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A4487

Sigma-Aldrich

Aphidicolin, Ready Made Solution

from Nigrospora sphaerica

Synonym(s):

ICI 69653, NSC-234714

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About This Item

Empirical Formula (Hill Notation):
C20H34O4
CAS Number:
38966-21-1
Molecular Weight:
338.48
EC Number:
200-664-3
MDL number:
MFCD00083214
UNSPSC Code:
51102829
NACRES:
NA.85

biological source

Nigrospora sphaerica

Quality Level

200

vapor pressure

0.55 hPa ( 20 °C)

form

liquid

color

clear colorless

solubility

H2O: miscible (completely)

antibiotic activity spectrum

neoplastics
viruses

mode of action

DNA synthesis | interferes
enzyme | inhibits

storage temp.

−20°C

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

Storage Class

10 - Combustible liquids

wgk_germany

WGK 1

flash_point_f

188.6 °F - closed cup

flash_point_c

87 °C - closed cup

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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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
New views of the biochemistry of eucaryotic DNA replication revealed by aphidicolin, an unusual inhibitor of DNA polymerase alpha.
J A Huberman
Cell, 23(3), 647-648 (1981-03-01)
Varinderpal S Dhillon et al.
Teratogenesis, carcinogenesis, and mutagenesis, Suppl 1, 35-45 (2003-03-05)
Fragile sites are nonrandomly located gaps and/or breaks and their expres-sion can be induced by specific culture conditions. There are many reports in the literature that indicate that these sites can act as factors that predispose to specific chromosome aberrations
Anne-Hélène Quélo et al.
Journal of experimental botany, 53(369), 669-675 (2002-03-12)
Endoreduplication is a common process in plants that allows cells to increase their DNA content. In the tobacco cell cultures studied in this work it can be induced by simple hormone deprivation. Mesophyll protoplast-derived cells cultured in the presence of
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
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