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About This Item
Empirical Formula (Hill Notation):
C20H34O4
CAS Number:
Molecular Weight:
338.48
UNSPSC Code:
51102829
NACRES:
NA.85
EC Number:
200-664-3
MDL number:
biological source
Nigrospora sphaerica
Quality Level
vapor pressure
0.55 hPa ( 20 °C)
form
liquid, ready-to-use solution
color
clear colorless
solubility
H2O: miscible (completely)
antibiotic activity spectrum
neoplastics, viruses
mode of action
DNA synthesis | interferes, enzyme | inhibits
storage temp.
−20°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
Aphidicolin is a tetracyclic diterpene with antiviral and antimitotic properties used for cell cycle synchronization in various cell lines.
Application
Aphidicolin, from Nigrospora sphaerica, was used for cell cycle synchronization of tobacco BY-2 cells. It is used to block the entry of cells into S-phase.
Biochem/physiol Actions
Aphidicolin specifically inhibits DNA polymerase α that is responsible for DNA replication. It also inhibits α-like DNA polymerases of plants and yeasts but does not inhibit synthesis of RNA and proteins. Aphidicolin competes for the dCTP-specific binding site on DNA polymerase α specifically. Aphidicolin has antiviral and antimitotic properties. It blocks the cell cycle at S phase. It has been shown to induce apoptosis in HeLa cells.
Packaging
1 ml
Physical form
Aphidicolin Ready Made Solution supplied as a 1 mg/ml solution in DMSO.
Other Notes
Keep container tightly closed in a dry and well-ventilated place. Storage class (TRGS 510): Combustible liquids
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Storage Class
10 - Combustible liquids
flash_point_f
188.6 °F - closed cup
flash_point_c
87 °C - closed cup
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Hui Wang et al.
Cancer research, 77(8), 2148-2160 (2017-02-18)
Overexpression of the EVI1 oncogene is associated typically with aggressive myeloid leukemia, but is also detectable in breast carcinoma where its contributions are unexplored. Analyzing a tissue microarray of 608 breast carcinoma patient specimens, we documented EVI1 overexpression in both
G Pedrali-Noy et al.
Nucleic acids research, 8(2), 377-387 (1980-01-25)
Both the inhibitory effect of aphidicolin on the replicative alpha-polymerase and the reversibility of its action in vivo (Pedrali-Noy & Spadari, 1979, Biochem. Biophys. Res. Commun. 88, 1194-2002) allow the synchronization of cells in culture. Aphidicolin prevents G1 cells from
K Marheineke et al.
The Journal of biological chemistry, 276(20), 17092-17100 (2001-03-30)
DNA replication origins are located at random with respect to DNA sequence in Xenopus early embryos and on DNA replicated in Xenopus egg extracts. We have recently shown that origins fire throughout the S phase in Xenopus egg extracts. To
Global Trade Item Number
| SKU | GTIN |
|---|---|
| A4487-1ML | 04061833374535 |