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Merck

A1076

Sigma-Aldrich

BAPTA-AM

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

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C34H40N2O18
Número de CAS:
Peso molecular:
764.68
Beilstein/REAXYS Number:
7458534
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

product name

BAPTA-AM, ≥95% (HPLC)

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

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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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Visite la Librería de documentos

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)
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)
M-calpain activation facilitates seizure induced KCC2 down regulation
Wan L, et al.
Frontiers in Molecular Neuroscience, 11, 287-287 (2018)

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