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Key Documents

H9377

Sigma-Aldrich

Hypoxanthine

≥99.0%

Synonym(s):

6-Hydroxypurine

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About This Item

Empirical Formula (Hill Notation):
C5H4N4O
CAS Number:
Molecular Weight:
136.11
Beilstein/REAXYS Number:
5811
EC Number:
MDL number:
UNSPSC Code:
41106305
PubChem Substance ID:
NACRES:
NA.51

biological source

synthetic (organic)

Quality Level

assay

≥99.0%

form

powder

mp

>300 °C (lit.)

solubility

formic acid: water (2:1): 50 mg/mL, clear to slightly hazy, colorless to yellow

SMILES string

O=C1NC=Nc2nc[nH]c12

InChI

1S/C5H4N4O/c10-5-3-4(7-1-6-3)8-2-9-5/h1-2H,(H2,6,7,8,9,10)

InChI key

FDGQSTZJBFJUBT-UHFFFAOYSA-N

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Application

Hypoxanthine is a nutrient additive for a variety of cell culture applications involving bacterial, parasite (Plasmodium falciparum) and animal cells. Hypoxanthine is a component of selection media used in hybridoma technologies.
Hypoxanthine has been used:
  • to gavage mice and to evaluate the activity of xanthine oxidase (XO) in pasteurized whole milk in vivo in potassium oxonate (PO) -induced mouse model of hyperuricemia
  • as a supplement in Iscove′s modified Dulbecco′s medium (IMDM) medium to cultivate in-vitro cell line (EL-1 cells)
  • as a pure standard for the quantification of hypoxanthine in vitreous fluid sample using high-performance liquid chromatography-ultra-violet (HPLC-UV) for the estimation of post-mortem interval

Biochem/physiol Actions

Hypoxanthine acts as an intermediate in purine metabolism. It elicits a vital role as a 5′-base of the anticodon in a few transfer-RNAs. Though similar to guanine (Gua), it is devoid of the exocyclic amino group at C(2) position. It may be used as a substrate to study the specificity and kinetics of hypoxanthine-guanine phosphoribosyl transferases.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


Certificates of Analysis (COA)

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Different processed milk with residual xanthine oxidase activity and risk of increasing serum uric acid level
Sha W, et al.
Food Bioscience (2021)
Influence of the nature of death in biochemical analysis of the vitreous humour for the estimation of post-mortem interval
Perez-Martinez C, et al.
Australian journal of public health (2020)
Dhaksshaginy Rajalingam et al.
International archives of occupational and environmental health, 94(8), 1905-1915 (2021-06-03)
Several studies show that severe social stressors, e.g., in the form of exposure to workplace bullying in humans, is associated with negative mental health effects such as depression and anxiety among those targeted. However, the understanding of the underlying biological
Ultrafast electronic deactivation dynamics of the rare natural nucleobase hypoxanthine
Rottger K, et al.
Chemical Physics Letters (2012)
Javier Acosta et al.
Frontiers in bioengineering and biotechnology, 8, 677-677 (2020-07-17)
In our search for novel biocatalysts for the synthesis of nucleic acid derivatives, we found a good candidate in a putative dual-domain hypoxanthine-guanine phosphoribosyltransferase (HGPRT)/adenylate kinase (AMPK) from Zobellia galactanivorans (ZgHGPRT/AMPK). In this respect, we report for the first time

Articles

Uric acid present in animal sera impacts serum-supplemented classical cell culture systems, influencing cell culture performance.

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