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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.

Synonyme(s) :

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

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About This Item

Formule empirique (notation de Hill):
C17H14N2
Numéro CAS:
519-23-3
Poids moléculaire :
246.31
Code UNSPSC :
12352200
Nomenclature NACRES :
NA.77

Niveau de qualité

100

Pureté

≥99% (HPLC)

Forme

solid

Fabricant/nom de marque

Calbiochem®

Conditions de stockage

OK to freeze

Couleur

bright yellow

Solubilité

ethanol: 1 mg/mL
DMSO: 5 mg/mL

Conditions d'expédition

ambient

Température de stockage

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

Clé InChI

CTSPAMFJBXKSOY-UHFFFAOYSA-N

Description générale

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.

Actions biochimiques/physiologiques

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

Avertissement

Toxicity: Toxic & Carcinogenic / Teratogenic (G)

Reconstitution

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

Autres remarques

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.

Informations légales

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

Pictogrammes

Skull and crossbones
GHS06

Mention d'avertissement

Danger

Mentions de danger

H301

Classification des risques

Acute Tox. 3 Oral

Code de la classe de stockage

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

Classe de danger pour l'eau (WGK)

WGK 3

Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

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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