Product overview

Name Aphidicolin
Description DNA replication inhibitor. Useful for cell synchronization
Alternative names APC, APH, Aphidicoline, (+)-Aphidicolin, NSC234714, BRN4689958, ICI69653
Purity >98%
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Biological Data

Biological description

Overview
Aphidicolin is a potent DNA replication inhibitor which is often used to achieve cell synchronization.


Mechanism

Aphidicolin is a potent and specific inhibitor of B-family DNA polymerases and binds at or near the nucleotide-binding site. It prevents DNA polymerase-α from binding dNTPs without blocking the activity of DNA polymerase β or δ.


Aphidicolin inhibits DNA replication and some forms of DNA repair. During cell culture, addition of aphidicolin induces cell cycle pause at the G1/S border. DNA synthesis stops in cells that have entered S-phase, while nondividing cells are unaffected.


Uses
Aphidicolin acts synergistically with vincristine and doxorubicin. In addition to its anti-mitotic effects, it exhibits antibiotic and antiviral activities.


Solubility & Handling

Storage instructions +4°C
Solubility overview Soluble in DMSO (25 mM)
Handling This compound is light sensitive; exposure to light may affect compound performance. We therefore recommend storing the material in the dark and protecting from light. Do not store the material in solution; make up solutions and use immediately.
Important This product is for RESEARCH USE ONLY and is not intended for therapeutic or diagnostic use. Not for human or veterinary use.

Calculators

Molarity

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Dilution

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Chemical Data

Chemical name (3R,4R,4aR,6aS,8R,9R,11aS,11bS)-4,9-bis(hydroxymethyl)-4,11b-dimethyltetradecahydro-8,11a-methanocyclohepta[a]naphthalene-3,9-diol
Molecular Weight 338.5
Chemical structure (+)-Aphidicolin [38966-21-1] Chemical Structure
Molecular Formula C20H34O4
CAS Number 38966-21-1
PubChem identifier 457964
SMILES C[C@]12CC[C@H]([C@@]([C@@H]1CC[C@@H]3[C@@]24CC[C@@]([C@H](C3)C4)(CO)O)(C)CO)O
Source Isolated from Phoma sp. BS 7210
InChi 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
MDL number MFCD00083214
Appearance White to off-white solid

References for Aphidicolin

References are publications that support the biological activity of the product
  • Structural basis for inhibition of DNA replication by aphidicolin.

    Baranovskiy et al (2014) Nucleic Acids res. 42(22) : 14013-21
  • Cell synchronization by inhibitors of DNA replication induces replication stress and DNA damage response: analysis by flow cytometry.

    Darzynkiewicz et al (2011) Methods Mol Biol. 761 : 85-96
  • Inhibitor analysis of calf thymus DNA polymerases alpha, delta and epsilon.

    Wright et al (1994) FEBS lett. 341(1) : 128-30
  • Mechanism of DNA polymerase alpha inhibition by aphidicolin.

    Sheaff et al (1991) Biochemistry 30(35) : 8590-7
  • Aphidicolin inhibits the synthesis and joining of short DNA fragments but not the union of 10-kilobase DNA replication intermediates.

    Lonn et al (1983) Proc Natl Acad Sci U S A. 80(13) : 3996-9