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AP-18

4-(4-Chlorophenyl)-3-methylbut-3-en-2-oxime
A Reversible TRPA1 Channel Blocker
Cat #: A-250
Alternative Name 4-(4-Chlorophenyl)-3-methylbut-3-en-2-oxime
Lyophilized Powder yes
  • Bioassay Tested
  • Source Synthetic
    MW: 209.7
    Purity: >99% (HPLC)
    Form Lyophilized powder.
    Effective concentration 1-100 µM.
    Structure
    Chemical name (NE)-N-[(Z)-4-(4-chlorophenyl)-3-methylbut-3-en-2-ylidene]hydroxylamine.
    Molecular formula C11H12ClNO.
    CAS No.: 55224-94-7.
    PubChem CID 1672581
    Activity AP-18 has an IC50 of 3.1 and 4.5 μM for human and mouse TRPA1, respectively1.
    References-Activity
    1. Petrus, M. et al. (2007) Mol. Pain 3, 40.
    Shipping and storage Shipped at room temperature. Product as supplied can be stored intact at room temperature for several weeks. For longer periods, it should be stored at -20°C.
    Solubility Up to 200 mM in DMSO. Centrifuge all product preparations before use (5,000 x g for 1 min).
    Storage of solutions Up to four weeks at 4°C or three months at -20°C.
    Our bioassay
    • Alomone Labs AP-18 inhibits allyl isothiocyanate-induced Ca2+ signal in TRPA1 expressing cells. 
      Alomone Labs AP-18 inhibits allyl isothiocyanate-induced Ca2+ signal in TRPA1 expressing cells
      Dose-response curve for the inhibition of human TRPA1 expressing HEK-293 cells that were loaded with Calcium 5 dye for changes in intracellular Ca2+ measurements. Allyl isothiocyanate (100 µM)-induced Ca2+ signal was inhibited by 5, 50 and 100 µM AP-18 (#A-250), with estimated IC50 of 12 µM.
    References - Scientific background
    1. Levine, J.D. and Alessandri-Haber, N. (2007) Biochim. Biophys. Act. 1772, 989.
    2. Bautista, D.M. et al. (2006) Cell 124, 1269.
    3. Bessac, B.F. and Jordt, S. (2008) Physiology 23, 360.
    Scientific background

    The transient receptor potential (TRP) channel is one of the largest families of cation channels1. TRPA1 is expressed in sensory and nociceptive neurons and has a significant role in inflammatory responses. Bradykinin and histamine receptors induce TRPA1 activity. A study conducted found that TRPA1 deficient mice did not develop an elevated mechanical and thermal pain response following bradykinin injection, suggesting that TRPA1 has a vital role in bradykinin signaling pathways2.

    TRPA1 also plays a role in acute and chronic respiratory disease pathophysiology. Prolonged exposure to TRPA1 agonists such as chlorine and aldehydes can cause reactive airways dysfunction syndrome characterized by symptoms such as wheezing, coughing and dyspnea. In light of this, TRPA1 may be a target for airway anti-inflammatory research3.

    AP-18 is a reversible TRPA1 blocker with an IC50 value of 3.1 and 4.5 μM for human and rat TRPA1 channels respectively.

    Target TRPA1 channels
    Last update: 23/08/2020

    AP-18 (#A-250) is a highly pure, synthetic, and biologically active compound.

    For research purposes only, not for human use

    Applications

    Specifications

    Scientific Background

    Citations

    Citations
    Shipping and Ordering information