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H9636

Sigma-Aldrich

Hypoxanthine

powder, BioReagent, suitable for cell culture

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Synonym(s):
6-Hydroxypurine
Empirical Formula (Hill Notation):
C5H4N4O
CAS Number:
Molecular Weight:
136.11
Beilstein/REAXYS Number:
5811
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.75

product line

BioReagent

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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1 of 4

This Item
H9377Y00021474010CBC
vibrant-m

H9636

Hypoxanthine

vibrant-m

H9377

Hypoxanthine

vibrant-m

Y0002147

Mercaptopurine impurity A

vibrant-m

4010CBC

Hypoxanthine

Quality Level

200

Quality Level

300

Quality Level

-

Quality Level

100

product line

BioReagent

product line

-

product line

-

product line

-

solubility

formic acid: water (2:1): 50 mg/mL

solubility

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

solubility

-

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)

mp

>300 °C (lit.)

mp

>300 °C (lit.)

mp

>300 °C (lit.)

mp

-

assay

≥99%

assay

≥99.0%

assay

-

assay

≥99% (HPLC)

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.

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)


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Biochemical Methods of Estimating the Time Since Death
Human Body Decomposition, 53-90 (2016)
Construction of FWPV Chimaeric MVA
Buttigieg KR, et al.
Bio-protocol, 5(1), 1-11 (2019)
Binding of Plasmodium falciparum to CD36 can be shielded by the glycocalyx
Hempel C, et al.
Malaria Journal, 16(1), 1-11 (2017)
Hypoxanthine causes endothelial dysfunction through oxidative stress-induced apoptosis
Kim YJ, et al.
Biochemical and biophysical research communications, 482(4), 821-827 (2017)
Diana Tamayo et al.
PLoS neglected tropical diseases, 10(3), e0004481-e0004481 (2016-03-11)
The ability of Paracoccidioides to defend itself against reactive oxygen species (ROS) produced by host effector cells is a prerequisite to survive. To counteract these radicals, Paracoccidioides expresses, among different antioxidant enzymes, superoxide dismutases (SODs). In this study, we identified

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