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A4926

1,2-ビス(2-アミノフェノキシ)エタン-N,N,N′,N′-四酢酸

Name: 1,2-ビス(2-アミノフェノキシ)エタン-<I>N,N,N′,N′</I>-四酢酸
Brand: ALDRICH

98%

別名:

2,2′-(エチレンジオキシ)ジアニリン-N,N,N′,N′-四酢酸, BAPTA, エチレンジオキシビス(o-フェニレンニトリロ)四酢酸

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この商品について

実験式（ヒル表記法）:

C₂₂H₂₄N₂O₁₀

CAS番号:

85233-19-8

分子量:

476.43

UNSPSC Code:

12352103

NACRES:

NA.23

PubChem Substance ID:

57653856

MDL number:

MFCD00036255

Beilstein/REAXYS Number:

5192406

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特性

Quality Level

200

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

詳細

General description

自然界では、1,2-ビス(2-アミノフェノキシ)エタン-N,N,N′,N′-テトラ酢酸（BAPTA）は、ラットにおける脳虚血の神経保護剤であるBAPTA-AM（BAPTA-テトラアセトキシメチルエステル）の主な代謝産物です。BAPTAは細胞間Ca²⁺キレート剤です。

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.

Other Notes

pKa: 1.401 ± 0.10 (predicted)

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保管分類

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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資料

Sensor Dyes

Nitric oxide (NO) as a signal transporter in neurons, endothelial cells and in the immune system.

Inhibition of phospholipase C activity in Drosophila photoreceptors by 1,2-bis(2-aminophenoxy)ethane N,N,N',N'-tetraacetic acid (BAPTA) and di-bromo BAPTA.

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

Amyloid β-peptide directly induces spontaneous calcium transients, delayed intercellular calcium waves and gliosis in rat cortical astrocytes.

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

Determination of 1,2-bis (2-aminophenoxy)ethane-N,N,N',N'-tetraacetic acid (BAPTA free acid) in rat plasma, urine and feces by liquid chromatography with UV and tandem mass spectrometric detection.

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