Skip to Content
MilliporeSigma
All Photos(1)

Documents

196419

Millipore

BAPTA/AM

Membrane-permeable form of BAPTA.

Synonym(s):

BAPTA/AM, 1,2- bis( o-Aminophenoxy)ethane-N,N,Nʹ,Nʹ-tetraacetic Acid Tetra(acetoxymethyl) Ester, 1,2-bis(o-Aminophenoxy)ethane-N,N,Nʹ,Nʹ-tetraacetic Acid Tetra(acetoxymethyl) Ester

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C34H40N2O18
CAS Number:
Molecular Weight:
764.68
MDL number:
UNSPSC Code:
12352108
NACRES:
NA.25

Quality Level

assay

≥90% (TLC)

form

solid

reaction suitability

reagent type: chelator

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
protect from light

color

light yellow

solubility

DMSO: 10 mg/mL

shipped in

ambient

storage temp.

−20°C

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

General description

Membrane-permeable form of BAPTA. Can be loaded into a wide variety of cells, where it is hydrolyzed by cytosolic esterases and is trapped intracellularly as the active chelator BAPTA. Prevents cocaine-induced ventricular fibrillations. Induces inactivation of protein kinase C. Also inhibits thapsigargin-induced apoptosis in rat thymocytes.
Membrane-permeable form of BAPTA. Can be loaded into a wide variety of cells, where it is hydrolyzed by cytosolic esterases and is trapped intracellularly as the active chelator BAPTA.Prevents cocaine-induced ventricular fibrillations. Abolishes vitamin D3-induced increase in intracellular Ca2+. Induces inactivation of protein kinase C. Also inhibits thapsigargin-induced apoptosis in rat thymocytes.

Application


  • TRPV1-Dependent Antiproliferative Activity of Dioecious Maclura pomifera Extracts in Estrogen Receptor-Positive Breast Cancer Cell Lines Involves Multiple Apoptotic Pathways.: This study explores how BAPTA/AM, a calcium chelator, contributes to the antiproliferative effects by regulating TRPV1 and apoptotic pathways in breast cancer cells (Rumpa et al., 2024).

  • Mitochondrial calcium uniporter promotes kidney aging in mice through inducing mitochondrial calcium-mediated renal tubular cell senescence.: The research highlights BAPTA/AM′s role in mitigating mitochondrial calcium overload, which is linked to cellular senescence and aging processes in renal cells (Xiong et al., 2024).

  • TRPV3 facilitates lipolysis and attenuates diet-induced obesity via activation of the NRF2/FSP1 signaling axis.: This article discusses the role of BAPTA/AM in the modulation of TRPV3 channels, leading to enhanced lipolysis and protection against obesity through the NRF2/FSP1 pathway (Hu et al., 2024).

  • Inflammation and Acinar Cell Dual-Targeting Nanomedicines for Synergistic Treatment of Acute Pancreatitis via Ca(2+) Homeostasis Regulation and Pancreas Autodigestion Inhibition.: BAPTA/AM is utilized to regulate calcium homeostasis, thereby preventing inflammation and autodigestion in acute pancreatitis treatments (Wang et al., 2024).

  • IP(3)R-Mediated Calcium Release Promotes Ferroptotic Death in SH-SY5Y Neuroblastoma Cells.: This study investigates how BAPTA/AM inhibits IP3R-mediated calcium release, thereby reducing ferroptotic cell death in neuroblastoma cells (Campos et al., 2024).

Packaging

Packaged under inert gas

Warning

Toxicity: Irritant (B)

Reconstitution

Following reconstitution, aliquot, purge with inert gas and freeze (-20°C). Stock solutions are stable for up to 1 month at -20°C.

Other Notes

Bissonnette, M., et al. 1994. Am. J. Physiol.267, G465.
Jiang, S., et al. 1994. Exp. Cell Res.212, 84.
Billman, G.E. 1993. Am. J. Physiol. 265, H1529.
Dieter, P., et al. 1993. Biol. Chem. Hoppe Seyler 374, 171.
Harrison, S.M., and Bers, D.M. 1987. Biochim. Biophys. Acta 925, 133.
Harrison, S.M., and Bers, D.M. 1987. J. Biophys.51, 102A.
Marban, E., et al. 1986. J. Clin. Invest.78, 1185.
Tsien, R.Y. 1981. Nature290, 527.
Tsien, R.Y. 1980. Biochemistry19, 2396.

Legal Information

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

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Javier Campos-Gómez et al.
American journal of physiology. Lung cellular and molecular physiology, 324(4), L493-L506 (2023-02-23)
The coronavirus disease (COVID-19) pandemic, caused by SARS-CoV-2 coronavirus, is devastatingly impacting human health. A prominent component of COVID-19 is the infection and destruction of the ciliated respiratory cells, which perpetuates dissemination and disrupts protective mucociliary transport (MCT) function, an
Sarah M Zych et al.
Cell reports, 39(7), 110823-110823 (2022-05-19)
Substantia nigra pars compacta (SNc) dopamine neurons play a key role in regulating the activity of striatal circuits within the basal ganglia. In addition to dopamine, these neurons release several other transmitters, including the major inhibitory neurotransmitter γ-aminobutyric acid (GABA).
Beatriz Cristovao et al.
Microbiology spectrum, 11(5), e0123823-e0123823 (2023-09-21)
Phagolysosomes are crucial organelles during the elimination of pathogens by host cells. The maintenance of their membrane integrity is vital during stressful conditions, such as during Candida albicans infection. As the fungal hyphae grow, the phagolysosome membrane expands to ensure
Noman Hassan et al.
iScience, 27(1), 108629-108629 (2024-01-08)
Since the early seminal studies on epithelial solute transport, it has been understood that there must be crosstalk among different members of the transport machinery to coordinate their activity and, thus, generate localized electrochemical gradients that force solute flow in
Xin-Yi Wu et al.
Oxidative medicine and cellular longevity, 2022, 8123157-8123157 (2022-03-15)
Although a recent study reported that stimulator of interferon genes (STING) in macrophages has an important regulatory effect on liver ischemia-reperfusion injury (IRI), the underlying mechanism of STING-dependent innate immune activation in liver macrophages (Kupffer cells, KCs) remains unclear. Here

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service