A4926
1,2-Bis(2-Aminophenoxy)ethane-N,N,N′,N′-tetraacetic acid
98%
동의어(들):
2,2′-(Ethylenedioxy)dianiline-N,N,N′,N′-tetraacetic acid, BAPTA, Ethylenedioxybis(o-phenylenenitrilo)tetraacetic acid
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제품정보 (DICE 배송 시 비용 별도)
실험식(Hill 표기법):
C22H24N2O10
CAS 번호:
Molecular Weight:
476.43
UNSPSC Code:
12352103
NACRES:
NA.23
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
5192406
Quality 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)
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저장 등급
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
문서
Nitric oxide (NO) as a signal transporter in neurons, endothelial cells and in the immune system.
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
K S Han et al.
Journal of neurochemistry, 78(2), 230-239 (2001-07-20)
Sustained alteration in [Ca(2+)]i triggers neuronal death. We examined morphological and signaling events of Ca(2+)-deficiency-induced neuronal death. Cortical cell cultures exposed to 20 microM 1,2-bis(2-aminophenoxy)ethane-N,N,N',N'-tetraacetic acid (BAPTA-AM), an intracellular calcium chelator, underwent neuronal apoptosis within 12 h that was evident