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H9636

Sigma-Aldrich

Hypoxanthine

powder, suitable for cell culture, BioReagent

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Synonym(s):
6-Hydroxypurine
Empirical Formula (Hill Notation):
C5H4N4O
CAS Number:
68-94-0
Molecular Weight:
136.11
Beilstein:
5811
EC Number:
200-697-3
MDL number:
MFCD00005725
UNSPSC Code:
12352207
PubChem Substance ID:
24895864
NACRES:
NA.75

product line

BioReagent

Quality Level

200

Assay

≥99%

form

powder

technique(s)

cell culture | mammalian: suitable

mp

>300 °C (lit.)

solubility

formic acid: water (2:1): 50 mg/mL

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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General description

Hypoxanthine (6-hydroxypurine), a purine derivative is a naturally occurring compound. It is the deaminated form of adenine and a breakdown product of adenosine monophosphate (AMP).

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:
  • as a supplement in HEPES (4-(2-hydroxyethyl)-1-piperazineethanesulfonic acid) -buffered Roswell park memorial institute (RPMI) to culture Plasmodium falciparum strain IT/FCR3
  • in the preparation of Dulbecco′s modified eagle′s medium (DMEM) + MXH for the selection of chimeric modified vaccinia virus ankara (MVA)
  • to generate superoxide anions
  • to prepare hybridoma selection and maintenance media.

Biochem/physiol Actions

Hypoxanthine is capable of stimulating cell death. It can also induce reactive oxygen species (ROS). It results in endothelial dysfunction via apoptosis, stimulated by oxidative stress.

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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Hypoxanthine causes endothelial dysfunction through oxidative stress-induced apoptosis
Kim YJ, et al.
Biochemical and biophysical research communications, 482(4), 821-827 (2017)
Construction of FWPV Chimaeric MVA
Buttigieg KR, et al.
Bio-protocol, 5(1), 1-11 (2019)
Biochemical Methods of Estimating the Time Since Death
Human Body Decomposition, 53-90 (2016)
Binding of Plasmodium falciparum to CD36 can be shielded by the glycocalyx
Hempel C, et al.
Malaria Journal, 16(1), 1-11 (2017)
Nanika Coetzee et al.
Scientific reports, 10(1), 2355-2355 (2020-02-13)
The epigenome of the malaria parasite, Plasmodium falciparum, is associated with regulation of various essential processes in the parasite including control of proliferation during asexual development as well as control of sexual differentiation. The unusual nature of the epigenome has
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