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Merck

14510

Sigma-Aldrich

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

≥96.0% (HPLC)

Sinónimos:

BAPTA, Ethylenedioxybis(o-phenylenenitrilo)tetraacetic acid

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About This Item

Fórmula empírica (notación de Hill):
C22H24N2O10
Número de CAS:
Peso molecular:
476.43
Beilstein:
5192406
Número MDL:
Código UNSPSC:
12352112
ID de la sustancia en PubChem:
NACRES:
NA.22

Nivel de calidad

Ensayo

≥96.0% (HPLC)

Formulario

powder

fluorescencia

λex 251 nm; λem 363 nm
λex 274 nm; λem 363 nm (With Calcium)

grupo funcional

amine
carboxylic acid

temp. de almacenamiento

2-8°C

cadena SMILES

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)

Clave InChI

FTEDXVNDVHYDQW-UHFFFAOYSA-N

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Descripción general

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

Aplicación

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

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

dust mask type N95 (US), Eyeshields, Gloves


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Chi-Ting Horng et al.
The Chinese journal of physiology, 58(1), 1-8 (2015-02-18)
Methoxychlor, an organochlorine pesticide, is thought to be an endocrine disrupter that affects Ca²⁺ homeostasis and cell viability in different cell models. This study explored the action of methoxychlor on cytosolic free Ca²⁺ concentrations ([Ca²⁺]i) and apoptosis in HA59T human
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
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
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)
Koyel X Bhattacharyya et al.
Dalton transactions (Cambridge, England : 2003), 41(47), 14257-14264 (2012-10-06)
This paper describes a new series of organometallic water-soluble chelators combining a redox moiety (ferrocene) and a selective Ca2+ chelator (BAPTA) separated by an ethynyl bridge. We report the synthesis and characterization of organometallic derivatives of the BAPTA chelator featuring

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