Skip to Content
Merck
All Photos(1)

Key Documents

SML0628

Sigma-Aldrich

8-Aminoadenosine

≥98% (HPLC)

Synonym(s):

6,8-Diamino-9-β-D-ribofuranosyl-9H-purine, 8-Amino Adenosine, 8-Amino-Adenosine, 8-NH2-Ado, NSC 90394

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C10H14N6O4
CAS Number:
Molecular Weight:
282.26
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

H2O: 2 mg/mL, clear (warmed)

storage temp.

−20°C

InChI

1S/C10H14N6O4/c11-7-4-8(14-2-13-7)16(10(12)15-4)9-6(19)5(18)3(1-17)20-9/h2-3,5-6,9,17-19H,1H2,(H2,12,15)(H2,11,13,14)

InChI key

DVGWFQILDUEEGX-UHFFFAOYSA-N

Biochem/physiol Actions

8-Aminoadenosine, a ribose nucleoside, reduces cellular ATP levels and inhibits mRNA synthesis. 8-Aminoadenosine also inhibits transcription and polyadenylation. 8-Aminoadenosine potently inhibits varies breast cancer cell lines proliferation and activates cell death independent of p53. 8-NH2-Ado is highly cytotoxic to other cancer cell lines.

Pictograms

Skull and crossbones

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 3 Oral

Storage Class Code

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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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

Jennifer Ann Frey et al.
Molecular cancer therapeutics, 9(1), 236-245 (2010-01-08)
Roscovitine and flavopiridol suppress cyclin-dependent kinase 7 (CDK7) and CDK9 activity resulting in transcription inhibition, thus providing an alternative mechanism to traditional genotoxic chemotherapy. These agents have been effective in slow or nonreplicative cell types. 8-Amino-adenosine is a transcription inhibitor
K B Roy et al.
Biochemistry, 21(1), 57-62 (1982-01-05)
Equilibrium binding isotherms have been measured as a function of temperature for the interaction of 2- and 8-aminoadenosine with poly(U) by continuous, constant-volume ultrafiltration. An analytical method is described for determining the entire isotherm in a single experiment on a
Krishna N Ganesh et al.
Nucleic acids symposium series (2004), (51)(51), 17-18 (2007-11-22)
We herein describe the introduction of gem-dimethyl substitution into the aminoethylglycyl backbone of PNA to impart steric constraint and pre-organise PNA for selective recognition of nucleic acids. Introduction of cyanuric acid and 8-aminoadenine as pyrimidine and purine analogs that can
Kumudha Balakrishnan et al.
Clinical cancer research : an official journal of the American Association for Cancer Research, 11(18), 6745-6752 (2005-09-17)
To determine if RNA-directed nucleoside analogue, 8-NH(2)-adenosine, induces cell death and if that is accompanied with transcription inhibition of the key survival factors of chronic lymphocytic leukemia (CLL) cells. Primary lymphocytes from CLL patients were incubated with 10 micromol/L 8-NH(2)-adenosine
Rathi N Pillai et al.
Leukemia & lymphoma, 53(10), 2024-2032 (2012-03-28)
Survival of chronic myelogenous leukemia (CML) cells is dependent on BCR-ABL kinase, the activity of which is contingent on the level of BCR-ABL protein and the availability of adenosine triphosphate (ATP). We hypothesized that 8-amino-adenosine (8-amino-Ado)-mediated reduction in cellular ATP

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