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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:
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 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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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)
Different processed milk with residual xanthine oxidase activity and risk of increasing serum uric acid level
Sha W, et al.
Food Bioscience (2021)
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

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