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Submit Reviewβ-Lapachone
Description: DNA topoisomerase I inhibitor
Chemical Name: 3,4-Dihydro-2,2-dimethyl-2H-naphtho[1,2-b]pyran-5,6-dione
Purity: ≥98% (HPLC)
Biological Activity for β-Lapachone
β-Lapachone is a DNA topoisomerase I inhibitor. Exhibits a different inhibitory mechanism to camptothecin (Cat. No. 1100). Induces apoptosis in a variety of cell lines, including prostate cancer and promyelocytic leukemia cells; blocks the cell cycle in G0/G1. Also has effects on DNA topoisomerase II, NF-κB, AP-1, and JNK.
Compound Libraries for β-Lapachone
beta-Lapachone is also offered as part of the Tocriscreen Antiviral Library. Find out more about compound libraries available from Tocris.
Technical Data for β-Lapachone
| M. Wt | 242.27 |
| Formula | C15H14O3 |
| Storage | Store at +4°C |
| Purity | ≥98% (HPLC) |
| CAS Number | 4707-32-8 |
| PubChem ID | 3885 |
| InChI Key | QZPQTZZNNJUOLS-UHFFFAOYSA-N |
| Smiles | O=C(C(C3=C2OC(C)(C)CC3)=O)C1=C2C=CC=C1 |
The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
Tocris products are intended for laboratory research use only, unless stated otherwise.
Product Datasheets for β-Lapachone
References for β-Lapachone
References are publications that support the biological activity of the product.
Li et al (1993) Beta-Lapachone, a novel topoisomerase I inhibitor with a mode of action different from camptothecin. J.Biol.Chem. 268 22463 PMID: 8226754
Manna et al (1999) Suppression of tumor necrosis factor-activated nuclear transcription factor-κB, activator protein-1, c-Jun N-terminal kinase, and apoptosis by β lapachone. Biochem.Pharmacol. 57 763 PMID: 10075082
Shiah et al (1999) Activation of c-Jun NH2-terminal kinase and subsequent CPP32/Yama during topoisomerase inhibitor β-lapachone-induced apoptosis through an oxidation-dependent pathway Cancer Res. 59 391 PMID: 9927052
Wuerzberger et al (1998) Induction of apoptosis in MCF-7:WS8 breast cancer cells by β-Lapachone. Cancer Res. 58 1876 PMID: 9581828
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Keywords: beta-Lapachone, beta-Lapachone supplier, DNA, topoisomerase, I, inhibitors, inhibits, apoptosis, proapoptotic, b-lapachone, beta-lapachone, β-lapachone, Topoisomerase, 1293, Tocris Bioscience
1 Citation for β-Lapachone
Citations are publications that use Tocris products. Selected citations for β-Lapachone include:
Joshi et al (2016) Nuclear ULK1 promotes cell death in response to oxidative stress through PARP1. Cell Death Differ 23 216 PMID: 26138443
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Literature in this Area
Tocris offers the following scientific literature in this area to showcase our products. We invite you to request* your copy today!
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Huntington's Disease Research Product Guide
This product guide provides a background to Huntington's disease research and lists around 100 products for the study of:
- Somatic Instability
- Proteolysis and Inclusion Bodies
- Transcriptional Dysregulation
- Mitochondrial Dysfunction
- Nuclear-Cytoplasmic Transport Interference
- Excitotoxicity
- Stem Cells
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. 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.