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A2786

Sigma-Aldrich

Adenine

BioReagent, suitable for cell culture

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Synonym(s):
6-Aminopurine, Vitamin B4
Empirical Formula (Hill Notation):
C5H5N5
CAS Number:
73-24-5
Molecular Weight:
135.13
Beilstein:
5777
EC Number:
200-796-1
MDL number:
MFCD00041790
UNSPSC Code:
12352205
PubChem Substance ID:
24890691
NACRES:
NA.75

biological source

synthetic

Quality Level

200

product line

BioReagent

Assay

≥99%

form

powder

mol wt

Mw 135.13 g/mol

technique(s)

cell culture | mammalian: suitable

color

white to off-white

mp

>360 °C (lit.)

solubility

0.5 M HCl: soluble 20 mg/mL, clear to slightly hazy, colorless to faintly yellow

storage temp.

room temp

SMILES string

Nc1ncnc2[nH]cnc12

InChI

1S/C5H5N5/c6-4-3-5(9-1-7-3)10-2-8-4/h1-2H,(H3,6,7,8,9,10)

InChI key

GFFGJBXGBJISGV-UHFFFAOYSA-N

Gene Information

human ... AKT1(207) , GSK3B(2932) , LCK(3932) , MAP3K1(4214) , MAPK14(1432) , MAPK8(5599) , MAPK9(5601) , MAPKAPK2(9261) , PRKACA(5566) , PRKCA(5578) , RAF1(5894) , ROCK2(9475)
mouse ... Mapk1(26413)
rat ... Camk2a(25400) , Mapk10(25272)

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General description

Adenine is a purine nucleobase, synthesized from inosine monophosphate(IMP). It is a nitrogenous heterocyclic aromatic compound.

Application

Adenine has been used:
  • a component of green medium used for the derivation of keratinocytes from plucked hair follicles
  • for the serial culture of adult murine keratinocytes
  • as a media component for SSEA4+ limbal stromal stem cell differentiation

Biochem/physiol Actions

Adenine is a component of important biomolecules such as adenosine triphosphate (ATP), nicotinamide adenine dinucleotide (NAD) and flavin adenine dinucleotide (FAD). NAD and FAD forms the structure of DNA and RNA, and plays important role in protein synthesis. ATP is an energy source, that is essential for cellular respiration.

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H301

Hazard Classifications

Acute Tox. 3 Oral

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Limbal stromal tissue specific stem cells and their differentiation potential to corneal epithelial cells
Embryonic Stem Cell Protocols, 437-444 (2015)
Method for the Derivation of Induced Pluripotent Stem Cells from Human Hair Follicle Keratinocytes
Atlas of Human Pluripotent Stem Cells, 127-137 (2012)
Serial cultivation of primary adult murine keratinocytes
Epidermal Cells, 15-22 (2005)
The
Vander's Human Physiology, The Mechanisms of Body Function: Medicine, Human anatomy (2016)
Brian T Wilhelm et al.
Nature protocols, 5(2), 255-266 (2010-02-06)
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