Cyclopiazonic Acid

Cyclopiazonic Acid

CPA
A Potent Inhibitor of Intracellular Ca²⁺-ATPase Pump
Cat #: C-750
Sizes: 5 mg, 10 mg, 25 mg, 50 mg
Source: Natural
MW: 336.4 Da.
Target: SERCA pump
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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 at 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 decrease of Ca²⁺ uptake from the cytosol to the ER Lumen, thereby 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

Alomone Labs is pleased to offer Cyclopiazonic Acid (#C-750) a natural toxin isolated from the Penicillium griseofulvum and purified to homogeneity.

References

1. Suzuki, M.  et al. (1992 ) Br J Pharmacol. 107, 134.
2. Demaurex, N. et al. (1992) J. Biol. Chem. 267, 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. Chem. 282, 9748.

For a list of product citations in the literature, see product citations tab below. If you know of additional relevant citations for this product, please let us know.

• Our Bioassay
• Specifications
• Citations
• Related Products

Our bioassay

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.
OriginIsolated from Penicillium griseofulvum.
Purity>98%.
Effective concentration1-10 µM.
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 formulaC₂₀H₂₀N₂O₃.
CAS number18172-33-3.
Activity

Cyclopiazonic Acid is a cell-permeable, reversible inhibitor of sarcoplasmic reticulum Ca²⁺-ATPase^1,2.

Storage before reconstitutionLyophilized powder can be stored intact at room temperature for several weeks. For longer periods, it should be stored at -20°C.
ReconstitutionDMSO. Centrifuge all product preparations before use (10000 x g 5 min).
Storage after reconstitutionUp to one week at 4°C or three months at -20°C.
Product citations

1. Forostyak, O. et al. (2016) Stem Cell Res. 16, 622.
2. Wang, Y. et al. (2015) Am. J. Physiol. Renal. Physiol. 308, F1135.
3. Chaudhari, S. et al. (2014) Am. J. Physiol. 306, F1069.
4. Grigoryan, G. and Segal, M. (2013) J. Neurophysiol. 110, 279.
5. Perez, G.J. et al. (2013) Am. J. Physiol. 304, C280.
6. Grigoryan, G. et al. (2012) Hippocampus 22, 1635.
7. Komori, Y. et al. (2010) Cell Calcium 48, 324.
8. Malkinson, G. and Spira, M.E. (2010) Cell Calcium 47, 315.
9. Hegg, C.C. et al. (2009) Glia 57, 634.
10. Kim, M.S. et al. (2009) J. Biol. Chem. 284, 9733.