Structure via PubChem · Public domain (PubChem)
egtazic acid
Sign in to saveAlso known as Ethylene glycol tetraacetic acid, EGTA, ethylene glycol bis(beta-aminoethyl ether)-N,N,N',N'-tetraacetic acid, ethylene glycol-O,O'-bis(2-aminoethyl)-N,N,N',N'-tetraacetic acid, [ethylenebis(oxyethylenenitrilo)]tetraacetic acid, 3,12-bis(carboxymethyl)-6,9-dioxa-3,12-diazatetradecanedioic acid, H4egta
EGTA ('ethylene glycol-bis(β-aminoethyl ether)-N,N,N′,N′-tetraacetic acid), also known as egtazic acid' (INN, USAN), is an aminopolycarboxylic acid, a chelating agent. It is a white solid that is related to the better known EDTA. Compared to EDTA, it has a lower affinity for magnesium, making it more selective for calcium ions. It is useful in buffer solutions that resemble the environment in living cells where calcium ions are usually at least a thousandfold less concentrated than magnesium.
Chemical data
- Formula
- C14H24N2O10
- Molecular weight
- 380.35 g/mol
- IUPAC name
- 2-[2-[2-[2-[bis(carboxymethyl)amino]ethoxy]ethoxy]ethyl-(carboxymethyl)amino]acetic acid
- SMILES
- C(COCCOCCN(CC(=O)O)CC(=O)O)N(CC(=O)O)CC(=O)O
- InChIKey
- DEFVIWRASFVYLL-UHFFFAOYSA-N
- XLogP
- -6.2
- Polar surface area
- 174 Ų
- H-bond donors
- 4
- H-bond acceptors
- 12
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 2
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
10,128 papers- Democratizing calcium visualization.The Journal of biological chemistry · 2021
- DP-b99 (D-Pharm).Current opinion in investigational drugs (London, England : 2000) · 2004
- Antipyretic action of dexamethasone on egtazic acid-induced fever in rabbits.Sheng li xue bao : [Acta physiologica Sinica] · 1999
- Trends in neuroprotection.Archivos de la Sociedad Espanola de Oftalmologia · 2002
- EGTA.Computers in biology and medicine · 1987
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 380.143
Show 4 more facts
- chemical formula
- C₁₄H₂₄N₂O₁₀
- canonical SMILES
- C(COCCOCCN(CC(=O)O)CC(=O)O)N(CC(=O)O)CC(=O)O
- subject has role
- antidote
- Commons category
- EGTA
via Wikidata · CC0
~1 min read
Encyclopedic overview
2 sectionsContents
- See also
- References
EGTA ('ethylene glycol-bis(β-aminoethyl ether)-N,N,N′,N′-tetraacetic acid), also known as egtazic acid' (INN, USAN), is an aminopolycarboxylic acid, a chelating agent. It is a white solid that is related to the better known EDTA. Compared to EDTA, it has a lower affinity for magnesium, making it more selective for calcium ions. It is useful in buffer solutions that resemble the environment in living cells where calcium ions are usually at least a thousandfold less concentrated than magnesium.
The pKa for binding of calcium ions by tetrabasic EGTA is 11.00, but the protonated forms do not significantly contribute to binding, so at pH 7, the apparent pKa becomes 6.91. See Qin et al. for an example of a pKa calculation.
Excerpted from Wikipedia’s “egtazic acid” article, available under the CC BY-SA 4.0 licence.
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via Wikidata sitelinks · CC0