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14510

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

Name: 1,2-Bis(2-aminophenoxy)ethane-<I>N,N,N′,N′</I>-tetraacetic acid
Brand: SIAL

≥96.0% (HPLC)

Synonym(s):

BAPTA, Ethylenedioxybis(o-phenylenenitrilo)tetraacetic acid

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About This Item

Empirical Formula (Hill Notation):

C₂₂H₂₄N₂O₁₀

CAS Number:

85233-19-8

Molecular Weight:

476.43

UNSPSC Code:

12352112

NACRES:

NA.22

PubChem Substance ID:

329750514

MDL number:

MFCD00036255

Beilstein/REAXYS Number:

5192406

Assay:

≥96.0% (HPLC)

Form:

powder

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Properties

Quality Level

200

assay

≥96.0% (HPLC)

form

powder

fluorescence

λ_ex 251 nm; λ_em 363 nm, λ_ex 274 nm; λ_em 363 nm (With Calcium)

functional group

amine, carboxylic acid

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

Description

General description

1,2-Bis(2-aminophenoxy)ethane-N,N,N′,N′-tetraacetic acid is a highly selective calcium chelating reagent. Effect of microinjected calcium-loaded 1,2-bis(2-aminophenoxy)ethane-N,N,N′,N′-tetraacetic acid (CaBAPTA) on cell-to-cell diffusion of carboxyfluorescein has been studied in staminal hairs of Setcreasea purpurea. It is reported to be a metabolite of 1,2-bis(2-aminophenoxy)ethane-N,N,N′,N′-tetraacetic acid tetra(acetoxymethyl ester) (BAPTA-AM) in rat urine.

pH 8.0 Highly selective calcium chelating reagent. Suitable for the spectrophotometric monitoring of Ca2+ levels

Application

1,2-Bis(2-aminophenoxy)ethane-N,N,N′,N′′-tetraacetic acid was used for the spectrophotometric monitoring of Ca²⁺ levels. It may be used as chelator of cytosolic Ca²⁺ to investigate the effect of methoxychlor on cytosolic free Ca²⁺concentrations and apoptosis in HA59T human hepatoma cells.

Highly selective calcium chelating reagent. Suitable for the spectrophotometric monitoring of Ca²⁺ levels

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Storage Class

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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Calcium-loaded 1,2-bis(2-aminophenoxy)ethane-N,N,N',N'-tetraacetic acid blocks cell-to-cell diffusion of carboxyfluorescein in staminal hairs of Setcreasea purpurea.

E B Tucker

Planta, 182(1), 34-38 (1990-08-01)

The effect of microinjected calcium-loaded 1,2-bis(2-aminophenoxy) ethane-N,N,N',N'-tetraacetic acid (CaBAPTA) on cell-to-cell diffusion of carboxyfluorescein (CF) was examined in staminal hairs of S. purpurea Boom. The CaBAPTA was microinjected into the cytoplasm of the staminal hairs either with CF or prior

Binding of iron and inhibition of iron-dependent oxidative cell injury by the "calcium chelator" 1,2-bis(2-aminophenoxy)ethane N,N,N',N'-tetraacetic acid (BAPTA).

B E Britigan et al.

Biochemical pharmacology, 55(3), 287-295 (1998-03-04)

A role for increases in intracellular calcium (Ca2+) has been suggested in the pathophysiology of various forms of oxidant-mediated cell injury. In recent studies, we found that iron bound to the Pseudomonas aeruginosa siderophore, pyochelin, augments oxidant-mediated endothelial cell injury

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.

Feng Z and Wenying L.

Journal of Chromatography. B, Biomedical Applications, 878(30), 3052-3058 (2010)

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Global Trade Item Number

SKU	GTIN
14510-100MG-F	04061833489802
14510-1G-F	04061826661468
14510-250MG-F	04061833489819
14510-50G-F	04061838736116

Key Documents

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

≥96.0% (HPLC)

Select a Size

About This Item

Quality Level

assay

form

fluorescence

functional group

storage temp.

SMILES string

InChI

InChI key

General description

Application

Still not finding the right product?

Safety Information

Storage Class

wgk

flash_point_f

flash_point_c

ppe

Documentation

Certificates of Analysis (COA)

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