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U0881

Sigma-Aldrich

Uric acid

BioXtra, ≥99% (HPLC)

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Synonym(s):
2,6,8-Trihydroxypurine
Empirical Formula (Hill Notation):
C5H4N4O3
CAS Number:
69-93-2
Molecular Weight:
168.11
Beilstein:
156158
EC Number:
200-720-7
MDL number:
MFCD00005712
UNSPSC Code:
12352005
PubChem Substance ID:
24900620
NACRES:
NA.55

biological source

animal (seabird feces (guano))

Quality Level

200

product line

BioXtra

Assay

≥99% (HPLC)

form

powder

impurities

≤0.005% Phosphorus (P)

ign. residue

≤0.1%

mp

>300 °C (lit.)

solubility

1 M NaOH: soluble 50 mg/mL, clear, faintly yellow

cation traces

Al: ≤0.005%
Ca: ≤0.01%
Cu: ≤0.0005%
Fe: ≤0.0005%
K: ≤0.05%
Mg: ≤0.001%
NH4+: ≤0.05%
Na: ≤0.1%
Pb: ≤0.001%
Zn: ≤0.0005%

SMILES string

O=C1NC(=O)C2=C(N1)NC(=O)N2

InChI

1S/C5H4N4O3/c10-3-1-2(7-4(11)6-1)8-5(12)9-3/h(H4,6,7,8,9,10,11,12)

InChI key

LEHOTFFKMJEONL-UHFFFAOYSA-N

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General description

Uric acid is the terminal product of purine degradation in humans. It is formed from the action of xanthine oxidase upon xanthine. Elevated levels of uric acid may clinically be manifested as gout. In species other than humans, uric acid can be further metabolized. In mammals other than primates, uric acid is converted to allantoin. In teleost fish, allantoin is further converted to allantoate, which is hydrolyzed to urea and glyoxylate. Uric acid may also be used in the biosynthesis of purines. It has been studied as a scavenger of biological free radicals like peroxynitrite. High-performance liquid chromatography (HPLC) and gas chromatography-mass spectrometry (GC-MS) methods for uric acid have been published. Uric acid promotes monocyte chemoattractant protein-1 (MCP-1) expression in vascular smooth muscle cells.

Application

Uric acid has been used:
  • to prepare monosodium urate (MSU) crystals to study its effect on nuclear localization leucine-rich-repeat protein 1 (NLRP1) gene expression
  • as a reductant to test its protective potential against met-myoglobin formation
  • to prepare MSU to study its use as specific ligand of Clec12a.

WGK

WGK 2

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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R B Kean et al.
Journal of immunology (Baltimore, Md. : 1950), 165(11), 6511-6518 (2000-11-22)
Uric acid (UA), a product of purine metabolism, is a known scavenger of peroxynitrite (ONOO(-)), which has been implicated in the pathogenesis of multiple sclerosis and experimental allergic encephalomyelitis (EAE). To determine whether the known therapeutic action of UA in
H Ulrich Hink et al.
Arteriosclerosis, thrombosis, and vascular biology, 22(9), 1402-1408 (2002-09-17)
The cytosolic form of Cu/Zn-containing superoxide dismutase (SOD1) has peroxidase activity, with H2O2 used as a substrate to oxidize other molecules. We examined peroxidase properties of the extracellular form of SOD (SOD3), a major isoform of SOD in the vessel
John Kanellis et al.
Hypertension (Dallas, Tex. : 1979), 41(6), 1287-1293 (2003-05-14)
Previous studies have reported that uric acid stimulates vascular smooth muscle cell (VSMC) proliferation in vitro. We hypothesized that uric acid may also have direct proinflammatory effects on VSMCs. Crystal- and endotoxin-free uric acid was found to increase VSMC monocyte
Waleed Al Abdulmonem et al.
Protein and peptide letters, 28(3), 282-289 (2020-09-23)
Myoglobin is an oxygen binding protein and its dysfunction has been associated with the pathology of several human disorders. This study was undertaken to investigation the role of hydrogen peroxide (H2O2) in the formation of met-myoglobin and the protective potential
Konstantin Neumann et al.
Immunity, 40(3), 389-399 (2014-03-19)
Recognition of cell death by the innate immune system triggers inflammatory responses. However, how these reactions are regulated is not well understood. Here, we identify the inhibitory C-type lectin receptor Clec12a as a specific receptor for dead cells. Both human
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Articles

Uric Acid in Cell Culture

Uric acid present in animal sera impacts serum-supplemented classical cell culture systems, influencing cell culture performance.

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