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AdipoGen Life Sciences
(S)-(+)-Camptothecin
35
CHF
CHF 35.00
In stock
AG-CN2-0463-M05050 mgCHF 35.00
AG-CN2-0463-M250250 mgCHF 125.00
| Product Details | |
|---|---|
| Synonyms | CPT; NSC 94600 |
| Product Type | Chemical |
| Properties | |
| Formula |
C20H16N2O4 |
| MW | 348.4 |
| Merck Index | 14: 1735 |
| CAS | 7689-03-4 |
| RTECS | UQ0492000 |
| Source/Host Chemicals | Isolated from Camptotheca acuminata. |
| Purity Chemicals | >98% (HPLC) |
| Appearance | White solid. |
| Solubility | Soluble in DMSO, DMF or MeOH. Insoluble in water |
| Identity | Determined by NMR/IR. |
| InChi Key | VSJKWCGYPAHWDS-FQEVSTJZSA-N |
| Smiles | CC[C@@]1(O)C(=O)OCC2=C1C=C1N(CC3=CC4=CC=CC=C4N=C13)C2=O |
| Shipping and Handling | |
| Shipping | AMBIENT |
| Short Term Storage | +20°C |
| Long Term Storage | +4°C |
| Handling Advice | Protect from moisture. |
| Use/Stability | Stable for at least 2 years after receipt when stored at +4°C. |
| Documents | |
| MSDS |
 Download PDF |
| Product Specification Sheet | |
| Datasheet |
Download PDF |
Description
- Potent anticancer compound.
- Cell permeable potent DNA topoisomerase I (Topo I) complex inhibitor.
- Potent apoptosis inducer.
- Binds reversibly to the DNA topoisomerase I complex, inhibiting the reassociation of DNA after cleavage by topoisomerase I and traps the enzyme in a covalent linkage with DNA. The enzyme complex is ubiquinated and destroyed by the 26S proteasome, consequently depleting cellular topoisomerase I.
- Prevents DNA re-ligation and therefore causes DNA damage which results in apoptosis.
- Inhibits mitochondrial topoisomerase I (mtTop1).
- Blocks the cell cycle at low dose and induces apoptosis in a large number of normal and tumor cell lines by cell cycle-dependent and cell cycle-independent processes.
- Antiprotozoal and antimalarial compound.
- Inhibitor of HIV replication and of other viruses.
- Suppresses nitric oxide (NO) biosynthesis.
- Shown to suppress TNF-α-induced expression of the inflammasome and cyclooxygenase 2 (COX-2).
- Camptothecin has been shown to be a GDF15 inducer. Camptothecin suppressed food intake, thereby reducing body weight, blood glucose, and hepatic fat content in a obese mice in vivo study.
Product References
- Plant antitumor agents. I. The isolation and structure of camptothecin, a novel alkaloidal leukemia and tumor inhibitor from camptotheca acuminate: M.E. Wall, et al.; JACS 88, 3888 (1966)
- Camptothecin induces protein-linked DNA breaks via mammalian DNA topoisomerase I: Y.H. Hsiang, et al.; J. Biol. Chem. 260, 14873 (1985)
- On the mechanism of topoisomerase I inhibition by camptothecin: evidence for binding to an enzyme-DNA complex: R.P. Hertzberg, et al.; Biochem. 28, 4629 (1989)
- Arrest of replication forks by drug-stabilized topoisomerase I-DNA cleavable complexes as a mechanism of cell killing by camptothecin: Y.H. Hsiang, et al.; Cancer Res. 49, 5077 (1989)
- Irreversible trapping of the DNA-topoisomerase I covalent complex. Affinity labeling of the camptothecin binding site: R.P. Hertzberg, et al.; J. Biol. Chem. 265, 19287 (1990)
- Apoptosis induced by Actinomycin D, Camptothecin or Aphidicolin can occur in all phases of the cell cycle: J.M. Glynn, et al.; Biochem. Soc. Trans. 20, 84S (1992)
- Camptothecin inhibits Tat-mediated transactivation of type 1 human immunodeficiency virus: C.J. Li, et al.; J. Biol. Chem. 269, 7051 (1994)
- Molecular and cytotoxic effects of camptothecin, a topoisomerase I inhibitor, on trypanosomes and Leishmania: A.L. Bodley & T.A. Shapiro; PNAS 92, 3726 (1995)
- Human mitochondrial topoisomerase I: H. Zhang, et al.; PNAS 98, 10608 (2001)
- Camptothecin suppresses nitric oxide biosynthesis in RAW 264.7 macrophages: W.F. Chiou, et al.; Life Sci. 69, 625 (2001)
- Camptothecin induced mitochondrial dysfunction leading to programmed cell death in unicellular hemoflagellate Leishmania donovani: N. Sen, et al.; Cell Death Differ. 11, 924 (2004)
- Camptothecin and its analogues: a review on their chemotherapeutic potential: D. Sriram, et al.; Nat. Prod. Res. 19, 393 (2005) (Review)
- Review camptothecin: current perspectives: Q.Y. Li, et al.; Curr. Med. Chem. 13, 2021 (2006) (Review)
- The effects of camptothecin on RNA polymerase II transcription: roles of DNA topoisomerase I: G. Capranico, et al.; Biochimie 89, 482 (2007)
- Camptothecin promotes the production of nitric oxide that triggers subsequent S-nitrosoproteome-mediated signaling cascades in endothelial cells: B. Huang, et al.; Vascul. Pharmacol. 90, 27 (2015)
- Freezing Responses in DMSO‐Based Cryopreservation of Human iPS Cells: Aggregates vs. Single Cells: R. Li, et al.; Tissue Eng. Part C Methods, 24, 289 (2018)
- Camptothecin effectively treats obesity in mice through GDF15 induction: J.F. Lu, et al.; PLoS Biol. 20, e3001517 (2022)
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