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239805

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Cyclopiazonic Acid, Penicillium cyclopium

A cell-permeable, reversible inhibitor of sarcoplasmic reticulum Ca2+-ATPase that releases Ca2+ from the same intracellular pools as Thapsigargin.

Synonym(s):

Cyclopiazonic Acid, Penicillium cyclopium, CPA

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About This Item

Empirical Formula (Hill Notation):
C20H20N2O3
CAS Number:
18172-33-3
Molecular Weight:
336.38
MDL number:
MFCD00167445
UNSPSC Code:
12352200

Quality Level

100

assay

≥97% (TLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze

color

off-white

solubility

DMSO: 1 mg/mL
chloroform: 10 mg/mL

shipped in

ambient

storage temp.

−20°C

InChI

1S/C20H20N2O3/c1-9(23)14-18(24)17-16-11-8-21-13-6-4-5-10(15(11)13)7-12(16)20(2,3)22(17)19(14)25/h4-6,8,12,16-17,21,25H,7H2,1-3H3/t12-,16+,17+/m1/s1

InChI key

RLOAZVAJNNPPDI-DQYPLSBCSA-N

General description

A cell-permeable, reversible inhibitor of endoplasmic reticulum Ca2+-ATPase that releases Ca2+ from the same intracellular pools as thapsigargin. Mobilizes Ca2+ without increasing the levels of Ins(1,4,5)P3. Also known to inhibit sarcoplasmic reticular Ca2+-ATPase that is distinct from actomyosin ATPase. Bay K 8644 (Cat. No. 196878) can reverse the inhibitory effect of cyclopiazonic acid on the refilling of Ca2+ pools that have been depleted by repetitive stimulation with acetylcholine.
A cell-permeable, reversible inhibitor of sarcoplasmic reticulum Ca2+-ATPase that releases Ca2+ from the same intracellular pools as Thapsigargin (Cat. No. 586005). Inhibits Ca2+ uptake in cultured arterial smooth muscle cells (IC50 = 560 nM). Also known to inhibit sarcoplasmic reticular Ca2+-ATPase that is distinct from actomyosin ATPase.

Biochem/physiol Actions

Cell permeable: yes
Primary Target
Ca2+ uptake in cultured arterial musclue cells
Product does not compete with ATP.
Reversible: yes
Target IC50: 560 nM inhibiting Ca2+ uptake in cultured arterial smooth muscle cells

Warning

Toxicity: Toxic (F)

Reconstitution

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Other Notes

Badaoui, A., et al. 1995. J. Mol. Cell. Cardiol. 27, 2495.
Elmoselli, A.B., et al. 1995. Mol. Cell. Biochem. 151, 149.
Schaefer, A., et al. 1994. J. Biol. Chem.269, 8786.
Demaurex, N., et al. 1992. J. Biol. Chem.267, 2318.
Low, A.M., et al. 1992. Am. J. Physiol.262, H31.
Kurebayashi, N., and Ogawa, Y. 1991. J. Muscle Res. Cell Motil.12, 355.
Mason, M.J., et al. 1991. J. Biol. Chem.266, 20856.
Due to the nature of the Hazardous Materials in this shipment, additional shipping charges may be applied to your order. Certain sizes may be exempt from the additional hazardous materials shipping charges. Please contact your local sales office for more information regarding these charges.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H300

Hazard Classifications

Acute Tox. 2 Oral

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Mia S Geromella et al.
STAR protocols, 4(1), 101987-101987 (2023-01-06)
This protocol employs the indo-1 Ca2+ fluorophore to quantify Ca2+ uptake by the sarco(endo)plasmic reticulum Ca2+ ATPase pump in murine muscle homogenates and allows for real-time kinetic measurement of Ca2+ mobilization within the muscle homogenate. This protocol can be easily
Mehmet Şerif Aydın et al.
iScience, 26(10), 107715-107715 (2023-09-13)
Trauma, vascular events, or neurodegenerative processes can lead to axonal injury and eventual transection (axotomy). Neurons can survive axotomy, yet the underlying mechanisms are not fully understood. Excessive water entry into injured neurons poses a particular risk due to swelling
Hepatic SEL1L-HRD1 ER-associated degradation regulates systemic iron homeostasis via ceruloplasmin.
Thepsuwan, et al.
Proceedings of the National Academy of Sciences of the USA, 120, e2212644120-e2212644120 (2023)

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