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Merck
CN

03780

Ethylene glycol-bis(2-aminoethylether)-N,N,N′,N′-tetraacetic acid

≥98.0% (T)

Synonym(s):

EGTA, Egtazic acid, Ethylene-bis(oxyethylenenitrilo)tetraacetic acid, Glycol ether diamine tetraacetic acid

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About This Item

Linear Formula:
[-CH2OCH2CH2N(CH2CO2H)2]2
CAS Number:
67-42-5
Molecular Weight:
380.35
EC Number:
200-651-2
UNSPSC Code:
12352200
PubChem Substance ID:
329747808
Beilstein/REAXYS Number:
1717370
MDL number:
MFCD00004291

Key Documents

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InChI key

DEFVIWRASFVYLL-UHFFFAOYSA-N

InChI

1S/C14H24N2O10/c17-11(18)7-15(8-12(19)20)1-3-25-5-6-26-4-2-16(9-13(21)22)10-14(23)24/h1-10H2,(H,17,18)(H,19,20)(H,21,22)(H,23,24)

SMILES string

OC(=O)CN(CCOCCOCCN(CC(O)=O)CC(O)=O)CC(O)=O

assay

≥98.0% (T)

mp

241 °C (dec.) (lit.), ~250 °C (dec.)

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Application

A chelating agent useful for the determination of calcium in the presence of magnesium.
Ethylene glycol-bis(2-aminoethylether)-N,N,N′,N′-tetraacetic acid also referred to as EGTA or Egtazic acid is a chelating agent that facilitates the determination of calcium in the presence of magnesium. EGTA has also been used for preparing the cytoskeleton buffer used in whole-mount electron microscopy of the cytoskeleton.

Biochem/physiol Actions

EGTA is an aminopolycarboxylic acid that inhibits the calcium-activated potassium conductance during the hyperpolarization in hippocampal CA3 pyramidal cells. EGTA induces apoptosis in PC12 cells and stimulates (Ca2+-Mg2+)-ATPase in rat liver plasma membranes.
Ethylene glycol-bis(2-aminoethylether)-N,N,N′,N′-tetraacetic acid A is a chelating agent used for the determination of calcium in the presence of magnesium.

Storage Class

13 - Non Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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P A Schwartzkroin et al.
Science (New York, N.Y.), 210(4474), 1125-1126 (1980-12-05)
Intracellular recordings in the hippocampal slice preparation were made with electrodes filled with 0.2 molar potassium EGTA. The purpose was to investigate the role of calcium in mediating afterhyperpolarizations following bursts evoked by intracellular current pulses, arising spontaneously, or induced
R Carini et al.
Biochemical and biophysical research communications, 232(1), 107-110 (1997-03-06)
We have previously shown that an increase of intracellular Na+ occurs in isolated rat hepatocytes undergoing ATP depletion and that Na+ accumulation is associated with an uncontrolled influx of Ca2+ through the activation in reverse mode of the Na+/Ca2+ exchanger.
Effects of EGTA on the calcium-activated afterhyperpolarization in hippocampal CA3 pyramidal cells.
Small, J. Victor
Cell Biol., 3, 285-291 (1998)
L Lindenboim et al.
Journal of neurochemistry, 64(3), 1054-1063 (1995-03-01)
Pheochromocytoma (PC12) cells have been shown to undergo apoptosis (programmed cell death) when deprived of serum and to be rescued by nerve growth factor, fibroblast growth factor, dibutyryl cyclic AMP, aurintricarboxylic acid, or exogenous expression of bcl-2. We show here
Kennedy R Lees et al.
Stroke, 44(3), 580-584 (2013-02-09)
DP-b99, a lipophilic moderate-affinity chelator of zinc, was postulated to improve recovery after acute ischemic stroke. We evaluated the safety and therapeutic effects of DP-b99 in patients with acute hemispheric ischemic stroke. The Membrane-Activated Chelator Stroke Intervention trial was a
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