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Key Documents

U6381

Sigma-Aldrich

Uridine

BioUltra, ≥99%

Synonym(s):

1-β-D-Ribofuranosyluracil, Uracil-1-β-D-ribofuranoside

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About This Item

Empirical Formula (Hill Notation):
C9H12N2O6
CAS Number:
Molecular Weight:
244.20
Beilstein:
754902
EC Number:
MDL number:
UNSPSC Code:
12352204
PubChem Substance ID:
NACRES:
NA.26

biological source

synthetic (organic)

product line

BioUltra

Assay

≥99%

form

powder

impurities

≤0.016% Phosphorus (P)
≤0.1% Insoluble matter

ign. residue

≤0.2%

mp

163-167 °C (lit.)

solubility

H2O: 0.1 M, clear, colorless

cation traces

Al: ≤0.0005%
Ca: ≤0.01%
Cu: ≤0.0005%
Fe: ≤0.003%
K: ≤0.005%
Mg: ≤0.003%
NH4+: ≤0.15%
Na: ≤0.02%
Pb: ≤0.005%
Zn: ≤0.0005%

SMILES string

OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N2C=CC(=O)NC2=O

InChI

1S/C9H12N2O6/c12-3-4-6(14)7(15)8(17-4)11-2-1-5(13)10-9(11)16/h1-2,4,6-8,12,14-15H,3H2,(H,10,13,16)/t4-,6-,7-,8-/m1/s1

InChI key

DRTQHJPVMGBUCF-XVFCMESISA-N

Gene Information

mouse ... Uck1(22245)

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General description

Uridine is a pyrimidine nucleoside which is crucial for the synthesis of RNA and membranes. It helps in normal cell function and growth by forming pyrimidine nucleotide -lipid conjugates.

Application

Uridine has been used to study the functional complementation of nucleoside hydrolase from a protozoan parasite and mammalian uridine phosphorylase on URH1 (uridine hydrolase) of Saccharomyces cerevisiae.
It has been used to check the effect of chronic uridine application on liver metabolism in mice.

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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Chronic Uridine Administration Induces Fatty Liver and Pre-Diabetic Conditions in Mice.
Urasaki Y, et al.
PLoS ONE, 11, e0146994-e0146994 (2016)
Purinergic and Pyrimidinergic Signalling: Molecular, Nervous and Urogenitary System Function
Handbook of Experimental Pharmacology (2013)
Saccharomyces cerevisiae URH1 (encoding uridine-cytidine N-ribohydrolase): functional complementation by a nucleoside hydrolase from a protozoan parasite and by a mammalian uridine phosphorylase.
Mitterbauer R, et al.
Applied and Environmental Microbiology, 68, 1336-1343 (2002)
Ian E Crandall et al.
Journal of medicinal chemistry, 56(6), 2348-2358 (2013-02-16)
Resistance by Plasmodium falciparum to almost all clinically used antimalarial drugs requires the development of new classes of antimalarials. 6-Iodouridine (15), a novel and potent inhibitor of orotidine 5'-monophosphate decarboxylase (ODCase), exhibited efficacy in a mouse model infected by P.
Yuan Zhou et al.
Nucleic acids research, 41(13), 6664-6673 (2013-05-10)
Triplex is emerging as an important RNA tertiary structure motif, in which consecutive non-canonical base pairs form between a duplex and a third strand. RNA duplex region is also often functionally important site for protein binding. Thus, triplex-forming oligonucleotides (TFOs)

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