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Key Documents

H9377

Sigma-Aldrich

Hypoxanthine

≥99.0%

Synonyme(s) :

6-Hydroxypurine

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About This Item

Formule empirique (notation de Hill):
C5H4N4O
Numéro CAS:
Poids moléculaire :
136.11
Numéro Beilstein :
5811
Numéro CE :
Numéro MDL:
Code UNSPSC :
41106305
ID de substance PubChem :
Nomenclature NACRES :
NA.51

Source biologique

synthetic (organic)

Niveau de qualité

Pureté

≥99.0%

Forme

powder

Pf

>300 °C (lit.)

Solubilité

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

Chaîne SMILES 

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)

Clé InChI

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

Actions biochimiques/physiologiques

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.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)


Certificats d'analyse (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)
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Ultrafast electronic deactivation dynamics of the rare natural nucleobase hypoxanthine
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Chemical Physics Letters (2012)
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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

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