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X7375 Sigma-Aldrich

Xanthine

≥99%

Synonym: 2,6-Dihydroxypurine

  • CAS Number 69-89-6

  • Empirical Formula (Hill Notation) C5H4N4O2

  • Molecular Weight 152.11

  •  Beilstein/REAXYS Number 8733

  •  EC Number 200-718-6

  •  MDL number MFCD00078453

  •  PubChem Substance ID 24902156

  •  NACRES NA.51

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Properties

Related Categories Biochemicals and Reagents, Nucleosides, Nucleosides, Nucleotides, Oligonucleotides More...
Quality Level   200
biological source   synthetic (organic)
assay   ≥99%
form   powder
solubility   1 M NaOH: soluble 50 mg/mL, clear to slightly hazy
  NH4OH: freely soluble
  NaOH: freely soluble
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

Description

General description

Xanthine is synthesized from guanine in the presence of guanine deaminase. Xanthine oxidase catalyzes the production of xanthine from hypoxanthine and its subsequent breakdown to uric acid. Xanthine derivatives are present in coffee, tea and cocoa seeds. Xanthine has been proposed as a lead for the generation of pharmacologically active compounds.

Application

Xanthine has been used in a nonradiolabled substrate mix in an Aspergillus nidulans transport assay. It has also been used as a substrate for xanthine oxidase for superoxide anion generation in gill cells and algal cells.

Packaging

10, 25, 100 g in poly bottle

Biochem/physiol Actions

A high level of xanthine is implicated in metabolic disorders like Lesch-Nyhan syndrome. A xanthine-based biosensor may be useful for detecting xanthine in food and clinical samples. Blood and urine samples of patients with renal failure, gout and xanthinuria show high levels of xanthine.

Safety & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
RTECS 
ZD7700000

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles

Articles

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

From our library of Articles, Sigma-Aldrich presents HPLC Analysis of Xanthines on Purospher®STAR RP-18 endcapped
Keywords: Chromatography, Clinical, High performance liquid chromatography, Pharmaceutical, Separation

MSMLS Online Plate Map

Metabolite descriptors included with the software download upon purchase of the product include: Name, Parent CID, molecular formula, molecular weight, CAS, ChEBI, HMDB ID, PubChem Compound and Subst...
Keywords: Mass spectrometry, Metabolites

Related Content

Uric Acid in Cell Culture

Importance and uses of uric acid (urate) precursors in serum-free eukaryotic, including hybridoma and Chinese Hamster Ovary (CHO) cell, cultures
Keywords: Apoptosis, Cell culture, Culture media, High performance liquid chromatography, Lipid peroxidation, Nitrations, Oxidations, Peroxidations, Reductions

Peer-Reviewed Papers
15

References

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