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Merck
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Key Documents

A4487

Sigma-Aldrich

Aphidicolin, Ready Made Solution

from Nigrospora sphaerica

Synonyme(s) :

ICI 69653, NSC-234714

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About This Item

Formule empirique (notation de Hill):
C20H34O4
Numéro CAS:
Poids moléculaire :
338.48
Numéro CE :
Numéro MDL:
Code UNSPSC :
51102829
Nomenclature NACRES :
NA.85

Source biologique

Nigrospora sphaerica

Niveau de qualité

Pression de vapeur

0.55 hPa ( 20 °C)

Forme

liquid

Couleur

clear colorless

Solubilité

H2O: miscible (completely)

Spectre d'activité de l'antibiotique

neoplastics
viruses

Mode d’action

DNA synthesis | interferes
enzyme | inhibits

Température de stockage

−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

Clé InChI

NOFOAYPPHIUXJR-APNQCZIXSA-N

Description générale

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.

Actions biochimiques/physiologiques

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.

Conditionnement

1 ml

Forme physique

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

Autres remarques

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

Code de la classe de stockage

10 - Combustible liquids

Classe de danger pour l'eau (WGK)

WGK 1

Point d'éclair (°F)

188.6 °F - closed cup

Point d'éclair (°C)

87 °C - closed cup


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Consulter la Bibliothèque de documents

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
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
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
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
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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