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Merck

A4487

Sigma-Aldrich

Aphidicolin, Ready Made Solution

from Nigrospora sphaerica

Sinónimos:

ICI 69653, NSC-234714

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About This Item

Fórmula empírica (notación de Hill):
C20H34O4
Número de CAS:
Peso molecular:
338.48
Número CE:
Número MDL:
Código UNSPSC:
51102829
NACRES:
NA.85

origen biológico

Nigrospora sphaerica

Nivel de calidad

presión de vapor

0.55 hPa ( 20 °C)

Formulario

liquid

color

clear colorless

solubilidad

H2O: miscible (completely)

espectro de actividad antibiótica

neoplastics
viruses

Modo de acción

DNA synthesis | interferes
enzyme | inhibits

temp. de almacenamiento

−20°C

cadena SMILES

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

Clave InChI

NOFOAYPPHIUXJR-APNQCZIXSA-N

Descripción general

Aphidicolin is a tetracyclic diterpene with antiviral and antimitotic properties used for cell cycle synchronization in various cell lines.

Aplicación

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.

Acciones bioquímicas o fisiológicas

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.

Envase

1 ml

Forma física

Aphidicolin Ready Made Solution supplied as a 1 mg/ml solution in DMSO.

Otras notas

Keep container tightly closed in a dry and well-ventilated place. Storage class (TRGS 510): Combustible liquids

Código de clase de almacenamiento

10 - Combustible liquids

Clase de riesgo para el agua (WGK)

WGK 1

Punto de inflamabilidad (°F)

188.6 °F - closed cup

Punto de inflamabilidad (°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
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
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)
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
W A Kues et al.
Biology of reproduction, 62(2), 412-419 (2000-01-22)
The success of somatic nuclear transfer critically depends on the cell cycle stage of the donor nucleus and the recipient cytoplast. In this study we tested serum deprivation as well as two reversible cell cycle inhibitors, aphidicolin and butyrolactone I

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