14510
1,2-Bis(2-aminophenoxy)ethane-N,N,N′,N′-tetraacetic acid
≥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:
Molecular Weight:
476.43
Beilstein:
5192406
MDL number:
UNSPSC Code:
12352112
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
Assay
≥96.0% (HPLC)
form
powder
fluorescence
λex 251 nm; λem 363 nm
λex 274 nm; λem 363 nm (With Calcium)
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
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
Storage Class Code
11 - 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
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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
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)
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
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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