A4926
1,2-Bis(2-Aminophenoxy)ethane-N,N,N′,N′-tetraacetic acid
98%
Sinónimos:
2,2′-(Ethylenedioxy)dianiline-N,N,N′,N′-tetraacetic acid, BAPTA, Ethylenedioxybis(o-phenylenenitrilo)tetraacetic acid
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Fórmula empírica (notación de Hill):
C22H24N2O10
Número CAS:
Peso molecular:
476.43
UNSPSC Code:
12352103
NACRES:
NA.23
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
5192406
Servicio técnico
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Permítanos ayudarleQuality Level
assay
98%
form
powder
density
±1.494 g/cm3 at 25 °C (Predicted)
storage temp.
2-8°C
SMILES string
OC(=O)CN(CC(O)=O)c1ccccc1OCCOc2ccccc2N(CC(O)=O)CC(O)=O
InChI
1S/C22H24N2O10/c25-19(26)11-23(12-20(27)28)15-5-1-3-7-17(15)33-9-10-34-18-8-4-2-6-16(18)24(13-21(29)30)14-22(31)32/h1-8H,9-14H2,(H,25,26)(H,27,28)(H,29,30)(H,31,32)
InChI key
FTEDXVNDVHYDQW-UHFFFAOYSA-N
General description
1,2-Bis(2-Aminophenoxy)ethane-N,N,N′,N′-tetraacetic acid (BAPTA) is a high-affinity, fast-acting calcium chelator for precise intracellular Ca2+ regulation. Its rapid binding kinetics and strong selectivity for Ca2+ make it essential for investigating calcium-dependent processes in neuronal and cellular research. BAPTA and its membrane-permeable derivative, BAPTA-AM, allow controlled manipulation of Ca2+ dynamics, facilitating studies on calcium signaling, neuroprotection, and cell signaling pathways.
Application
The product can be used in various R&D applications such as:
Neuroscience: Used to suppress intracellular Ca2+ overload, reduce neuronal apoptosis, and preserve electrophysiological function in injury models, demonstrating strong neuroprotective action.
Pharmacology: Enables precise buffering of intracellular Ca2+ levels, allowing researchers to distinguish Ca2+‑ dependent drug effects and dissect therapeutic signaling mechanisms.
Neuroscience: Used to suppress intracellular Ca2+ overload, reduce neuronal apoptosis, and preserve electrophysiological function in injury models, demonstrating strong neuroprotective action.
Pharmacology: Enables precise buffering of intracellular Ca2+ levels, allowing researchers to distinguish Ca2+‑ dependent drug effects and dissect therapeutic signaling mechanisms.
Other Notes
pKa: 1.401 ± 0.10 (predicted)
Clase de almacenamiento
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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Zheng Feng et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 878(30), 3052-3058 (2010-10-23)
BAPTA free acid was identified as the main metabolic product of 1,2-bis(2-aminophenoxy)ethane-N,N,N',N'-tetraacetic acid tetra(actoxymethyl ester) (BAPTA-AM), a neuroprotective agent in cerebral ischemia, in rats. In this paper, liquid chromatography-ultraviolet (LC-UV) and mass spectrometry/mass spectrometry (LC-MS/MS) methods were employed for the
Roger C Hardie
Cell calcium, 38(6), 547-556 (2005-09-06)
In vivo light-induced and basal hydrolysis of phosphatidyl inositol 4,5-bisphosphate (PIP2) by phospholipase C (PLC) were monitored in Drosophila photoreceptors using genetically targeted PIP2-sensitive ion channels (Kir2.1) as electrophysiological biosensors for PIP2. In cells loaded via patch pipettes with varying
Siu-Kei Chow et al.
ASN neuro, 2(1), e00026-e00026 (2009-12-17)
The contribution of astrocytes to the pathophysiology of AD (Alzheimer's disease) and the molecular and signalling mechanisms that potentially underlie them are still very poorly understood. However, there is mounting evidence that calcium dysregulation in astrocytes may be playing a