BAPTA-AM is soluble in dimethyl sulfoxide (DMSO) at 25 mg/mL. It is also soluble in acetonitrile at 0.5 mg/mL. It is best to use anhydrous DMSO, since it is known that moisture uptake by the DMSO can adversely affect the quality of the BAPTA-AM.
A1076
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
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Nombre del producto
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
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General description
Application
BAPTA-AM has been used :
- to reduce the elevation of cleaved caspase-3[3]
- to block cell death, inhibit ROS (reactive oxygen species) production and inhibit caspase-8 activation[4]
- to exclude the effect of changes in intracellular Ca2+ ([Ca2+]i) concentration during seizure induction[5]
- to eliminate the increase of [Ca2+]i induced by 6-hydroxydopamine (6-OHDA)[6]
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
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Certificados de análisis (COA)
Lot/Batch Number
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Los clientes también vieron
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)
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)
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)
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)
M-calpain activation facilitates seizure induced KCC2 down regulation
Wan L, et al.
Frontiers in Molecular Neuroscience, 11, 287-287 (2018)
Artículos
Sigma-Aldrich presents a Biofiles on Detect, Visualize and Quantify Single Post-Translational Modifications
Nitric oxide (NO) as a signal transporter in neurons, endothelial cells and in the immune system.
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In what solvents is BAPTA-AM, Product A1076, soluble?
1 answer-
Helpful?
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What is BAPTA-AM, Product A1076, and how is it used?
1 answer-
BAPTA-AM is a cell-permeant acetoxymethyl ester derivative of BAPTA (Product No. A4926), which is used as a chelator of intracellular Ca2+ stores. The acetoxymethyl ester derivative, which is an ester of the carboxylic acid groups in BAPTA, results in an uncharged molecule which allows it to penetrate cell membranes. Inside the cell, these groups are cleaved by nonspecific esterase activity resulting in the free acid form.
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How would you recommend that I store my BAPTA-AM, Product A1076, solution?
1 answer-
Stock solutions of 1-10 mM can be prepared in anhydrous DMSO, divided into single-use aliquots, and stored desiccated and frozen at -20°C.
Helpful?
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What is the typical working concentration for BAPTA-AM, Product A1076?
1 answer-
The typical final working concentrations for cell loading is in the range of 1 to 10 micromolar. It is best to find literature references dealing with your application for more information on the amounts to use.
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What is the Department of Transportation shipping information for this product?
1 answer-
Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product.
Helpful?
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What are the shipping and storage temperatures for BAPTA-AM, Product A1076?
1 answer-
BAPTA-AM is shipped at ambient temperature. The recommended storage temperature, once received, is -20 °C.
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