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Merck

A4487

Sigma-Aldrich

Aphidicolin, Ready Made Solution

from Nigrospora sphaerica

Synonym(e):

ICI 69653, NSC-234714

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About This Item

Empirische Formel (Hill-System):
C20H34O4
CAS-Nummer:
Molekulargewicht:
338.48
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
51102829
NACRES:
NA.85

Biologische Quelle

Nigrospora sphaerica

Qualitätsniveau

Dampfdruck

0.55 hPa ( 20 °C)

Form

liquid

Farbe

clear colorless

Löslichkeit

H2O: miscible (completely)

Wirkungsspektrum von Antibiotika

neoplastics
viruses

Wirkungsweise

DNA synthesis | interferes
enzyme | inhibits

Lagertemp.

−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

InChIKey

NOFOAYPPHIUXJR-APNQCZIXSA-N

Allgemeine Beschreibung

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

Anwendung

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. Wirkung

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.

Verpackung

1 ml

Physikalische Form

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

Sonstige Hinweise

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

Lagerklassenschlüssel

10 - Combustible liquids

WGK

WGK 1

Flammpunkt (°F)

188.6 °F - closed cup

Flammpunkt (°C)

87 °C - closed cup


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Die Dokumentenbibliothek aufrufen

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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