Aphidicolin A novel tetracyclic diterpene antibiotic and also a DNA synthesis inhibitor in eukaryotes

Aphidicolin (CAS 38966-21-1)

Aphidicolin | CAS 38966-21-1 is rated 5.0 out of 5 by 2.
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Synonym: APC
Application: A novel tetracyclic diterpene antibiotic and also a DNA synthesis inhibitor in eukaryotes
CAS Number: 38966-21-1
Purity: ≥98%
Molecular Weight: 338.48
Molecular Formula: C20H34O4
* Refer to Certificate of Analysis for lot specific data (including water content).
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Aphidicolin is a tetracyclic diterpene antibiotic and DNA synthesis inhibitor isolated from Cephalosporium aphidicola. Aphidicolin is reported to specifically inhibit DNA polymerase α and δ via binding to the enzyme, in eukaryotic cells such as the HeLa cell line, without affecting other DNA polymerases. This compound blocks the cell cycle at early S phase and has been reported to be useful for synchronizing cell cycles in cultured eukaryotic cells. This compound is also noted to induce apoptosis in HeLa S3 cells after 18-24 hours of the cell cycle.


References

1. Ikegami, S., et al. 1978. Nature. 275: 458-460. PMID: 692726
2. Levenson, V. and Hamlin, J.L. 1993. Nucleic Acids Res. 21: 3997-4004. PMID: 8371975
3. O'Dwyer, P.J., et al. 1994. Cancer Res. 54: 724-729. PMID: 8306334
4. Schimke, R.T., et al. 1994. Philos. Trans. R. Soc. Lond. B. Biol. Sci. 345: 311-317. PMID: 7846128
5. Urbani, L., et al. 1995. Exp. Cell Res. 219: 159-168. PMID: 7628532

Physical State :
Solid
Solubility :
Soluble in ethanol (1 mg/ml,stable at least a week at 4°C.), DMSO (10 mg/ml,stable at least six weeks at -20°C.), and methanol (10 mg/ml). Insoluble in water.
Storage :
Store at -20° C
Melting Point :
227-233° C (lit.)
Boiling Point :
457.85-557.8° C at 760 mmHg (Predicted)
Density :
~1.2 g/cm3 (Predicted)
Refractive Index :
n20D 1.59 (Predicted)
Optical Activity :
α27/D +12°, c = 1 in methanol
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
RTECS :
PB9185000
PubChem CID :
457964
Merck Index :
14: 727
MDL Number :
MFCD00083214
Beilstein Registry :
4689958
SMILES :
C[C@]12CC[C@H]([C@@]([C@@H]1CC[C@@H]3[C@@]24CC[C@@]([C@H](C3)C4)(CO)O)(C)CO)O

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Aphidicolin  Product Citations

See how others have used Aphidicolin. Click on the entry to view the PubMed entry .

Citations 1 to 6 of 6 total

PMID: # 26755699  Li, J. et al. 2016. Development (Cambridge, England). 143: 670-81.

PMID: # 27534509  Wang, Y. et al. 2016. Glia. 64: 2154-2165.

PMID: # 27636097  Lewis, CW. et al. 2016. Cell Cycle. 15: 3131-3145.

PMID: # 12684394  Huron, DR. et al. 2003. Clin Cancer Res. 4: 1267-73.

PMID: # 11309295  Huang, S. et al. 2001. Cancer Res. 61: 3373-3381.

PMID: # 7474100  Re, F. et al. 1995. J. Virol. 11: 6859-64.

Citations 1 to 6 of 6 total

What is the expected appearance?

Asked by: chemicalsmg
Thank you for your question. Aphidicolin: sc-201535 is expected to be a white to off-white solid
Answered by: Chemical Support 3
Date published: 2017-02-24

How long would you recommend stock solutions be stored at -20ºC?

Asked by: chemicalsmg
Thank you for your question. Aphidicolin: sc-201535 stock solutions should be stable for up to 3 months if stored at -20ºC.
Answered by: Chemical Support 3
Date published: 2017-02-24
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Rated 5 out of 5 by from We use this chemical often for cell culture We use this chemical often for cell culture and has good quality.
Date published: 2015-10-12
Rated 5 out of 5 by from Huron Huron, et. al. (PubMed ID 12684394) used aphidicolin to synchronize K562 cells to the G1-S boundary (5 M concentration in media for 24 hours) prior to treatment with PD166326 or vehicle. -SCBT Publication Review
Date published: 2015-04-09
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