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X2502

Sigma-Aldrich

Xanthine sodium salt

≥99%

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Synonym(s):
2,6-Dihydroxypurine
Empirical Formula (Hill Notation):
C5H3N4NaO2
CAS Number:
Molecular Weight:
174.09
MDL number:
PubChem Substance ID:
NACRES:
NA.51

biological source

synthetic (organic)

Quality Level

assay

≥99%

form

powder

impurities

≤4% total solvent

solubility

dilute NaOH: soluble, clear to slightly hazy

SMILES string

[Na].O=C1NC(=O)c2[nH]cnc2N1

InChI

1S/C5H4N4O2.Na.H/c10-4-2-3(7-1-6-2)8-5(11)9-4;;/h1H,(H3,6,7,8,9,10,11);;

InChI key

JAZQMXVZANZJSO-UHFFFAOYSA-N

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General description

Xanthine is an intermediate of purine nucleotide metabolism. It is found in most body tissues and fluids. Xanthine derivatives are present in coffee, tea, and chocolate.

Application

Xanthine sodium salt has been used as a component of substrate solution for xanthine oxidase during superoxide dismutase (SOD) assay. It has also been used as a supplement in a special-conditioned medium to culture Swiss 3T3 fibroblasts stably transfected with tetracycline (tet)-controlled transactivator and transactivator-controlled tissue transglutaminase cDNA [39] constructs (clone TG3).

Biochem/physiol Actions

Xanthine acts as a substrate for xanthine oxidase. It elevates cellular cyclic AMP levels by preventing its breakdown and metabolism by inhibition of tissue phosphodiesterases. Xanthine also exhibits anti-inflammatory properties either by the release of anti-inflammatory cytokines or gene transcription regulation or histone deacetylase activation. All these properties of xanthine aid in the relaxation of smooth muscles of the bronchial tree.

pictograms

Health hazard

signalword

Warning

hcodes

Hazard Classifications

STOT SE 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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


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İnci Kurt-Celep et al.
Matrix biology : journal of the International Society for Matrix Biology, 105, 1-16 (2021-11-12)
In wound healing, the TG2 enzyme plays a dual functional role. TG2 has been shown to regulate extracellular matrix (ECM) stabilization by its transamidase activity while increasing cell migration by acting as a cell adhesion molecule. In this process, nitric
Munevver B Cicekdal et al.
IUBMB life, 71(12), 1973-1985 (2019-08-20)
Calorie restriction (CR) is one of the most effective methods to prevent many diseases including cancer in preclinical models. However, the molecular mechanism of how CR prevents cancer is unclear. The aim of this study was to understand the role

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