Skip to Content
Merck
All Photos(2)

Key Documents

A1076

Sigma-Aldrich

BAPTA-AM

≥95% (HPLC), powder, intracellular Ca²⁺ store chelator

Synonym(s):

1,2-Bis(2-aminophenoxy)ethane-N,N,N′,N′-tetraacetic acid tetrakis(acetoxymethyl ester)

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C34H40N2O18
CAS Number:
Molecular Weight:
764.68
Beilstein:
7458534
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

product name

BAPTA-AM, ≥95% (HPLC)

Quality Level

Assay

≥95% (HPLC)

form

powder

storage temp.

−20°C

SMILES string

CC(=O)OCOC(=O)CN(CC(=O)OCOC(C)=O)c1ccccc1OCCOc2ccccc2N(CC(=O)OCOC(C)=O)CC(=O)OCOC(C)=O

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

Looking for similar products? Visit Product Comparison Guide

General description

BAPTA-AM inhibits free radical-mediated toxicity, enhances apoptosis in non-neuronal cells and protects neurons from ischemic damage. It regulates ion channels and blocks neuronal Ca2+-activated K+ channel currents. BAPTA-AM maintains intracellular Ca2+ homeostasis.

Application

BAPTA-AM has been used :
  • to reduce the elevation of cleaved caspase-3
  • to block cell death, inhibit ROS (reactive oxygen species) production and inhibit caspase-8 activation
  • to exclude the effect of changes in intracellular Ca2+ ([Ca2+]i) concentration during seizure induction
  • to eliminate the increase of [Ca2+]i induced by 6-hydroxydopamine (6-OHDA)

Biochem/physiol Actions

Selective chelator of intracellular Ca2+ stores.

Linkage

Membrane-permeable form of BAPTA.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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

BAPTA/AM, an intracellular calcium chelator, induces delayed necrosis by lipoxygenase-mediated free radicals in mouse cortical cultures
Wie MB, et al.
Progress in Neuro-Psychopharmacology & Biological Psychiatry, 25(8), 1641-1659 (2001)
The membrane permeable calcium chelator BAPTA-AM directly blocks human ether a-go-go-related gene potassium channels stably expressed in HEK 293 cells
Tang Q, et al.
Biochemical Pharmacology, 74(11), 1596-1607 (2007)
Glycolysis is essential for chemoresistance induced by transient receptor potential channel C5 in colorectal cancer
Wang T, et al.
BMC Cancer, 18(1), 207-207 (2018)
Hyperactivation of the mammalian degenerin MDEG promotes caspase-8 activation and apoptosis
Pan JA, et al.
The Journal of Biological Chemistry, 288(5), 2952-2963 (2013)
Blockade of RyRs in the ER Attenuates 6-OHDA-induced calcium overload, cellular hypo-excitability and apoptosis in dopaminergic neurons
Huang L, et al.
Frontiers in Cellular Neuroscience, 11, 52-52 (2017)

Articles

Sigma-Aldrich presents a Biofiles on Detect, Visualize and Quantify Single Post-Translational Modifications

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