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Key Documents

A4487

Sigma-Aldrich

Aphidicolin, Ready Made Solution

from Nigrospora sphaerica

Synonyma:

ICI 69653, NSC-234714

Přihlásitk zobrazení cen stanovených pro organizaci a smluvních cen


About This Item

Empirický vzorec (Hillův zápis):
C20H34O4
Číslo CAS:
Molekulová hmotnost:
338.48
EC Number:
MDL number:
UNSPSC Code:
51102829
NACRES:
NA.85

biological source

Nigrospora sphaerica

Quality Level

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


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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
M Oguro et al.
European journal of biochemistry, 97(2), 603-607 (1979-07-01)
The mode of action by aphidicolin on DNA polymerase alpha from the nuclear fraction of sea-urchin blastulae was studied. The inhibition of DNA polymerase alpha by aphidicolin was uncompetive with activated DNA and competitive with the four deoxynucleoside triphosphates using
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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

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