A4487

Aphidicolin

Name: Aphidicolin
Brand: SIGMA

Ready Made Solution, from Nigrospora sphaerica

Sinónimos:

ICI 69653, NSC-234714

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Fórmula empírica (notación de Hill):

C₂₀H₃₄O₄

Número CAS:

38966-21-1

Peso molecular:

338.48

UNSPSC Code:

51102829

NACRES:

NA.85

EC Number:

200-664-3

MDL number:

MFCD00083214

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biological source

Nigrospora sphaerica

Quality Level

200

vapor pressure

0.55 hPa ( 20 °C)

form

liquid, ready-to-use solution

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

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Chemistry & Biochemicals

Antibiotics

Biochemicals

Cell Culture Supplements & Reagents

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Este artículo	SML3001	SBR00013	D3072
Sigma-Aldrich A4487 Aphidicolin	Sigma-Aldrich SML3001 Phleomycin ready made solution	Sigma-Aldrich SBR00013 Actinomycin D	Sigma-Aldrich D3072 Doxycycline Hydrochloride, Ready Made Solution
antibiotic activity spectrum neoplastics, viruses	antibiotic activity spectrum -	antibiotic activity spectrum neoplastics	antibiotic activity spectrum Gram-negative bacteria, Gram-positive bacteria, mycoplasma, parasites
mode of action DNA synthesis \| interferes, enzyme \| inhibits	mode of action -	mode of action DNA synthesis \| interferes	mode of action protein synthesis \| interferes
Quality Level 200	Quality Level 100	Quality Level 200	Quality Level 200
form liquid	form liquid	form liquid	form liquid
solubility H₂O: miscible (completely)	solubility -	solubility -	solubility DMSO: 100 mg/mL
storage temp. −20°C	storage temp. −20°C	storage temp. −20°C	storage temp. −20°C

General description

Aphidicolin is a tetracyclic diterpene with antiviral and antimitotic properties used for cell cycle synchronization in various cell lines.[1]

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.[2]

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.[3]

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

Clase de almacenamiento

10 - Combustible liquids

flash_point_f

188.6 °F - closed cup

flash_point_c

87 °C - closed cup

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Certificados de análisis (COA)

Lot/Batch Number

0000529942

0000469102

0000289532

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The mode of inhibitory action by aphidicolin on eukaryotic DNA polymerase alpha.

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

Endoreduplication is not inhibited but induced by aphidicolin in cultured cells of tobacco.

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

Aphidicolin triggers a block to replication origin firing in Xenopus egg extracts.

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

Synchronization of HeLa cell cultures by inhibition of DNA polymerase alpha with aphidicolin.

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

Prominent Oncogenic Roles of EVI1 in Breast Carcinoma.

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

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A4487-1ML	04061833374535

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