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H9377

Sigma-Aldrich

Hypoxanthine

≥99.0%

Synonym(s):
6-Hydroxypurine
Empirical Formula (Hill Notation):
C5H4N4O
CAS Number:
Molecular Weight:
136.11
Beilstein:
5811
EC Number:
MDL number:
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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This Item
4010CBCH96361191226
Hypoxanthine ≥99.0%

Sigma-Aldrich

H9377

Hypoxanthine

Hypoxanthine Xanthine oxidase substrate.

Millipore

4010CBC

Hypoxanthine

Hypoxanthine powder, BioReagent, suitable for cell culture

Sigma-Aldrich

H9636

Hypoxanthine

Didanosine Related Compound A United States Pharmacopeia (USP) Reference Standard

USP

1191226

Didanosine Related Compound A

assay

≥99.0%

assay

≥99% (HPLC)

assay

≥99%

assay

-

form

powder

form

solid

form

powder

form

-

mp

>300 °C (lit.)

mp

-

mp

>300 °C (lit.)

mp

>300 °C (lit.)

solubility

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

solubility

1 M HCl: 20 mg/mL, clear (faint color solution), DMF: 5 mg/mL, cloudy (with particulates), DMSO: 5 mg/mL, clear, colorless (with few particulates), hydrogen: 5 mg/mL, cloudy (with particulates)

solubility

formic acid: water (2:1): 50 mg/mL

solubility

-

Quality Level

300

Quality Level

100

Quality Level

200

Quality Level

-

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)

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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
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)
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 in Cell Culture

Uric acid is not a direct additive to any of the classical cell culture media. However, it is present in animal sera. Consequently, uric acid is typically present in complete serum-supplemented classical cell culture systems.

HPLC Analysis of Xanthines on Purospher® STAR RP-18 endcapped

Xanthine is a purine base found in most human body tissues and fluids as well as in other organisms. Methylated xanthines (methylxanthines), which include caffeine, paraxanthine, theobromine, and theophylline, commonly used for their effects as mild stiµlants and as bronchodilators, notably in the treatment of asthma symptoms. This application shows the efficient separation of several common xanthines and may be applied their analysis in any number of desired matrices.

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