabolism and synthesis of RNA during transcription.
Related Catalog
In Vitro Uridine triphosphate treatment induces Schwannoma cell migration through activation of P2Y2 receptors and through the increase of extracellular matrix metalloproteinase-2 (MMP-2) activation and expression[1]. Uridine triphosphate-induced proliferation is mediated by protein kinase D, Src-family tyrosine kinase, Ca/calmodulin-dependent protein kinase II, phosphatidylinositol 3-kinase (PI3K), Akt, and phospholipase D. Uridine triphosphate increases phosphorylation of Akt through protein kinase C, Src-family tyrosine kinase, Ca/calmodulin-dependent protein kinase II, and PI3K[2].
In Vivo Uridine triphosphate reduces mitochondrial calcium levels following hypoxia. Early or late uridine triphosphate preconditioning is effective to reduce infarct size and superior myocardial function[3]. Uridine triphosphate treatment increases the number of monocytes and macrophages infiltrating the pouch and up-regulates the gene expression of IL-4 and IL-13 in the regional lymph nodes[4].
Cell Assay Pancreatic duct epithelial cells are treated with (0.1 μM-1 mM) uridine triphosphate. BrdU is added after different time points (12-24 hours). Proliferation is measured using the BrdU incorporation assay in triplicate[2].
Animal Admin Rats: Four main groups are tested: (1) sham without LAD ligation, (2) LAD ligation, (3) injected with UTP (0.44 µg/kg i.v.) 30 min before MI, (4) UTP injection (4.4 µg/kg i.v.) 24 h prior to MI. Several different concentrations of UTP are tested (0.044–44.4 µg/kg). Left ventricular systolic pressure (LVSP), end-diastolic pressure (LVEDP) and heart rates are monitored before, after UTP treatment and post MI[3].
References

[1]. Lamarca A, et al. Uridine 5'-triphosphate promotes in vitro Schwannoma cell migration through matrix metalloproteinase-2 activation. PLoS One. 2014 Jun 6;9(6):e98998.

[2]. Choi JH, et al. Uridine triphosphate increases proliferation of human cancerous pancreatic duct epithelial cells by activating P2Y2 receptor. Pancreas. 2013 May;42(4):680-6.

[3]. Yitzhaki S, et al. Uridine-5'-triphosphate (UTP) reduces infarct size and improves rat heart function aftermyocardial infarct. Biochem Pharmacol. 2006 Oct 16;72(8):949-55.

[4]. Iwaki Y, et al. Enhancement of antibody production against rabies virus by uridine 5'-triphosphate in mice. Microbes Infect. 2014 Mar;16(3):196-202.

 Chemical & Physical Properties

Density 2.106 g/cm3
Molecular Formula C9H15N2O15P3
Molecular Weight 484.14100
Flash Point 113ºC
Exact Mass 483.96900
PSA 293.80000
Storage condition −20°C

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
YU8083000
CHEMICAL NAME :
Uridine, 5'-(tetrahydrogen triphosphate)
CAS REGISTRY NUMBER :
63-39-8
BEILSTEIN REFERENCE NO. :
0071520
LAST UPDATED :
199701
DATA ITEMS CITED :
1
MOLECULAR FORMULA :
C9-H15-N2-O15-P3
MOLECULAR WEIGHT :
484.17

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

MUTATION DATA

TYPE OF TEST :
Mutation test systems - not otherwise specified
TEST SYSTEM :
Human Cells - not otherwise specified
DOSE/DURATION :
1 mmol/L
REFERENCE :
JIDEAE Journal of Investigative Dermatology. (Williams & Wilkins Co., 428 E. Preston St., Baltimore, MD 21202) V.1- 1938- Volume(issue)/page/year: 65,52,1975

 Safety Information

Hazard Codes Xn
Risk Phrases R20/21/22
Safety Phrases 22-26-36
WGK Germany 1

 Synthetic Route

 Synonyms

uridine-triphosphate
Uteplex
[[(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] phosphono hydrogen phosphate
Uridine 5'-triphosphoric acid
uridine 5'-O-triphosphate
MFCD00274571
5'-UTP
uridine 5'-triphosphate
EINECS 243-347-5
Uridine triphosphate
Uridine 5'-(tetrahydrogen triphosphate)
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