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Xanthine

Name: Xanthine
Brand: SIGMA

≥99%, synthetic (organic), powder

Synonym(s):

2,6-Dihydroxypurine

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About This Item

Empirical Formula (Hill Notation):

C₅H₄N₄O₂

CAS Number:

69-89-6

Molecular Weight:

152.11

NACRES:

NA.51

PubChem Substance ID:

24902144

UNSPSC Code:

41106305

EC Number:

200-718-6

MDL number:

MFCD00078453

Beilstein/REAXYS Number:

8733

Assay:

≥99%

Biological source:

synthetic (organic)

Form:

powder

Solubility:

1 M NaOH: 0.1 M, clear, colorless to light yellow

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Properties

Product Name

Xanthine, BioUltra, ≥99%

biological source

synthetic (organic)

Quality Segment

200

product line

BioUltra

assay

≥99%

form

powder

impurities

≤0.0005% Phosphorus (P), ≤0.1% Insoluble matter

ign. residue

≤0.1%

solubility

1 M NaOH: 0.1 M, clear, colorless to light yellow

anion traces

sulfate (SO₄^2-): <0.05%

cation traces

Al: ≤0.0005%, Ca: ≤0.0005%, Cu: ≤0.0005%, Fe: ≤0.0005%, K: ≤0.005%, Mg: ≤0.0005%, NH₄⁺: ≤0.05%, Na: ≤0.005%, Pb: ≤0.001%, Zn: ≤0.0005%

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 a purine that can be produced in the purine metabolic pathway via different precursors:

Guanine deamination by guanine deaminase
Hypoxanthine conversion by xanthine oxidoreductase

Xanthine or its derivatives are naturally present in animal organs, yeast, potatoes, coffee beans, and tea.

Application

Xanthine has been used as a substrate for the determination of xanthine oxidase (XOD) inhibitory activity. It has also been used in the following systems:

yeast culture[1]
human cell line culture
recombinant viruses cloned as bacterial artificial chromosomes in Escherichia coli

Biochem/physiol Actions

Xanthine and xanthine oxidase are used to generate superoxide radicals to measure the activity of superoxide dismutase.

Features and Benefits

Tested for trace metal content (fuller details in Properties section and on Specification Sheet)
Tested for trace sulfate content (fuller details in Properties section and on Specification Sheet)

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This Item	X0626	X7375	PHR3262
Sigma-Aldrich X4002 Xanthine	Sigma-Aldrich X0626 Xanthine	Sigma-Aldrich X7375 Xanthine	Supelco PHR3262 Xanthone
biological source synthetic (organic)	biological source synthetic	biological source synthetic (organic)	biological source -
Quality Level 200	Quality Level 400	Quality Level 300	Quality Level 300
assay ≥99%	assay ≥99.5% (HPLC)	assay ≥99%	assay -
form powder	form powder	form powder	form -
solubility 1 M NaOH: 0.1 M, clear, colorless to light yellow	solubility 1 M NaOH: soluble 50 mg/mL, clear, colorless to faintly yellow	solubility 1 M NaOH: soluble 50 mg/mL, clear to slightly hazy, NH₄OH: freely soluble, NaOH: freely soluble	solubility -
cation traces Al: ≤0.0005%, Cu: ≤0.0005%, K: ≤0.005%, NH₄⁺: ≤0.05%, Pb: ≤0.001%, Ca: ≤0.0005%, Mg: ≤0.0005%, Zn: ≤0.0005%, Fe: ≤0.0005%, Na: ≤0.005%	cation traces -	cation traces -	cation traces -

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Storage Class

11 - Combustible Solids

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