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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:
Molecular Weight:
380.35
EC Number:
200-651-2
UNSPSC Code:
12352200
PubChem Substance ID:
Beilstein/REAXYS Number:
1717370
MDL number:
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assay

≥98.0% (T)

mp

241 °C (dec.) (lit.), ~250 °C (dec.)

SMILES string

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

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)

InChI key

DEFVIWRASFVYLL-UHFFFAOYSA-N

Application

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.
A chelating agent useful for the determination of calcium in the presence of magnesium.

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.


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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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Effects of EGTA on the calcium-activated afterhyperpolarization in hippocampal CA3 pyramidal cells.
Small, J. Victor
Cell Biol., 3, 285-291 (1998)
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.
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