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U0750

Sigma-Aldrich

Uracil

≥99.0%

Synonym(s):

2,4(1H,3H)-Pyrimidinedione, 2,4-Dihydroxypyrimidine, 2,4-Pyrimidinediol

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About This Item

Empirical Formula (Hill Notation):
C4H4N2O2
CAS Number:
66-22-8
Molecular Weight:
112.09
Beilstein:
507828
EC Number:
200-621-9
MDL number:
MFCD00006016
UNSPSC Code:
41106305
PubChem Substance ID:
24900618
NACRES:
NA.51

biological source

synthetic (organic)

Quality Level

300

Assay

≥99.0%

form

powder

mp

>300 °C (lit.)

SMILES string

O=C1NC=CC(=O)N1

InChI

1S/C4H4N2O2/c7-3-1-2-5-4(8)6-3/h1-2H,(H2,5,6,7,8)

InChI key

ISAKRJDGNUQOIC-UHFFFAOYSA-N

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General description

Uracil belongs to the pyrimidine nucleobase family. It is naturally occurring and is an important and active part of RNA.

Application

Uracil has been used as:
  • a nucleotide standard to determine DNA methylation by high-performance liquid chromatography
  • a component of synthetic define medium for culturing Saccharomyces cerevisiae and its strain
  • a component of the amino acid supplement to culture Bacillus sp

Biochem/physiol Actions

Uracil and its derivatives play an integral part in medicinal chemistry for the synthesis of cancer, viral infections, autosomal recessive disorder, thyroid, and diabetic drugs.

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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Sandra M Carvalho et al.
PloS one, 8(3), e58492-e58492 (2013-03-19)
Links between carbohydrate metabolism and virulence in Streptococcus pneumoniae have been recurrently established. To investigate these links further we developed a chemically defined medium (CDM) and standardized growth conditions that allowed for high growth yields of the related pneumococcal strains
William B White et al.
The New England journal of medicine, 369(14), 1327-1335 (2013-09-03)
To assess potentially elevated cardiovascular risk related to new antihyperglycemic drugs in patients with type 2 diabetes, regulatory agencies require a comprehensive evaluation of the cardiovascular safety profile of new antidiabetic therapies. We assessed cardiovascular outcomes with alogliptin, a new
Daisuke Katagiri et al.
Journal of the American Society of Nephrology : JASN, 24(12), 2034-2043 (2013-10-05)
Accumulating evidence of the beyond-glucose lowering effects of a gut-released hormone, glucagon-like peptide-1 (GLP-1), has been reported in the context of remote organ connections of the cardiovascular system. Specifically, GLP-1 appears to prevent apoptosis, and inhibition of dipeptidyl peptidase-4 (DPP-4)
Jaunius Urbonavicius et al.
Methods in enzymology, 425, 103-119 (2007-08-04)
Formation of 5-methyluridine (ribothymidine) at position 54 of the T-psi loop of tRNA is catalyzed by site-specific tRNA methyltransferases (tRNA[uracil-54,C5]-MTases). In eukaryotes and many bacteria, the methyl donor for this reaction is generally S-adenosyl-L-methionine (S-AdoMet). However, in other bacteria, like
Mirta M L Sousa et al.
Molecular aspects of medicine, 28(3-4), 276-306 (2007-06-26)
Uracil is usually an inappropriate base in DNA, but it is also a normal intermediate during somatic hypermutation (SHM) and class switch recombination (CSR) in adaptive immunity. In addition, uracil is introduced into retroviral DNA by the host as part
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