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BioViotica
(+)-Aphidicolin
80
CHF
CHF 80.00
In stock
BVT-0307-M0011 mgCHF 80.00
BVT-0307-M0055 mgCHF 290.00
BVT-0307-M02525 mgCHF 1'010.00
| Product Details | |
|---|---|
| Synonyms | NSC234714; BRN4689958; ICI69653 |
| Product Type | Chemical |
| Properties | |
| Formula |
C20H34O4 |
| MW | 338.5 |
| Merck Index | 14: 727 |
| CAS | 38966-21-1 |
| RTECS | PB9185000 |
| Source/Host Chemicals | Isolated from Phoma sp. BS 7210. |
| Purity Chemicals | ≥98% (HPLC) |
| Appearance | White to off-white solid. |
| Solubility | Soluble in DMSO (50 mg/ml), methanol (10 mg/ml) or 100% ethanol; insoluble in water. |
| Identity | Determined by 1H-NMR. |
| Declaration | Manufactured by BioViotica. |
| InChi Key | NOFOAYPPHIUXJR-APNQCZIXSA-N |
| Smiles | [H][C@]12C[C@@H]3C[C@]1(CC[C@]3(O)CO)[C@@]1(C)CC[C@@H](O)[C@@](C)(CO)[C@]1([H])CC2 |
| Shipping and Handling | |
| Shipping | AMBIENT |
| Short Term Storage | +4°C |
| Long Term Storage | +4°C |
| Handling Advice | Protect from light when in solution. |
| Use/Stability |
Stable for at least 1 year after receipt when stored at +4°C. After reconstitution protect from light at -20°C. |
| Documents | |
| MSDS |
 Download PDF |
| Product Specification Sheet | |
| Datasheet |
Download PDF |
Description
- Phytotoxin.
- Antibiotic.
- Antiviral and antineoplastic agent.
- Antileishmanial agent.
- Reversible inhibitor of eukaryotic nuclear DNA replication.
- Useful for cell synchronization.
- Blocks the cell cycle at G1/S phase.
- Prolongs the half life of DNA methyltransferase. DNA methylation/demethylation modulator.
- Specific DNA polymerase α and δ inhibitor in eukaryotic cells and in some viruses of animal origin.
- Acts synergistically with vincristine and doxorubicin.
- Apoptosis inhibitor/inducer.
Product References
- X-Ray crystallographic determination of the structure of the antibiotic aphidicolin: a tetracyclicditerpenoid containing a new ring system: K.M. Brundret, et al.; J. C. S. Chem. Commun. 1027 (1972)
- Aphidicolin prevents mitotic cell division by interfering with the activity of DNA polymerase-alpha: S. Ikegami, et al.; Nature 275, 458 (1978)
- New views of the biochemistry of eucaryotic DNA replication revealed by aphidicolin, an unusual inhibitor of DNA polymerase alpha: J.A. Huberman; Cell 23, 647 (1981)
- Aphidicolin: a specific inhibitor of nuclear DNA replication in eukaryotes: S. Spadari, et al.; TIBS 7, 29 (1982)
- Aphidicolin potentiates apoptosis induced by arabinosyl nucleosides in human myeloid leukemia cell lines: K. Kuwakado, et al.; Biochem. Pharmacol. 46, 1909 (1993)
- Dissociation of nuclear and cytoplasmic cell cycle progression by drugs employed in cell synchronization: L. Urbani, et al.; Exp. Cell. Res. 219, 159 (1995)
- Drug-induced apoptosis is not necessarily dependent on macromolecular synthesis or proliferation in the p53-negative human prostate cancer cell line PC-3: M.M. Borner, et al.; Cancer Res. 55, 2122 (1995)
- TrkA neurogenic receptor regulates differentiation of neuroblastoma cells: W. Poluha, et al.;Oncogene10, 185 (1995)
- Effect of aphidicolin on DNA methyltransferase in the nucleus: I. Suetake, et al.; Cell Struct. Funct. 23, 137 (1998)
- Cytotoxicity of aphidicolin and its derivatives against neuroblastoma cells in vitro: synergism with doxorubicin and vincristine: M. Michaelis, et al.; Anticancer Drugs 11, 479 (2000)
- Antileishmanial activities of aphidicolin and its semisynthetic derivatives: O. Kayser, et al.; Antimicrob. Agents Chemother. 45, 288 (2001)
- Aphidicolin and bleomycin induced chromosome damage as biomarker of mutagen sensitivity: a twin study: B. Tedeschi, et al.; Mutat. Res. 546, 55 (2004)
- Human papillomavirus episome stability is reduced by aphidicolin and controlled by DNA damage response pathways: T. G. Edwards, et al.; J. Virol. 87, 3979 (2013)
- Aphidicolin-induced nuclear elongation in tobacco BY-2 cells: H. Yashura, et al.; Plant Cell Physiol. 55, 913 (2014)
- Active and passive demethylation of male and female pronuclear DNA in the mammalian zygote: F. Guo, et al.; Cell Stem Cell 15, 447 (2014)
- Structural basis for inhibition of DNA replication by aphidicolin: A.G. Baranovskiy, et al.; Nucl. Acids Res. 42, 14013 (2014)
- Toward a cancer drug of fungal origin: A. Kornienko, et al.; Med. Res. Rev. 35, 937 (2015)
- Aphidicolin: its chemistry and biosynthesis: J.R. Hanson; J. Chem. Res. 42, 395 (2018)
- Stability of cytoplasmic nanoviscosity during cell cycle of HeLa cells synchronized with Aphidicolin: K. Szczepanski, et al.; Sci. Rep. 9, 1 (2019)
- Mitotic DNA synthesis is differentially regulated between cancer and noncancerous cells: C.L. Graber-Feesl, et al.; Mol. Cancer Res. 17, 1687 (2019)
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