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Key Documents

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:
Molecular Weight:
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

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

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

188.6 °F - closed cup

Flash Point(C)

87 °C - closed cup


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