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11460

Sigma-Aldrich

8-Azaxanthine monohydrate

≥98.0% (HPLC)

Synonym(s):

2,6-Dihydroxy-8-azapurine

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About This Item

Empirical Formula (Hill Notation):
C4H3N5O2 · H2O
CAS Number:
Molecular Weight:
171.11
Beilstein:
10424
EC Number:
MDL number:
UNSPSC Code:
41106305
PubChem Substance ID:
NACRES:
NA.25

Quality Level

Assay

≥98.0% (HPLC)

form

solid

SMILES string

O.O=C1NC(=O)c2[nH]nnc2N1

InChI

1S/C4H3N5O2.H2O/c10-3-1-2(8-9-7-1)5-4(11)6-3;/h(H3,5,6,7,8,9,10,11);1H2

InChI key

VKEGPGRANAWNIN-UHFFFAOYSA-N

Application

8-Azaxanthine monohydrate has been used to determine the crystal and molecular structure of 1,3-dimethyl-8-azaxanthine (HDAX) monohydrate by X-ray diffraction.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Pascal Retailleau et al.
Acta crystallographica. Section D, Biological crystallography, 60(Pt 3), 453-462 (2004-03-03)
High-resolution X-ray structures of the complexes of Aspergillus flavus urate oxidase (Uox) with three inhibitors, 8-azaxanthin (AZA), 9-methyl uric acid (MUA) and oxonic acid (OXC), were determined in an orthorhombic space group (I222). In addition, the ligand-free enzyme was also
Nathalie Colloc'h et al.
Biochimica et biophysica acta, 1764(3), 391-397 (2006-02-16)
We report the three-dimensional structure determined by high-pressure macromolecular crystallography (HPMX) of a 135-kDa homo-tetrameric enzyme, urate oxidase from Aspergillus flavus complexed with its potent inhibitor 8-azaxanthin. Urate oxidase crystals are quite sensitive to pressure, as three-dimensional order is lost
Paxton Forgue et al.
Journal of proteome research, 5(8), 1916-1923 (2006-08-08)
We describe a general protocol for using comparative NMR metabolomics data to infer in vivo efficacy, specificity and toxicity of chemical leads within a drug discovery program. The methodology is demonstrated using Aspergillus nidulans to monitor the activity of urate
Monika Budayova-Spano et al.
Acta crystallographica. Section F, Structural biology and crystallization communications, 62(Pt 3), 306-309 (2006-03-03)
Crystallization and preliminary neutron diffraction measurements of rasburicase, a recombinant urate oxidase enzyme expressed by a genetically modified Saccharomyces cerevisiae strain, complexed with a purine-type inhibitor (8-azaxanthin) are reported. Neutron Laue diffraction data were collected to 2.1 A resolution using
L P Ribeiro
Biomedica biochimica acta, 47(2), 107-113 (1988-01-01)
Xanthine dehydrogenase (EC 1.2.1.37) activity was determined in the fat body of the Chagas' disease vector Triatoma infestans using a system in which phenazine methosulphate was associated with p-iodonitrotetrazolium violet as electron acceptors for the oxidation of the substrate xanthine.

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