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U0881

Uric acid

Name: Uric acid
Brand: SIGMA

BioXtra, ≥99% (HPLC)

Synonym(s):

2,6,8-Trihydroxypurine

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About This Item

Empirical Formula (Hill Notation):

C₅H₄N₄O₃

CAS Number:

69-93-2

Molecular Weight:

168.11

UNSPSC Code:

12352005

NACRES:

NA.55

PubChem Substance ID:

24900620

EC Number:

200-720-7

Beilstein/REAXYS Number:

156158

MDL number:

MFCD00005712

Assay:

≥99% (HPLC)

Biological source:

animal (seabird feces (guano))

Form:

powder

Solubility:

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

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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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Biochemicals

High-Purity Biochemicals and Reagents

Nucleosides and Nucleotides

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.

Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Uric acid stimulates monocyte chemoattractant protein-1 production in vascular smooth muscle cells via mitogen-activated protein kinase and cyclooxygenase-2.

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

Protective Potential of Uric Acid, Folic Acid, Glutathione and Ascorbic Acid Against the Formation of Toxic Met-Myoglobin.

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

The peroxynitrite scavenger uric acid prevents inflammatory cell invasion into the central nervous system in experimental allergic encephalomyelitis through maintenance of blood-central nervous system barrier integrity.

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

Clec12a is an inhibitory receptor for uric acid crystals that regulates inflammation in response to cell death.

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

Peroxidase properties of extracellular superoxide dismutase: role of uric acid in modulating in vivo activity.

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

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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.

Global Trade Item Number

SKU	GTIN
U0881-100G	04061837403866
U0881-25G	04061837403880
U0881-10G	04061837403873

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