All Photos(5)

X0626

Sigma-Aldrich

Xanthine

≥99.5% (HPLC), purified by recrystallization

Synonym(s):
2,6-Dihydroxypurine
Empirical Formula (Hill Notation):
C5H4N4O2
CAS Number:
Molecular Weight:
152.11
Beilstein:
8733
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.51

Quality Level

assay

≥99.5% (HPLC)

purified by

recrystallization

solubility

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

SMILES string

O=C1NC(=O)c2nc[nH]c2N1

InChI

1S/C5H4N4O2/c10-4-2-3(7-1-6-2)8-5(11)9-4/h1H,(H3,6,7,8,9,10,11)

InChI key

LRFVTYWOQMYALW-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

General description

Xanthine is a purine that is produced from several different precursors in the purine metabolic pathway:
  • deamination of guanine by guanine deaminase
  • conversion of hypoxanthine by xanthine oxidoreductase
Xanthine is a precursor metabolite to uric acid in purine metabolism. Xanthine has been noted as a biomarker of conditions such as gout.

Packaging

5, 10, 25 g in poly bottle

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

P Leanderson et al.
Carcinogenesis, 17(3), 545-550 (1996-03-01)
The formation of DNA-strand breaks was studied in cultured human lung cells (A 549) subjected to iron, either in the form of iron(III) citrate or in combination with the metal chelators ethylene diamine tetra-acetic acid (EDTA), nitrilo triacetic acid (NTA)...
Bioactive chemical constituents of Stereospermum kunthianum (Bignoniaceae)
Island, W
Research Journal of Phytochemistry, 3, 35-43 (2009)
Oxidative stress and enzymatic scavenging of superoxide radicals induced by solar UV-B radiation in Ulva canopies from southern Spain.
Bischof, Kai, et al.
Scientia Marina, 67, 353-359 (2003)
Superoxide dismutase. An enzymic function for erythrocuprein (hemocuprein).
J M McCord et al.
The Journal of biological chemistry, 244(22), 6049-6055 (1969-11-25)
S A Back et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 18(16), 6241-6253 (1998-08-11)
Death of oligodendrocyte (OL) precursors can be triggered in vitro by cystine deprivation, a form of oxidative stress that involves depletion of intracellular glutathione. We report here that OLs demonstrate maturation-dependent differences in survival when subjected to free radical-mediated injury...

Articles

HPLC Analysis of Xanthines on Purospher® STAR RP-18 endcapped

Xanthine is a purine base found in most human body tissues and fluids as well as in other organisms. Methylated xanthines (methylxanthines), which include caffeine, paraxanthine, theobromine, and theophylline, commonly used for their effects as mild stiµlants and as bronchodilators, notably in the treatment of asthma symptoms. This application shows the efficient separation of several common xanthines and may be applied their analysis in any number of desired matrices.

Protocols

Enzymatic Assay of Superoxide Dismutase

Enzymatic Assay of Superoxide Dismutase

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service