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Merck
CN

I7388

Isoxanthopterin

≥97.5%, powder

Synonym(s):

2-Amino-4,7-dihydroxy-1,3,5,8-tetraazanaphthalene, 2-Amino-4,7-dihydroxypteridine, 2-Amino-4,7-pteridinediol

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About This Item

Empirical Formula (Hill Notation):
C6H5N5O2
CAS Number:
Molecular Weight:
179.14
UNSPSC Code:
41106305
NACRES:
NA.51
PubChem Substance ID:
EC Number:
208-469-5
Beilstein/REAXYS Number:
181594
MDL number:
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InChI key

GLKCOBIIZKYKFN-UHFFFAOYSA-N

InChI

1S/C6H5N5O2/c7-6-10-4-3(5(13)11-6)8-1-2(12)9-4/h1H,(H4,7,9,10,11,12,13)

SMILES string

NC1=NC2=C(N=CC(=O)N2)C(=O)N1

assay

≥97.5%

form

powder

color

off-white

solubility

1 M NaOH: 50 mg/mL, clear, very dark yellow

storage temp.

room temp

Application

Isoxanthopterin is a substrate for the enzyme isoxanthopterin deaminase.

Other Notes

Product of xanthine oxidase oxidation of pterin, an enzyme involved in reactive oxygen formation.

Storage Class

13 - Non Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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T Yamamoto et al.
Journal of chromatography. B, Biomedical applications, 681(2), 395-400 (1996-06-07)
An assay for human plasma xanthine oxidase activity was developed with pterin as the substrate and the separation of product (isoxanthopterin) by high-performance liquid chromatography with a fluorescence detector. The reaction mixture consists of 60 microliters of plasma and 240
I Ziegler
Journal of cellular biochemistry, 28(3), 197-206 (1985-01-01)
After iodine oxidation, biopterin, 6-hydroxymethylpterin, and 6-formylpterin were identified in mouse spleen lymphocytes by means of reverse-phase HPLC, Crithidia assay, and oxidative degradation. Concanavalin A activation induces a 30-fold increase in the pteridine amounts; biopterin as well as the sum
Gabriella Allegri et al.
Bioanalysis, 4(14), 1739-1746 (2012-08-11)
The present work describes an analytical method for urinary pterins by LC-MS/MS, with emphasis on the separation of 6- and 7-positional isomers of bio- and neopterins. Urine sample preparation consisted of oxidation by MnO(2), filtration and direct dilution in the
A Atlante et al.
Brain research. Brain research protocols, 6(1-2), 1-5 (2000-11-22)
Since xanthine oxidase (XO, Xanthine:oxidoreductase, E.C.1.2.3.22) is a key enzyme in reactive oxygen specie formation which plays a major role in cell oxidative stress, the availability of a sensitive and simple assay useful to detect its activity in monolayer cell
R Walter et al.
American journal of respiratory and critical care medicine, 156(6), 2006-2010 (1997-12-31)
Pulmonary endothelial dysfunction is the hallmark of acute lung injury. Impaired pulmonary endothelial nitric oxide (NO) production in this event has been described. Tetrahydrobiopterin (BH4) is an essential cofactor for NO synthase and modulator of its activity. At high local

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