A cell-permeable calcium chelator
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BAPTA AM

Item No. 15551

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N,N'-[1,2-ethanediylbis(oxy-2,1-phenylene)]bis[N-[2-[(acetyloxy)methoxy]-2-oxoethyl]-1,1'-bis[(acetyloxy)methyl] ester-glycine
CAS Number
126150-97-8
Synonyms
  • BAPTA Acetoxymethyl ester
Molecular Formula
C34H40N2O18
Formula Weight
764.7
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 20 mg/mlDMSO: 20 mg/mlDMSO:PBS (pH 7.2) (1:1): 0.5 mg/ml
λmax
213, 248, 286 nm
SMILES
O=C(OCOC(C)=O)CN(CC(OCOC(C)=O)=O)C1=CC=CC=C1OCCOC2=CC=CC=C2N(CC(OCOC(C)=O)=O)CC(OCOC(C)=O)=O
InChi Code
InChI=1S/C34H40N2O18/c1-23(37)47-19-51-31(41)15-35(16-32(42)52-20-48-24(2)38)27-9-5-7-11-29(27)45-13-14-46-30-12-8-6-10-28(30)36(17-33(43)53-21-49-25(3)39)18-34(44)54-22-50-26(4)40/h5-12H,13-22H2,1-4H3
InChi Key
YJIYWYAMZFVECX-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $42

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    10 mg

    $71

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    25 mg

    $115

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    100 mg

    $409

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    Product Description

    BAPTA AM is a cell permeable analog of BAPTA that binds calcium only after the acetoxymethyl group is removed by cytoplasmic esterases.1 It is commonly used at 10-100 μM to evaluate the role of intracellular calcium in cell signaling.2,1,3,4 It can also be used in animals.1 BAPTA AM also inhibits voltage-gated potassium (Kv) channels, including Kv1.3, Kv1.5, and Kv11.1 (Ki = 1.45, 1.23, and 1.30 μM, respectively).5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Tymianski, M., Spigelman, I., Zhang, L., et al. Mechanism of action and persistence of neuroprotection by cell-permeant Ca2+ chelators. J. Cereb. Blood Flow Metab. 14(6), 911-923 (1994).

    2. Verrière, V., Higgins, G., Al-Alawi, M., et al. Lipoxin A4 stimulates calcium-activated chloride currents and increases airway surface liquid height in normal and cystic fibrosis airway epithelia. PLoS One 7(5), e37746 (2012).

    3. Chang, M.G., Chang, C.Y., de Lange, E., et al. Dynamics of early afterdepolarization-mediated triggered activity in cardiac monolayers. Biophys. J. 102(12), 2706-2714 (2012).

    4. Bray, G.E., Ying, Z., Baillie, L.D., et al. Extracellular pH and neuronal depolarization serve as dynamic switches to rapidly mobilize trkA to the membrane of adult sensory neurons. J. Neurosci. 33(19), 8202-8215 (2013).

    5. Tang, Q., Jin, M.W., Xiang, J.Z., et al. The membrane permeable calcium chelator BAPTA-AM directly blocks human ether a-go-go-related gene potassium channels stably expressed in HEK 293 cells. Biochem. Pharmacol. 74(11), 1596-1607 (2007).

    Product Citations

    Han, H., Chou, C.C., Li, R., et al. Chalcomoracin is a potent anticancer agent acting through triggering oxidative stress via a mitophagy- and paraptosis-dependent mechanism. Sci. Rep. 8(1), 9566 (2018).