Camptothecin

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Cat.No. 1100 - Camptothecin | C20H16N2O4 | CAS No. 7689-03-4
Description: DNA topoisomerase inhibitor
Chemical Name: (S)-4-Ethyl-4-hydroxy-1H-pyrano-[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione
Purity: ≥98% (HPLC)
Datasheet
Citations (5)
Reviews
Literature

Biological Activity

Cytotoxic plant alkaloid with antitumor properties; prototypic DNA topoisomerase I inhibitor. Induces single strand DNA breaks and protein-DNA crosslinks.

Technical Data

M. Wt 348.36
Formula C20H16N2O4
Storage Desiccate at +4°C
Purity ≥98% (HPLC)
CAS Number 7689-03-4
PubChem ID 24360
InChI Key VSJKWCGYPAHWDS-FQEVSTJZSA-N
Smiles O=C4C5=C([C@](CC)(O)C(OC5)=O)C=C3C2=NC1=CC=CC=C1C=C2CN34

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

All Tocris products are intended for laboratory research use only.

Solubility Data

SolubilitySoluble to 5 mM in DMSO

Preparing Stock Solutions

The following data is based on the product molecular weight 348.36. Batch specific molecular weights may vary from batch to batch due to solvent of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 2.87 mL 14.35 mL 28.71 mL
5 mM 0.57 mL 2.87 mL 5.74 mL
10 mM 0.29 mL 1.44 mL 2.87 mL
50 mM 0.06 mL 0.29 mL 0.57 mL

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Product Datasheets

Certificate of Analysis / Product Datasheet
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Safety Datasheet

References

References are publications that support the products' biological activity.

Liu (1989) DNA topoisomerase poisons as antitumour drugs. Annu.Rev.Biochem 58 351 PMID: 2549853

Hsiang et al (1985) Camptothecin induces protein-linked DNA breaks via mammalian DNA topoisomerase I. J.Biol.Chem. 260 14873 PMID: 2997227

Pantazis et al (1993) Camptothecin derivatives induce regression of human ovarian carcinomas grown in nude mice and distinguish between non-tumorigenic and tumorigenic cells in vitro. Int.J.Cancer 53 863 PMID: 8449612

Merck Index 12 1783 PMID:


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Keywords: Camptothecin, supplier, DNA, topoisomerases, inhibitors, inhibits, Isomerases, chemotherapeutics, DNA, Topoisomerase, DNA, Topoisomerase, Tocris Bioscience

5 Citations for Camptothecin

Citations are publications that use Tocris products. Selected citations for Camptothecin include:

Hellinger et al (2013) Immunosuppressive activity of an aqueous Viola tricolor herbal extract. J Ethnopharmacol 151 299 PMID: 24216163

Gründemann et al (2013) Cyclotides Suppress Human T-Lymphocyte Proliferation by an Interleukin 2-Dependent Mechanism. PLoS One 8 e68016 PMID: 23840803

Lamy et al (2013) Preclinical evaluation of 4-methylthiobutyl isothiocyanate on liver cancer and cancer stem cells with different p53 status. PLoS One 8 e70846 PMID: 23936472

Neveu et al (2016) CLIC5: a novel ETV6 target gene in childhood acute lymphoblastic leukemia. Haematologica PMID: 27540136

Ma et al (2005) Oxygen-sensitive {δ}-opioid receptor-regulated survival and death signals: novel insights into neuronal preconditioning and protection. Sci Rep 280 16208 PMID: 15687501


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Literature in this Area

Cancer

Cancer Research Product Guide

A collection of over 750 products for cancer research, the guide includes research tools for the study of:

  • Cancer Metabolism
  • Epigenetics in Cancer
  • Receptor Signaling
  • Cell Cycle and DNA Damage Repair
  • Angiogenesis
  • Invasion and Metastasis
Cell Cycle & DNA Damage Repair

Cell Cycle & DNA Damage Repair Poster

In normal cells, each stage of the cell cycle is tightly regulated, however in cancer cells many genes and proteins that are involved in the regulation of the cell cycle are mutated or over expressed. Adapted from the 2015 Cancer Product Guide, Edition 3, this poster summarizes the stages of the cell cycle and DNA repair. It also highlights strategies for enhancing replicative stress in cancer cells to force mitotic catastrophe and cell death.