Skip to Content
Merck
CN
All Photos(6)

Documents

A8626

Sigma-Aldrich

Adenine

≥99%

Sign Into View Organizational & Contract Pricing
All Photos(6)
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:
41106305
PubChem Substance ID:
24891349
NACRES:
NA.51

biological source

synthetic

Quality Level

200

Assay

≥99%

form

powder

technique(s)

UV/Vis spectroscopy: suitable

color

white to off-white

mp

>360 °C (lit.)

solubility

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

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)

Looking for similar products? Visit Product Comparison Guide

Related Categories

General description

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).

Application

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)

Biochem/physiol Actions

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.

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)

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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)
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
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)
A Bennett et al.
The Journal of nutrition, 129(12), 2236-2238 (1999-11-26)
Boron is required for the growth of vascular plants and embryonic development in fish. The molecular basis of boron's essentiality, however, remains unknown for both. The objective of this study was to determine whether yeast (Saccharomyces cerevisiae) could be used
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service