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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:
529-69-1
Molecular Weight:
179.14
UNSPSC Code:
41106305
NACRES:
NA.51
PubChem Substance ID:
24277725
EC Number:
208-469-5
Beilstein/REAXYS Number:
181594
MDL number:
MFCD00006696

Key Documents

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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

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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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Certificates of Analysis (COA)

Lot/Batch Number
BCBQ0355V
BCBP9921V
BCBH6105V
BCBB2535
1366221

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Highly sensitive assay for xanthine oxidase activity by high-performance liquid chromatography with fluorescence detection.
T Sasaoka et al.
Journal of chromatography, 424(2), 392-397 (1988-02-26)
S Abadeh et al.
Biochimica et biophysica acta, 1117(1), 25-32 (1992-07-21)
Xanthine oxidase was purified from human milk in yields comparable with those obtained from bovine milk. The freshly purified enzyme appeared homogeneous in gel permeation FPLC and SDS-PAGE, consistent with its being a homodimer with total M(r) 290,000 +/- 6000.
Ciarán A Smyth et al.
Journal of biomedical optics, 16(7), 077007-077007 (2011-08-03)
Optical techniques toward the realization of sensitive and selective biosensing platforms have received considerable attention in recent times. Techniques based on interferometry, surface plasmon resonance, and waveguides have all proved popular, while spectroscopy in particular offers much potential. Raman spectroscopy
Yuichi Komaki et al.
Pulmonary pharmacology & therapeutics, 18(4), 297-302 (2005-03-22)
Reactive oxygen species have been reported to be involved in the airway inflammatory process of chronic obstructive pulmonary disease (COPD). The aim of this study was to quantify the activity of xanthine oxidase (XO), which generates a potent radical superoxide
Burki Rajendar et al.
Bioorganic & medicinal chemistry, 17(1), 351-359 (2008-11-18)
Isoxanthopterin (IX) has two edges with hydrogen bond-forming sites suitable for binding to thymine (T) and cytosine (C). The binding affinity of IX for T or C is stronger than for adenine (A) and guanine (G), whereas the base selectivity
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