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Documenti fondamentali

A8626

Sigma-Aldrich

Adenine

≥99%

Sinonimo/i:

6-Aminopurine, Vitamin B4

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About This Item

Formula empirica (notazione di Hill):
C5H5N5
Numero CAS:
Peso molecolare:
135.13
Beilstein:
5777
Numero CE:
Numero MDL:
Codice UNSPSC:
41106305
ID PubChem:
NACRES:
NA.51

Origine biologica

synthetic

Livello qualitativo

Saggio

≥99%

Forma fisica

powder

tecniche

UV/Vis spectroscopy: suitable

Colore

white to off-white

Punto di fusione

>360 °C (lit.)

Solubilità

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

Temperatura di conservazione

room temp

Stringa SMILE

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)
GFFGJBXGBJISGV-UHFFFAOYSA-N

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Categorie correlate

Descrizione generale

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).

Applicazioni

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)

Azioni biochim/fisiol

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.

Pittogrammi

Skull and crossbones

Avvertenze

Danger

Indicazioni di pericolo

Classi di pericolo

Acute Tox. 3 Oral

Codice della classe di stoccaggio

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

Classe di pericolosità dell'acqua (WGK)

WGK 3

Dispositivi di protezione individuale

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


Certificati d'analisi (COA)

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Uracil ≥99.0%

Sigma-Aldrich

U0750

Uracil

Guanine BioUltra

Sigma-Aldrich

G6779

Guanine

Purine 98%

Sigma-Aldrich

P55805

Purine

Adenosine ≥99%

Sigma-Aldrich

A9251

Adenosine

Adenine Synthetic, therefore free of any contamination with related natural products.

Millipore

1152-M

Adenine

A novel approach to adenine-induced chronic kidney disease associated anemia in rodents
Rahman A, et al.
PLoS ONE, 13(2), e0192531-e0192531 (2018)
Adenine: an important drug scaffold for the design of antiviral agents
Wang C, et al.
Acta Pharmaceutica Sinica. B, 5(5), 431-441 (2015)
Energy transfer from adenosine triphosphate
Ross J
The Journal of Physical Chemistry B, 110(13), 6987-6990 (2006)
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)
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

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