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Key Documents

324688

Sigma-Aldrich

Ellipticine

A cell-permeable antitumor alkaloid that acts as an inhibitor of topoisomerase II and acts as an intercalative agent that stimulates topoisomerase II-mediated DNA breakage.

Sinonimo/i:

Ellipticine, 5,11-Dimethyl-6H-pyrido[4,3-b]carbazole

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About This Item

Formula empirica (notazione di Hill):
C17H14N2
Numero CAS:
519-23-3
Peso molecolare:
246.31
Codice UNSPSC:
12352200
NACRES:
NA.77

Livello qualitativo

100

Saggio

≥99% (HPLC)

Forma fisica

solid

Produttore/marchio commerciale

Calbiochem®

Condizioni di stoccaggio

OK to freeze

Colore

bright yellow

Solubilità

ethanol: 1 mg/mL
DMSO: 5 mg/mL

Condizioni di spedizione

ambient

Temperatura di conservazione

2-8°C

InChI

1S/C17H14N2/c1-10-14-9-18-8-7-12(14)11(2)17-16(10)13-5-3-4-6-15(13)19-17/h3-9,19H,1-2H3
CTSPAMFJBXKSOY-UHFFFAOYSA-N

Descrizione generale

A cell-permeable antitumor alkaloid that acts as an inhibitor of topoisomerase II and acts as an intercalative agent that stimulates topoisomerase II-mediated DNA breakage. Is also capable of uncoupling mitochondrial oxidative phosphorylation.
A topoisomerase II inhibitor. Acts as an intercalative alkaloid that stimulates topoisomerase II-mediated DNA breakage. Is also capable of uncoupling mitochondrial oxidative phosphorylation.

Azioni biochim/fisiol

Cell permeable: yes
Primary Target
topoisomerase 2
Product does not compete with ATP.
Reversible: no

Attenzione

Toxicity: Toxic & Carcinogenic / Teratogenic (G)

Ricostituzione

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Altre note

Due to the nature of the Hazardous Materials in this shipment, additional shipping charges may be applied to your order. Certain sizes may be exempt from the additional hazardous materials shipping charges. Please contact your local sales office for more information regarding these charges.
Froelich-Ammon, S.J., et al. 1995. J. Biol. Chem. 270, 14998.
Schwaller, M.A., et al. 1995. J. Biol. Chem.270, 22709.
Pommier, Y., et al. 1985. Biochemistry24, 6406.

Note legali

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Pittogrammi

Skull and crossbones
GHS06

Avvertenze

Danger

Indicazioni di pericolo

H301

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

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M A Schwaller et al.
The Journal of biological chemistry, 270(39), 22709-22713 (1995-09-29)
Ellipticine is an antitumor alkaloid capable of uncoupling mitochondrial oxidative phosphorylation. It behaves as a lipophilic weak base with pK = 7.40. We have investigated its molecular mode of action using several of its isomers with pK ranging between 5.8
S J Froelich-Ammon et al.
The Journal of biological chemistry, 270(25), 14998-15004 (1995-06-23)
Although a number of drugs currently in use for the treatment of human cancers act by stimulating topoisomerase II-mediated DNA breakage, little is known regarding interactions between these agents and the enzyme. To further define the mechanism of drug action
Y Pommier et al.
Biochemistry, 24(23), 6406-6410 (1985-11-05)
Intercalator-induced DNA double-strand breaks (DSB) presumably represent topoisomerase II DNA cleavage sites in mammalian cells. Isolated L1210 cell nuclei were used to determine the saturability of this reaction at high drug concentrations. 4'-(9-Acridinylamino)methanesulfon-m-anisidide (m-AMSA) and 5-iminodaunorubicin (5-ID) both produced DSB

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