X7375
Xanthine
≥99%, synthetic (organic), powder
Synonym(s):
2,6-Dihydroxypurine
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About This Item
Empirical Formula (Hill Notation):
C5H4N4O2
CAS Number:
Molecular Weight:
152.11
NACRES:
NA.51
PubChem Substance ID:
UNSPSC Code:
41106305
EC Number:
200-718-6
MDL number:
Beilstein/REAXYS Number:
8733
Product Name
Xanthine, ≥99%
InChI key
LRFVTYWOQMYALW-UHFFFAOYSA-N
InChI
1S/C5H4N4O2/c10-4-2-3(7-1-6-2)8-5(11)9-4/h1H,(H3,6,7,8,9,10,11)
SMILES string
O=C1NC(=O)c2nc[nH]c2N1
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
Quality Level
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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.
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.
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.
Storage Class
11 - Combustible Solids
wgk
WGK 3
ppe
dust mask type N95 (US), Eyeshields, Faceshields, Gloves
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Biosensing methods for xanthine determination: a review
Pundir CS and Devi R
Enzyme and Microbial Technology, 57, 55-62 (2014)
Transport Assays in Aspergillus nidulans
Krypotou E and Diallinas G
Molecular Microbiology, 3(22), 1-5 (2013)
Study on detection methods for xanthine in food and biological samples
Wu S, et al.
Int. J. Curr. Res. Chem. Pharma. Sci, 3(8), 1-5 (2016)
Fish gill damage by the dinoflagellate Alexandrium catenella from Chilean fjords: synergistic action of ROS and PUFA
Mardones JI, et al.
Harmful Algae, 49(22), 40-49 (2015)
D L Krebs et al.
Methods in cell science : an official journal of the Society for In Vitro Biology, 21(1), 57-68 (2000-03-25)
Murine B cell lines such as WEHI-231, BAL17 and M12.4.1 are frequently used as model systems to study signal transduction, cell cycle regulation, and apoptosis. Dissection of these processes often involves expressing exogenous genes in these cells. Electroporation is an
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