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T7402 Sigma

Paclitaxel

from Taxus brevifolia, ≥95% (HPLC), powder

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Properties

Related Categories Antibiotics, Antibiotics A to Z, Antibiotics N-S, Antibiotics by Application, Antineoplastic and Immunosuppressive Antibiotics,
biological source   from Taxus brevifolia
InChI Key   RCINICONZNJXQF-MZXODVADSA-N
assay   ≥95% (HPLC)
form   powder
color   white
mp   213 °C (dec.)(lit.)
solubility   DMSO: soluble50 mg/mL (can be stored frozen for several months)
  methanol: soluble50 mg/mL, clear, colorless (undergoes transesterification)
  H2O: soluble (hydrolyzes)
  ethanol: soluble
Mode of action   DNA synthesis | interferes
originator   Bristol-Myers Squibb
storage temp.   2-8°C
Gene Information   human ... BCL2(596)

Description

Caution

Paclitaxel undergoes transesterification in methanol and hydrolyzes in aqueous solutions.

Packaging

1, 5, 25 mg in poly bottle

Bottomless glass bottle. Contents are inside inserted fused cone.

Preparation Note

Paclitaxel is soluble in methanol at 50 mg/ml and yields a clear, colorless solution. It is also soluble in DMSO (50 mg/ml), water and ethanol.

Application

Paclitaxel has been used as a component of the dechorionation buffer for Gryllus bimaculatus eggs. Paclitaxel has also been used for studying its effect on the movement of all-trans retinoic acid (ATRA) differentiated NB4 cells.

Biochem/physiol Actions

Paclitaxel is a potent anti-neoplastic and anti-mitotic taxane drug, which binds to the N-terminus of β-tubulin and and stabilizes microtubules arresting the cell cycle at the G2/M phase. The microtubule damage induces apoptosis through a JNK-dependent pathway followed by a JNK-independent pathway, perhaps related to the activation of protein kinase A (PKA) or of Raf-1 kinase, resulting in phosphorylation of Bcl-2. A major metabolite via CYP2CB is 6α-hydroxypaclitaxel (6α-OHP).

Features and Benefits

This compound is a featured product for ADME Tox research. Click here to discover more featured ADME Tox products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

This compound was developed by Bristol-Myers Squibb. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

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Flow Cytometry Instruments

All labs need water
Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Precautionary statements 
RIDADR 
NONH for all modes of transport
WGK Germany 
3
RTECS 
DA8340700
Protocols & Articles

Articles

ABC Transporters and Cancer Drug Resistance

Chemotherapy is the treatment of choice against many types of cancer. However, over time chemotherapeutic drugs can become less effective due to the development of resistance that involves a group of...
BioFiles 2007, 2.4, 7.
Keywords: Absorption, Cancer, Clinical, Cloning, Combinatorial synthesis, Diseases, Enzymology, Gene expression, Genetic, Immunology, Pharmaceutical, Reductions, Search, Transfection, Vectors

Discover Bioactive Small Molecules for ADME/Tox

A significant number of drugs that fail in clinical trials have been associated with safety issues, including unexpected drug-drug interactions (DDI) or lack of efficacy due to poor pharmacokinetics....
Keywords: Absorption, Bioactive small molecules, Clinical, Metabolism

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Peer-Reviewed Papers
15

References

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