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Key Documents

SML0628

Sigma-Aldrich

8-Aminoadenosine

≥98% (HPLC)

Synonym(e):

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

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About This Item

Empirische Formel (Hill-System):
C10H14N6O4
CAS-Nummer:
3868-33-5
Molekulargewicht:
282.26
UNSPSC-Code:
12352200
NACRES:
NA.77

Qualitätsniveau

100

Assay

≥98% (HPLC)

Form

powder

Farbe

white to beige

Löslichkeit

H2O: 2 mg/mL, clear (warmed)

Lagertemp.

−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)

InChIKey

DVGWFQILDUEEGX-UHFFFAOYSA-N

Biochem./physiol. Wirkung

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.

Piktogramme

Skull and crossbones
GHS06

Signalwort

Danger

H-Sätze

H301

Gefahreneinstufungen

Acute Tox. 3 Oral

Lagerklassenschlüssel

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

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Analysenzertifikate (COA)

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In der Dokumentenbibliothek finden Sie die Dokumentation zu den Produkten, die Sie kürzlich erworben haben.

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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
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
Kulsoom Ghias et al.
Molecular cancer therapeutics, 4(4), 569-577 (2005-04-14)
Multiple myeloma is a slowly proliferating B-cell malignancy that accumulates apoptosis-resistant and replication-quiescent cell populations, posing a challenge for current chemotherapeutics that target rapidly replicating cells. Multiple myeloma remains an incurable disease in need of new therapeutic approaches. The purine
Nancy L Krett et al.
Molecular cancer therapeutics, 3(11), 1411-1420 (2004-11-16)
Multiple myeloma (MM) is a malignancy of clonal B-cells that accounts for 10% of all hematologic malignancies. We have shown previously that a novel purine analogue, 8-chloro-adenosine, has significant activity for MM in preclinical studies. Using MM cell lines, we
Non-tyrosine kinase inhibitor-targeting of BCR-ABL expressing cells.
Olga Frankfurt et al.
Leukemia & lymphoma, 53(10), 1857-1858 (2012-05-10)
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