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About This Item

Empirical Formula (Hill Notation):
C20H34O4
CAS Number:
38966-21-1
Molecular Weight:
338.48
MDL number:
MFCD00083214
UNSPSC Code:
12352200
NACRES:
NA.77
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Product Name

Aphidicolin, Aphidicolin, CAS 38966-21-1, is a cell-permeable antibiotic that acts as a cell synchronization agent. Blocks the cell cycle at early S-phase.

Quality Level

100

description

Merck USA index - 14, 727

assay

≥98% (HPLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze

color

white

solubility

DMSO: 50 mg/mL
ethanol: soluble
methanol: soluble

shipped in

ambient

storage temp.

2-8°C

SMILES string

O[C@]1([C@H]2C[C@@]3([C@@]4([C@H]([C@@]([C@@H](CC4)O)(CO)C)CC[C@H]3C2)C)CC1)CO

InChI

1S/C20H34O4/c1-17(11-21)15-4-3-13-9-14-10-19(13,7-8-20(14,24)12-22)18(15,2)6-5-16(17)23/h13-16,21-24H,3-12H2,1-2H3/t13-,14+,15-,16+,17-,18-,19-,20-/m0/s1

InChI key

NOFOAYPPHIUXJR-APNQCZIXSA-N

General description

A cell-permeable tetracyclic diterpene antibiotic that acts as a cell synchronization agent. Blocks the cell cycle at early S-phase. Specific inhibitor of DNA polymerase α and δ in eukaryotic cells and in some viruses. Potentiates apoptosis induced by arabinosyl nucleosides in leukemia cell lines. Also induces apoptosis in HeLa S3 cells, but inhibits vincristine-induced apoptosis in the p53-negative human prostate cancer cell line PC-3. Also available as a 30 mM solution in DMSO (Cat. No. 504744).

Biochem/physiol Actions

Cell permeable: yes
Primary Target
DNA polymerase α, DNA polymerase δ
Product does not compete with ATP.
Reversible: no

Preparation Note

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 2 months at -20°C.

Other Notes

Borner, M.M., et al. 1995. Cancer Res.55, 2122.
Poluha, W., et al. 1995. Oncogene 10, 185.
Urbani, L., et al. 1995. Exp. Cell Res. 219, 159.
Schimke, R.T., et al. 1994. Philos. Trans. R. Soc. London. B. Biol. Sci.345, 311.
Kuwakado, K., et al. 1993. Biochem. Pharmacol. 46, 1909.
Hubermann, J.A. 1981. Cell23, 647.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Standard Handling (A)

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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