239805
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:
Molecular Weight:
336.38
UNSPSC Code:
12352200
MDL number:
Assay:
≥97% (TLC)
Form:
solid
Storage condition:
OK to freeze
Quality Segment
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.
Biochem/physiol Actions
Cell permeable: yes
Primary Target
Ca2+ uptake in cultured arterial musclue cells
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
Preparation Note
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.
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
Disclaimer
Toxicity: Toxic (F)
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 2 Oral
Storage Class
6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Certificates of Analysis (COA)
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