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U1752

Sigma-Aldrich

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
EC Number:
200-408-0
MDL number:
MFCD00067346
UNSPSC Code:
41106305
PubChem Substance ID:
24900628
NACRES:
NA.51

Key Documents

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Product Name

Uridine 5′-monophosphate, ≥98%

biological source

natural (organic)

Quality Level

200

assay

≥98%

form

powder

solubility

H2O: soluble 50 mg/mL, clear, colorless

storage temp.

−20°C

SMILES string

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

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)

InChI key

DJJCXFVJDGTHFX-UHFFFAOYSA-N

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General description

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

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.

Storage Class

11 - Combustible Solids

wgk_germany

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
SLCL9143
SLCL5733
SLCH2001
SLCG7290
SLCG6212

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Nezam Afdhal et al.
The New England journal of medicine, 370(16), 1483-1493 (2014-04-15)
Effective treatment for hepatitis C virus (HCV) genotype 1 infection in patients who have not had a sustained virologic response to prior interferon-based therapy represents an unmet medical need. We conducted a phase 3, randomized, open-label study involving patients infected
Edward J Gane et al.
The New England journal of medicine, 368(1), 34-44 (2013-01-04)
The standard treatment for hepatitis C virus (HCV) infection is interferon, which is administered subcutaneously and can have troublesome side effects. We evaluated sofosbuvir, an oral nucleotide inhibitor of HCV polymerase, in interferon-sparing and interferon-free regimens for the treatment of
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
Regulation of uridylic acid biosynthesis in the cyanobacterium Anabaena variabilis.
Currier TC and Wolk CP
Journal of Bacteriology, 136(2), 682-687 (1978)
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
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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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