Merck
All Photos(4)

A4926

Sigma-Aldrich

1,2-Bis(2-Aminophenoxy)ethane-N,N,N′,N′-tetraacetic acid

98%

Synonym(s):
Ethylenedioxybis(o-phenylenenitrilo)tetraacetic acid, 2,2′-(Ethylenedioxy)dianiline-N,N,N′,N′-tetraacetic acid, BAPTA
Empirical Formula (Hill Notation):
C22H24N2O10
CAS Number:
Molecular Weight:
476.43
Beilstein:
5192406
MDL number:
PubChem Substance ID:
NACRES:
NA.23

assay

98%

form

powder

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

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General description

In nature 1,2-Bis(2-Aminophenoxy)ethane-N,N,N′,N′-tetra acetic acid (BAPTA) is a main metabolic product of BAPTA -AM (BAPTA-tetra(actoxymethyl ester), a neuro protective agent in cerebral ischemia, in rats.BAPTA is an intercellular Ca2+ chelator.

Application

Used to study morphological and signaling events of Ca2+ deficiency.

Packaging

250 mg in poly bottle
1, 5 g in poly bottle

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

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Certificate of Origin

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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
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
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
Mayeul Collot et al.
Journal of the American Chemical Society, 134(36), 14923-14931 (2012-07-24)
We designed Calcium Rubies, a family of functionalizable BAPTA-based red-fluorescent calcium (Ca(2+)) indicators as new tools for biological Ca(2+) imaging. The specificity of this Ca(2+)-indicator family is its side arm, attached on the ethylene glycol bridge that allows coupling the
Naiyan Chen et al.
Proceedings of the National Academy of Sciences of the United States of America, 109(41), E2832-E2841 (2012-09-27)
Although cholinergic innervation of the cortex by the nucleus basalis (NB) is known to modulate cortical neuronal responses and instruct cortical plasticity, little is known about the underlying cellular mechanisms. Using cell-attached recordings in vivo, we demonstrate that electrical stimulation

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