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Merck

X4002

Xanthine

≥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

Product Name

Xanthine, BioUltra, ≥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)

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%

Quality Level

200

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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)

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.

Storage Class

11 - Combustible Solids

wgk

WGK 3

ppe

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

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Certificates of Analysis (COA)

Lot/Batch Number
0000326769
0000326769
0000446052
0000446051
0000446050

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Insights from multispectral and molecular docking investigation on the xanthine oxidase inhibition by 1, 4-dicaffeoylquinic acid
Cao W, et al.
Journal of Molecular Structure, 1219, 128475-128475 null
Optimization of total phenolic contents, antioxidant, and in-vitro xanthine oxidase inhibitory activity of sunflower head
Mehmood A, et al.
CYTA-journal of Food, 16, 957-964 null
Raffaello Castoria et al.
Phytopathology, 93(5), 564-572 (2008-10-24)
ABSTRACT We detected the generation of the reactive oxygen species (ROS) superoxide anion ( O.(-) (2)) and hydrogen peroxide (H(2)O(2)) in apple wounds 2 immediately after wounding, and assessed the relationships between (i) timely colonization of apple wounds by biocontrol
Ken Okamoto et al.
Current pharmaceutical design, 19(14), 2606-2614 (2012-11-03)
Xanthine oxidoreductase (XOR), a complex flavoprotein, catalyzes the metabolic reactions leading from hypoxanthine to xanthine and from xanthine to urate, and both reactions take place at the molybdenum cofactor. The enzyme is a target of drugs for therapy of gout
Carolyn F Deacon et al.
Expert opinion on investigational drugs, 19(1), 133-140 (2009-12-02)
Type 2 diabetes is a progressive disease for which current treatments are often unsatisfactory with respect to achieving therapeutic goals and unwanted side effects. Preclinical and clinical studies of linagliptin, a new oral antidiabetic agent, including data presented at Scientific
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