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SML0609

Sigma-Aldrich

Teniposide

≥97% (HPLC)

Synonyme(s) :

4′-Dimethyl-9-(4,6-O-2-thenyid)-epipodophyllotoxin, Tenoposide, VM-26

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About This Item

Formule empirique (notation de Hill):
C32H32O13S
Numéro CAS:
29767-20-2
Poids moléculaire :
656.65
Numéro CE :
249-831-2
Code UNSPSC :
12352200
Nomenclature NACRES :
NA.77

Pureté

≥97% (HPLC)

Forme

powder

Activité optique

[α]/D -100 to -115°, c = 1 in chloroform/methanol (9:1)

Couleur

white to beige

Solubilité

DMSO: 10 mg/mL, clear

Conditions d'expédition

wet ice

Température de stockage

−20°C

InChI

1S/C32H32O13S/c1-37-19-6-13(7-20(38-2)25(19)33)23-14-8-17-18(42-12-41-17)9-15(14)28(16-10-39-30(36)24(16)23)44-32-27(35)26(34)29-21(43-32)11-40-31(45-29)22-4-3-5-46-22/h3-9,16,21,23-24,26-29,31-35H,10-12H2,1-2H3/t16-,21+,23+,24-,26+,27+,28+,29+,31+,32-/m0/s1

Clé InChI

NRUKOCRGYNPUPR-QBPJDGROSA-N

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Application

Teniposide has been used as a topoisomerase II inhibitor to study its effects on the flagellum length in Trypanosoma brucei. It has also been used as a chemotherapeutic agent to study its interactions with piperazine(B87).

Actions biochimiques/physiologiques

Teniposide (VM-26) is a Topoisomerase II inhibitor with antitumor activity. Teniposide inhibits DNA synthesis by forming a complex with topoisomerase II and DNA, inducing breaks in double stranded DNA and preventing repair.
Teniposide is a derivative of podophyllotoxin and has been studied to treat several cancers. It acts during the late S phase or the early G2 phase of the cell cycle.

Pictogrammes

Health hazard
GHS08

Mention d'avertissement

Danger

Mentions de danger

H350

Classification des risques

Carc. 1B

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

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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S A Bakheet et al.
Mutagenesis, 26(4), 533-543 (2011-03-25)
The intention of the present study was to answer the question whether the catalytic topoisomerase-II inhibitor, dexrazoxane, can be used as a modulator of teniposide-induced DNA damage and programmed cell death (apoptosis) in the bone marrow cells in vivo. The
Eloïse Bertiaux et al.
Current biology : CB, 28(23), 3802-3814 (2018-11-20)
Several models have been proposed to explain how eukaryotic cells control the length of their cilia and flagella. Here, we investigated this process in the protist Trypanosoma brucei, an excellent model system for cells with stable cilia like photoreceptors or
Madison Atkins et al.
The Journal of cell biology, 220(1) (2020-11-10)
Cilia and flagella are required for cell motility and sensing the external environment and can vary in both length and stability. Stable flagella maintain their length without shortening and lengthening and are proposed to "lock" at the end of growth
Zhiwen Zhang et al.
Journal of controlled release : official journal of the Controlled Release Society, 166(1), 30-37 (2012-12-26)
We attempted to improve the oral delivery of lipophilic teniposide to achieve higher drug concentration in tumor by self-assembled nanocarrier for further oral chemotherapy. The teniposide loaded self-assembled nanocarrier (TSN) was spherical nanometric particles with narrow size distribution. The intestinal
M Lv et al.
Mini reviews in medicinal chemistry, 11(10), 901-909 (2011-07-26)
Podophyllotoxin, one of the well-known naturally occurring aryltetralin lignans, has been used as the lead-compound for the preparation of potent anticancer agents, such as etoposide, teniposide, and etopophos. In our previous review, we described the advances of podophyllotoxin derivatives from
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