Cyclopiazonic acid

Cat. No. 1235

Cyclopiazonic acid C20H20N2O3 [18172-33-3]

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Alternative Name: α-Cyclopiazonic acid

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

Biological Activity

Cell-permeable, reversible inhibitor of sarcoplasmic reticulum Ca2+-ATPase.

Technical Data

Soluble to 5 mM in ethanol with gentle warming and to 100 mM in DMSO
>98 %
Store at -20°C

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
All Tocris products are intended for laboratory research use only.

Certificate of Analysis / Safety Data Sheet

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Soler et al (1998) Cyclopiazonic acid effect on Ca2+-dependent conformational states of the sarcoplasmic reticulum ATPase. Implication for the enzyme turnover. Biochemistry 37 4266. PMID: 9521749.

Takemoto et al (1998) Comparison of contractions produced by carbachol, thapsigargin and cyclopiazonic acid in the guinea-pig tracheal muscle. Br.J.Pharmacol. 124 1449. PMID: 9723957.

Plenge-Tellechea et al (1997) On the inhibition mechanism of sarcoplasmic or endoplasmic reticulum Ca2+-ATPases by cyclopiazonic acid. J.Biol.Chem. 272 2794. PMID: 9006919.

If you know of a relevant reference for this product please let us know.

Citations are publications that use Tocris products. Selected citations for Cyclopiazonic acid include:

Elgueta et al (2015) Acetylcholine induces GABA release onto rod bipolar cells through heteromeric nicotinic receptors expressed in A17 amacrine cells. Neuropharmacology 9 6. PMID: 25709566.

Fransen et al (2015) Dissecting out the complex Ca2+-mediated phenylephrine-induced contractions of mouse aortic segments. J Neurosci 10 e0121634. PMID: 25803863.

Alzayady et al (2013) Fragmented inositol 1,4,5-trisphosphate receptors retain tetrameric architecture and form functional Ca2+ release channels. J Biol Chem 288 11122. PMID: 23479737.

McQuail et al (2013) Hippocampal Gαq/11 but not Gαo-coupled receptors are altered in aging. Cardiovasc Res 70 63. PMID: 23347951.

Earls et al (2010) Dysregulation of presynaptic calcium and synaptic plasticity in a mouse model of 22q11 deletion syndrome. Front Cell Neurosci 30 15843. PMID: 21106823.

Choi et al (2009) Comparison of contractile mechanisms of sphingosylphosphorylcholine and sphingosine-1-phosphate in rabbit coronary artery. PLoS One 82 324. PMID: 19218288.

Eder and Bading (2007) Calcium signals can freely cross the nuclear envelope in hippocampal neurons: somatic calcium increases generate nuclear calcium transients. BMC Neurosci 8 57. PMID: 17663775.

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