CAS: 67-42-5
MF: C14H24N2O10
Appearance: white to slightly off-white powder
Description | Ethylenebis(oxyethylenenitrilo)tetraacetic acid (EGTA) is a diether, with ethylene glycol's hydroxy groups replaced by 2-[bis(carboxymethyl)amino]ethyl groups. |
Function | Ethylenebis(oxyethylenenitrilo)tetraacetic acid (EGTA) acts as a calcium chelator, protecting against cell death caused by nitric oxide-induced calcium influx into nerve cells. |
Comparison with EDTA | Studies in rats showed that both EGTA and EDTA influence calcium and phosphorus excretion. Unlike EDTA, EGTA does not increase hydroxyproline excretion, suggesting a specific role in calcium chelation. |
Metal Ion Interaction | In studies with Euphorbia lathyris, EGTA enhanced biosynthesis of triterpenols and fatty acid esters when used as a metal ion chelator. |
Safety Profile |
Poison by intraperitoneal route. Moderately toxic by ingestion. When heated to decomposition it emits toxic fumes of NOx. See also GLYCOL ETHERS. |
Purification Methods |
Dissolve EGTA in aqueous NaOH, precipitate it by adding aqueous HCl, wash it with water and dry at 100o in vacuo.[Beilstein 4 IV 217.] |
Toxicity | Poisonous when administered by intraperitoneal route; moderately toxic if ingested. |
InChI:InChI=1/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)/p-2
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To determine whether the changes induced by sodium EDTA are due to lowering of plasma calcium, rats were infused with 4.84 mM ethylenebis(oxyethylenenitrilo)tetraacetic acid (EGTA), a more specific calcium chelator. EGTA increased the urinary excretion of calcium and phosphorus (P<0.001) but not hydroxyproline in thyroparathyroidectomized rats.
Conditions for improved incorporation were determined. CaCl2 or CaCl2 plus MnCl2 stimulated biosynthesis, and the metal ion chelator, ethylenebis(oxyethylenenitrilo)tetraacetic acid (EGTA) enhanced stimulation. Ethylenediaminetetraacetic acid was almost as effective as EGTA, but phthalic acid and citric acid were relatively poor stimulators.
3,6-dioxa-1,8-diaminooctane
chloroacetic acid
ethylene glycol-bis(2-aminoethyl)-N,N,N'N,'-tetraacetic acid
Conditions | Yield |
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With sodium hydroxide;
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ethylene glycol-bis(2-aminoethyl)-N,N,N'N,'-tetraacetic acid
Conditions | Yield |
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3,6-dioxa-1,8-diaminooctane
chloroacetic acid
formaldehyd
carbon dioxide