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Merck

U1752

Uridine 5′-monophosphate

≥98%, natural (organic), powder

Synonym(s):

U 5′-P, UMP, Uridylic acid

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About This Item

Empirical Formula (Hill Notation):
C9H13N2O9P
CAS Number:
58-97-9
Molecular Weight:
324.18
NACRES:
NA.51
PubChem Substance ID:
24900628
UNSPSC Code:
41106305
EC Number:
200-408-0
MDL number:
MFCD00067346

Product Name

Uridine 5′-monophosphate, ≥98%

InChI key

DJJCXFVJDGTHFX-UHFFFAOYSA-N

InChI

1S/C9H13N2O9P/c12-5-1-2-11(9(15)10-5)8-7(14)6(13)4(20-8)3-19-21(16,17)18/h1-2,4,6-8,13-14H,3H2,(H,10,12,15)(H2,16,17,18)

SMILES string

OC1C(O)C(OC1COP(O)(O)=O)N2C=CC(=O)NC2=O

biological source

natural (organic)

assay

≥98%

form

powder

solubility

H2O: soluble 50 mg/mL, clear, colorless

storage temp.

−20°C

Quality Level

200

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Application

Uridine 5′-monophosphate has been used as a component in isotonic E3 medium for isotonic reconstitution experiments to study its effects on the basal cell response or epithelial cell migration to the wound in the isotonic medium.

Biochem/physiol Actions

Uridine 5′-monophosphate (UMP) is a nucleotide monomer in RNA. It contains the nucleobase uracil along with the ribose sugar and a phosphate group. UMP dietary supplementation enhances neurotransmitter release and neurite outgrowth and also promotes membrane phosphatide production in adult rats. Oral supplementation of DHA, co-administered with UMP, in adult gerbils shows an increase in dendritic spines and neuronal membrane synthesis. It suggests a strategy for the treatment of cognitive disorders resulting from synapse loss.

General description

Uridine 5′-monophosphate acts as a precursor for all pyrimidine nucleotides.

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
0000429362
0000429362
0000387167
0000399837
0000376426

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Lei Wang et al.
Journal of molecular neuroscience : MN, 27(1), 137-145 (2005-08-02)
Membrane phospholipids like phosphatidylcholine (PC) are required for cellular growth and repair, and specifically for synaptic function. PC synthesis is controlled by cellular levels of its precursor, cytidine-5'-diphosphate choline (CDP-choline), which is produced from cytidine triphosphate (CTP) and phosphocholine. In
Xiaozhen Chen et al.
Journal of pharmaceutical and biomedical analysis, 174, 432-440 (2019-06-21)
A novel, simple, and efficacious analytical method for determining of nucleotides in Anoectochilus roxburghii (Wall.) Lindl (A. roxburghii) was developed. Magnetic dispersive solid-phase micro-extraction (MDSPME) combined with high-performance liquid chromatography was applied for extraction and determination of three nucleotides, such
Regulation of uridylic acid biosynthesis in the cyanobacterium Anabaena variabilis.
Currier TC and Wolk CP
Journal of Bacteriology, 136(2), 682-687 (1978)
Toshimasa Sakamoto et al.
Brain research, 1182, 50-59 (2007-10-24)
Docosahexaenoic acid (DHA), an omega-3 polyunsaturated fatty acid, is an essential component of membrane phosphatides and has been implicated in cognitive functions. Low levels of circulating or brain DHA are associated with various neurocognitive disorders including Alzheimer's disease (AD), while
Chaitanya V Mungi et al.
Life (Basel, Switzerland), 9(3) (2019-07-07)
Polymerization of nucleotides under prebiotically plausible conditions has been a focus of several origins of life studies. Non-activated nucleotides have been shown to undergo polymerization under geothermal conditions when subjected to dry-wet cycles. They do so by a mechanism similar
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