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Key Documents

E3889

Sigma-Aldrich

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

for molecular biology, ≥97.0%

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
Beilstein:
1717370
EC Number:
MDL number:
UNSPSC Code:
12352106
PubChem Substance ID:
NACRES:
NA.31

grade

for molecular biology

Quality Level

Assay

≥97.0%

form

powder

reaction suitability

reagent type: chelator

loss

≤1.0% loss on drying

mp

241 °C (dec.) (lit.)

foreign activity

DNAse (exonuclease), NICKase (endonuclease), RNAse, and protease, none detected

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

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Application

Ethylene glycol-bis(2-aminoethylether)-N,N,N′,N′-tetraacetic acid has been used:
  • in Dulbecco′s phosphate-buffered saline (DPBS) to induce the weakening of cell-to-cell junctions
  • as an extracellular calcium chelator to study the role of calcium in axonal mitochondria degeneration
  • as a component in lysis buffer for lysing mouse mucosal cells for western blot analysis

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

Biochem/physiol Actions

Ethylene glycol tetraacetic acid (EGTA) can chelate calcium (Ca2+) at a ratio of 1:1. It serves as an anti-coagulant when dissolved at 1 g per 100 ml of blood. EGTA can prevent the vesicular release in the nanodomain of single Ca2+ channels. This metal chelator can inhibit the activity of pseudolysin.
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 Code

11 - Combustible Solids

WGK

WGK 2

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Walter Marcotti et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 34(16), 5505-5514 (2014-04-18)
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David R Whitfield et al.
The American journal of geriatric psychiatry : official journal of the American Association for Geriatric Psychiatry, 23(2), 141-148 (2014-06-24)
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Anita C Bellail et al.
Nature communications, 5, 4234-4234 (2014-06-24)
Ubiquitination governs oscillation of cyclin-dependent kinase (CDK) activity through a periodic degradation of cyclins for orderly cell cycle progression; however, the mechanism that maintains the constant CDK protein levels throughout the cell cycle remains unclear. Here we show that CDK6
Olof Idevall-Hagren et al.
The EMBO journal, 34(17), 2291-2305 (2015-07-24)
The extended synaptotagmins (E-Syts) are ER proteins that act as Ca(2+)-regulated tethers between the ER and the plasma membrane (PM) and have a putative role in lipid transport between the two membranes. Ca(2+) regulation of their tethering function, as well
Yukari Yamane-Sando et al.
MicrobiologyOpen, 3(2), 196-212 (2014-02-11)
Sphingolipids are a family of eukaryotic lipids biosynthesized from sphingoid long-chain bases (LCBs). Sphingolipids are an essential class of lipids, as their depletion results in cell death. However, acute LCB supplementation is also toxic; thus, proper cellular LCB levels should

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