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X7375

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:

24902156

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: soluble 50 mg/mL, clear to slightly hazy, NH₄OH: freely soluble, NaOH: freely soluble

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Product Name

Xanthine, ≥99%

biological source

synthetic (organic)

Quality Level

300

assay

≥99%

form

powder

solubility

1 M NaOH: soluble 50 mg/mL, clear to slightly hazy, NH₄OH: freely soluble, NaOH: freely soluble

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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Biochemicals

Nucleosides and Nucleotides

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.

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.

Storage Class

11 - Combustible Solids

wgk

WGK 3

ppe

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

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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)

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)

Xanthine scaffold: scope and potential in drug development

Singh N, et al.

Heliyon, 4(10), e00829-e00829 (2018)

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)

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Global Trade Item Number

SKU	GTIN
X7375-10G	04061837549861
X7375-100G	04061837549854
X7375-25G	04061837549878

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