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BAPTA (1,2-bis(o-aminophenoxy)ethane-N,N,N′,N′-tetraacetic acid) is a calcium-specific aminopolycarboxylic acid. The presence of four carboxylic acid functional groups makes possible the binding of two calcium ions. The extensive flexibility of the carboxylate ligands is critical to the coordination of calcium and other metal ions. Due to its properties, it is used in research to chelate Ca2+, similarly to EGTA and EDTA.
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Names | |
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Preferred IUPAC name
2,2′,2′′,2′′′-[Ethane-1,2-diylbis(oxy-2,1-phenylenenitrilo)]tetraacetic acid | |
Identifiers | |
3D model (JSmol) |
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ChEBI | |
ChemSpider | |
ECHA InfoCard | 100.157.377 |
PubChem CID |
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UNII | |
CompTox Dashboard (EPA) |
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Properties | |
C22H24N2O10 | |
Molar mass | 476.433 |
Density | 1.494 g/cm3 |
Melting point | 177 to 179 °C (351 to 354 °F; 450 to 452 K) |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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There is a range of reported values for the dissociation constant of BAPTA, though 0.2 μM appears consistently.[1] The rate constant for calcium binding is 500 μM−1 s−1.[1]
BAPTA is a component of some fluorescent calcium ion indicators such as Calcium Green and Oregon Green 488 BAPTA-1 and -2 (OGB-1, OGB2). These indicators change their fluorescence intensity and fluorescence lifetime depending on the calcium ion concentration.[2]
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