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A8626

Sigma-Aldrich

Adenine

≥99%

Sinônimo(s):
Vitamin B4, 6-Aminopurine
Empirical Formula (Hill Notation):
C5H5N5
Número CAS:
Peso molecular:
135.13
Beilstein:
5777
Número EC:
Número MDL:
ID de substância PubChem:
NACRES:
NA.51

Nível de qualidade

200

fonte biológica

synthetic

teor

≥99%

forma

powder

aplicação(ões)

UV/Vis spectroscopy: suitable

cor

white to off-white

pf

>360 °C (lit.)

solubilidade

0.5 M HCl: soluble 20 mg/mL, Grade III, colorless to faint yellow or tan

temperatura de armazenamento

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

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Categorias relacionadas

Descrição geral

Adenine is a purine nucleobase. It is part of DNA, and RNA. Adenine is also a component of cofactors (NAD, FAD) and signaling molecules (cAMP).

Aplicação

Adenine is suitable for use:
  • as a component of boron-deficient media to grow yeast in order to assess whether yeast growth is stimulated by boron
  • as a food supplement for adult rats to investigate the effects of dietary adenine overload
  • as a nucleic acid base supplement in the basal media used to grow anaerobic Bacillus mojavensis and Bacillus subtilis in a study to show that DNA or deoxyribonucleosides are required for the anaerobic growth of these bacteria
  • as an additive to investigate the effects of adenine on CH4 production and on fermentation by ruminal batch cultures from nonlactating Holstein cows
  • as a part of adenine diet in rats in a study to identify blood markers for early stages of adenine-induced chronic kidney disease (CKD)

Embalagem

1, 5, 25, 100 g in poly bottle
1 kg in poly bottle

Ações bioquímicas/fisiológicas

Adenine is essential for many in vivo and in vitro biochemical processes. Adenine is converted to adenosine with ribose. On phosphorylation, it forms AMP, ADP and ATP. ATP is the energy currency of the cell and is required during cellular metabolism. Adenine is metabolized to is 2,8-dihydroxyadenine, which on accumulation in proximal tubules leads to the induction of chronic kidney disease (CKD) with severe anemia in rats. Adenine based derivatives elicit antiviral functionality against dsDNA viruses and are exploited for generating antiviral scaffolds.

Pictogramas

Skull and crossbones

Palavra indicadora

Danger

Frases de perigo

Declarações de precaução

Hazard Classifications

Acute Tox. 3 Oral

Storage Class Code

6.1D - Non-combustible, acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects

WGK Alemanha

WGK 3

Equipamento de proteção individual

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Certificado de análise

Certificado de origem

The prebiotic role of adenine: a critical analysis
Shapiro R
Origins of Life and Evolution of the Biosphere : the Journal of the International Society For the Study of the Origin of Life, 25(1-3), 83-98 (1995)
A novel approach to adenine-induced chronic kidney disease associated anemia in rodents
Rahman A, et al.
PLoS ONE, 13(2), e0192531-e0192531 (2018)
Toshihiro Kobayashi et al.
Analytical and bioanalytical chemistry, 406(5), 1365-1376 (2013-11-16)
To identify blood markers for early stages of chronic kidney disease (CKD), blood samples were collected from rats with adenine-induced CKD over 28 days. Plasma samples were subjected to metabolomic profiling by liquid chromatography-mass spectrometry, followed by multivariate analyses. In...
Cristiene Okabe et al.
American journal of physiology. Renal physiology, 305(2), F155-F163 (2013-05-10)
Adenine overload promotes intratubular crystal precipitation and interstitial nephritis. We showed recently that these abnormalities are strongly attenuated in mice knockout for Toll-like receptors-2, -4, MyD88, ASC, or caspase-1. We now investigated whether NF-κB activation also plays a pathogenic role...
E M Ungerfeld et al.
Canadian journal of microbiology, 49(10), 650-654 (2003-12-10)
The inhibition of pyruvate oxidative decarboxylation as a means of decreasing ruminal methanogenesis in vitro was studied. In the first experiment, the addition of adenosine and adenine (with and without ribose) to ruminal batch cultures did not decrease methanogenesis. In...

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