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X0626

Sigma-Aldrich

Xanthine

≥99.5% (HPLC), purified by recrystallization

Synonyme(s) :

2,6-Dihydroxypurine

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About This Item

Formule empirique (notation de Hill):
C5H4N4O2
Numéro CAS:
69-89-6
Poids moléculaire :
152.11
Numéro Beilstein :
8733
Numéro CE :
200-718-6
Numéro MDL:
MFCD00078453
Code UNSPSC :
41106305
ID de substance PubChem :
24902122
Nomenclature NACRES :
NA.51

Niveau de qualité

400

Pureté

≥99.5% (HPLC)

Forme

powder

Produit purifié par

recrystallization

Solubilité

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

Chaîne SMILES 

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)

Clé InChI

LRFVTYWOQMYALW-UHFFFAOYSA-N

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Catégories apparentées

Description générale

Xanthine is an important component of the various natural and synthetic medicinal active compounds. Various forms of xanthine such as caffeine, theobromine, and theophylline are found in chocolate, cocoa, tea, yeast, potatoes, animal organs, and coffee. Xanthine is a purine-based natural heterocyclic alkaloid composed of a central nitrogen atom and a pyrimidine ring that is fused with an imidazole ring. Xanthine is produced from several different precursors in the purine metabolic pathway: deamination of guanine-by-guanine deaminase and conversion of hypoxanthine by xanthine oxidoreductase.

Actions biochimiques/physiologiques

Xanthine participates in the catabolism of nucleic acids and nucleotides and is a precursor of uric acid. It is a versatile compound that shows therapeutic effects in several pharmacological conditions related to respiratory tract, central nervous system (CNS), kidney, stomach, smooth muscle cells, and heart. Xanthine acts as a biomarker for detecting gout.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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Hypoxanthine powder, BioReagent, suitable for cell culture

Sigma-Aldrich

H9636

Hypoxanthine

Xanthosine dihydrate ≥99%

Sigma-Aldrich

X0750

Xanthosine dihydrate

Allopurinol xanthine oxidase inhibitor

Sigma-Aldrich

A8003

Allopurinol

Xanthine sodium salt ≥99%

Sigma-Aldrich

X2502

Xanthine sodium salt

Cytochrome c from equine heart ≥95% based on Mol. Wt. 12,384 basis

Sigma-Aldrich

C7752

Cytochrome c from equine heart

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)
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)
Different processed milk with residual xanthine oxidase activity and risk of increasing serum uric acid level
Sha W, et al.
Food Bioscience, 40, 100892-100892 (2021)
Bioactive chemical constituents of Stereospermum kunthianum (Bignoniaceae)
Island, W
Research Journal of Phytochemistry, 3, 35-43 (2009)
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
Afficher tous les articles scientifiques apparentés

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.

Protocoles

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