Free shipping starts now, no minimum, no coupons required!

Cyclopiazonic Acid

CPA
A Potent Inhibitor of Intracellular Ca2+-ATPase Pump
Cat #: C-750
Alternative Name CPA
Lyophilized Powder yes
  • Bioassay Tested
  • Origin Penicillium griseofulvum.
    Source Natural
    MW: 336.4
    Purity: >99% (HPLC)
    Effective concentration 1-10 µM.
    Structure
    Chemical name (6aR,11aS,11bR)-rel-10-Acetyl-2,6,6a,7,11a,11b,hexahydro-7,7-dimethyl-9H-pyrrolo[1',2':2,3]isoindolo[4,5,6-cd] indol-9-one.
    Molecular formula C20H20N2O3.
    CAS No.: 18172-33-3.
    Activity Cyclopiazonic acid is a cell-permeable, reversible inhibitor of sarcoplasmic reticulum Ca2+-ATPase1,2.
    References-Activity
    1. Suzuki, M.  et al. (1992 ) Br. J. Pharmacol. 107, 134.
    2. Demaurex, N. et al. (1992) J. Biol. Chem267, 2318.
    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 DMSO. Centrifuge all product preparations before use (10000 x g 5 min).
    Storage of solutions Up to one week at 4°C or three months at -20°C.
    Our bioassay
    • Alomone Labs Cyclopiazonic Acid increases cytosolic Ca2+ in HL60 cells.
      Alomone Labs Cyclopiazonic Acid increases cytosolic Ca2+ in HL60 cells.
      Intracellular Ca2+ levels from Fluo-3 AM loaded cells stimulated with increasing concentrations of Cyclopiazonic Acid (#C-750) in the presence of 4 mM EGTA.
    References - Scientific background
    1. Suzuki, M. et al. (1992 ) Br. J. Pharmacol. 107, 134.
    2. Demaurex, N. et al. (1992) J. Biol. Chem267, 2318.
    3. Zhang, P. et al. (1998) Nature 392, 835.
    4. Xu, C. et al. (2002) J. Mol. Biol. 316, 201.
    5. Moncoq, K. et al. (2007) J. Biol. Chem282, 9748.
    Scientific background

    Cyclopiazonic acid (CPA) is a toxic fungal secondary metabolite. Chemically, it is an indole tetrameric acid. CPA was originally isolated from Penicillium cyclopium and subsequently from other P. cyclopium, Penicillium griseofulvum, Penicillium camembertii, Aspergillus flavus and Aspergillus versicolor.

    CPA is a highly potent, selective and reversible inhibitor of the sarcoplasmic reticulum (ER) Ca2+-ATPase pump (SERCA). This Ca2+ pump is an integral membrane protein of 994 amino acids that consists of three cytoplasmic domains containing the ATP binding site and ten transmembrane helices containing the two Ca2+ binding sites.1,2

    The interchange of Ca2+ between the cell cytosol and the ER lumen by SERCA is a central process in intracellular signaling. Moreover, this process has a critical role in the muscle contraction-relaxation cycle, in which the recovery phase relies on transport of calcium into the ER by the action of the SERCA. Inhibition of this pump leads to the decrease of Ca2+ uptake from the cytosol to the ER lumen, thereby causing the depletion of Ca2+ store-operated and increase of cytosolic Ca2+.3-4

    CPA inhibits the Ca2+ pump by blocking the Ca2+ access channel and immobilizing a subset of transmembrane helices.5

    Target SERCA pump
    Image & Title Cyclopiazonic Acid
    Alomone Labs Cyclopiazonic Acid blocks AP-driven Ca2+ signals and exocytosis in rat hippocampal CA1-CA3 neurons.A. Representative trace of single action potential (AP) presynaptic cytosolic Ca2+ responses measured using Fluo-5F AM before and after administration of Cyclopiazonic Acid (#C-750). B. Representative trace of single action potential (AP) presynaptic vesicular exocytosis measured using VGLUT-pH before and after Cyclopiazonic Acid treatment. Cyclopiazonic Acid blocks AP-driven Ca2+ signals and exocytosis at physiological temperatures.Adapted from de Juan-Sanz, J. et al. (2017) Neuron 93, 867. with permission of Elsevier.
    Last update: 20/10/2020

    Cyclopiazonic Acid (#C-750) is a highly pure, natural, and biologically active compound.

    For research purposes only, not for human use

    Applications

    Specifications

    Scientific Background

    Citations

    Citations
    Electrophysiology
    1. Human B-cells and HEK 293 cells.
      Vierra, N.C. et al. 92017) Sci. Signal. 10, eaan2883.
    Product citations
    1. de Juan-Sanz, J. et al. (2017) Neuron 93, 867.
    2. Forostyak, O. et al. (2016) Stem Cell Res. 16, 622.
    3. Wang, Y. et al. (2015) Am. J. Physiol. Renal. Physiol. 308, F1135.
    4. Chaudhari, S. et al. (2014) Am. J. Physiol. 306, F1069.
    5. Grigoryan, G. and Segal, M. (2013) J. Neurophysiol. 110, 279.
    6. Perez, G.J. et al. (2013) Am. J. Physiol. 304, C280.
    7. Grigoryan, G. et al. (2012) Hippocampus 22, 1635.
    8. Komori, Y. et al. (2010) Cell Calcium 48, 324.
    9. Malkinson, G. and Spira, M.E. (2010) Cell Calcium 47, 315.
    10. Hegg, C.C. et al. (2009) Glia 57, 634.
    11. Kim, M.S. et al. (2009) J. Biol. Chem. 284, 9733.
    Shipping and Ordering information