A1076
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)
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About This Item
Empirical Formula (Hill Notation):
C34H40N2O18
CAS Number:
Molecular Weight:
764.68
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
Beilstein/REAXYS Number:
7458534
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
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.
Other Notes
Membrane-permeable form of BAPTA.
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Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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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)
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)
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)