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X4002

Sigma-Aldrich

Xanthine

BioUltra, ≥99%

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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

biological source

synthetic (organic)

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 (SO42-): <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

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1 of 4

This Item
X0626X7375PHR3262
Xanthine BioUltra, &#8805;99%

Sigma-Aldrich

X4002

Xanthine

Xanthine &#8805;99.5% (HPLC), purified by recrystallization

Sigma-Aldrich

X0626

Xanthine

Xanthine &#8805;99%

Sigma-Aldrich

X7375

Xanthine

Xanthone pharmaceutical secondary standard, certified reference material

Supelco

PHR3262

Xanthone

assay

≥99%

assay

≥99.5% (HPLC)

assay

≥99%

assay

-

form

powder

form

powder

form

powder

form

-

impurities

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

impurities

-

impurities

-

impurities

-

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%, 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%

cation traces

-

cation traces

-

cation traces

-

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
  • 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)

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Articles

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.

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