Cyclopiazonic acid

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Cat.No. 1235 - Cyclopiazonic acid | C20H20N2O3 | CAS No. 18172-33-3
Description: Inhibitor of SERCA ATPase
Alternative Names: 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
Purity: ≥98% (HPLC)
Datasheet
Citations (7)

Biological Activity

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

Technical Data

M. Wt 336.39
Formula C20H20N2O3
Storage Store at -20°C
Purity ≥98% (HPLC)
CAS Number 18172-33-3
PubChem ID 54682463
InChI Key SZINUGQCTHLQAZ-DQYPLSBCSA-N
Smiles OC([C@](N4C(C)5C)([H])[C@]1([H])[C@@]5([H])CC3=C2C1=CNC2=CC=C3)=C(C(C)=O)C4=O

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.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 33.64 100
ethanol 1.68 5mM with gentle warming

Preparing Stock Solutions

The following data is based on the product molecular weight 336.39. Batch specific molecular weights may vary from batch to batch due to solvent of hydration, which will affect the solvent volumes required to prepare stock solutions.

Select a batch to recalculate based on the batch molecular weight:
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 2.97 mL 14.86 mL 29.73 mL
5 mM 0.59 mL 2.97 mL 5.95 mL
10 mM 0.3 mL 1.49 mL 2.97 mL
50 mM 0.06 mL 0.3 mL 0.59 mL

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Product Datasheets

Certificate of Analysis / Product Datasheet
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Safety Datasheet

References

References are publications that support the products' biological activity.

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

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


If you know of a relevant reference for Cyclopiazonic acid, please let us know.

View Related Products by Product Action

View all Ca2+-ATPase Inhibitors

Keywords: inhibitors inhibits SERCA ATPase Ca2+ modulators Ca2+-ATPase Signaling Signalling Calcium P-Type ATPases Calcium-ATPase Ion Transporters Pumps α-Cyclopiazonic acid alpha-Cyclopiazonic a-Cyclopiazonic acid Ca2+-ATPase

7 Citations for Cyclopiazonic acid

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

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

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

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


Do you know of a great paper that uses Cyclopiazonic acid from Tocris? If so please let us know.

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