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A4487

Sigma-Aldrich

Aphidicolin, Ready Made Solution

from Nigrospora sphaerica

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Synonym(s):
ICI 69653, NSC-234714
Empirical Formula (Hill Notation):
C20H34O4
CAS Number:
38966-21-1
Molecular Weight:
338.48
EC Number:
200-664-3
MDL number:
MFCD00083214
NACRES:
NA.85

biological source

Nigrospora sphaerica

Quality Level

200

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

Related Categories

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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Varinderpal S Dhillon et al.
Teratogenesis, carcinogenesis, and mutagenesis, Suppl 1, 35-45 (2003-03-05)
Fragile sites are nonrandomly located gaps and/or breaks and their expres-sion can be induced by specific culture conditions. There are many reports in the literature that indicate that these sites can act as factors that predispose to specific chromosome aberrations
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)
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
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
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
View All Related Papers

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