U1752

Uridine 5′-monophosphate

Name: Uridine 5′-monophosphate
Brand: SIGMA

≥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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Related Categories

Biochemicals

Chemistry & Biochemicals

Nucleosides and Nucleotides

Phosphates

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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Magnetic dispersive solid-phase micro-extraction combined with high-performance liquid chromatography for determining nucleotides in Anoectochilus roxburghii (Wall.) Lindl.

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

Dietary uridine-5'-monophosphate supplementation increases potassium-evoked dopamine release and promotes neurite outgrowth in aged rats.

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

Regulation of uridylic acid biosynthesis in the cyanobacterium Anabaena variabilis.

Currier TC and Wolk CP

Journal of Bacteriology, 136(2), 682-687 (1978)

Formation of Abasic Oligomers in Nonenzymatic Polymerization of Canonical Nucleotides.

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

Oral supplementation with docosahexaenoic acid and uridine-5'-monophosphate increases dendritic spine density in adult gerbil hippocampus.

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

View All Related Papers

Protocols

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.

LC/MS Analysis of Nucleotides SeQuant^® ZIC^®-cHILIC – Effect of pH

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

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