109541

Sigma-Aldrich

Xanthine

98%

Synonym(s):
2,6-Dihydroxypurine
Empirical Formula (Hill Notation):
C5H4N4O2
CAS Number:
Molecular Weight:
152.11
Beilstein/REAXYS Number:
8733
EC Number:
MDL number:
PubChem Substance ID:

assay

98%

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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General description

Xanthine is a purine derivative. It has been reported to be formed during the metabolism of purine. Its presence in biological fluids is a marker of pathologic states, such as xanthinuria. Flavonoid nanostructured electrochemical sensor has been fabricated and employed for the voltammetric estimation of noradrenaline, acetaminophen, xanthine and caffeine, simultaneously.

Application

Xanthine may be employed in the superoxide dismutase (SOD) activity assay for the generation of superoxide radicals.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

hazcat

Eye Irrit. 2 - Skin Sens. 1

storage_class_code

13 - Non Combustible Solids

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

A highly sensitive electrochemical sensor for simultaneous voltammetric determination of noradrenaline, acetaminophen, xanthine and caffeine based on a flavonoid nanostructured modified glassy carbon electrode.
Amiri-Aref M, et al.
Sensors and Actuators B, Chemical, 192, 634-641 (2014)
Roger Shek et al.
Biochemistry, 58(30), 3280-3292 (2019-07-10)
Guanine deaminase is a metabolic enzyme, found in all forms of life, which catalyzes the conversion of guanine to xanthine. Despite the availability of several crystal structures, the molecular determinants of substrate orientation and mechanism remain to be elucidated for...
Gavin C Higgins et al.
Free radical biology & medicine, 53(10), 1960-1967 (2012-09-18)
Neurons can undergo a diverse range of death responses under oxidative stress, encompassing apoptosis (caspase-dependent, programmed cell death) to various forms of caspase-independent death, including necrosis. We recently showed that primary murine cortical neurons exposed acutely to hydrogen peroxide undergo...
Sergey Dikalov et al.
Biochemical pharmacology, 76(5), 589-596 (2008-07-22)
Honokiol, a compound extracted from Magnolia officinalis, has antitumor and antiangiogenic properties in several tumor models in vivo. Among the downstream pathways inhibited by honokiol is nuclear factor kappa beta (NFkappabeta). A prime physiologic stimulus of NFkappabeta is reactive oxygen...
S M Forget et al.
Organic & biomolecular chemistry, 13(3), 866-875 (2014-11-20)
Cps2L, a thymidylytransferase, is the first enzyme in Streptococcus pneumoniae L-rhamnose biosynthesis and an antibacterial target. We herein report the evaluation of six sugar phosphate analogues selected to further probe Cps2L substrate tolerance. A modified continuous spectrophotometric assay was employed...

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