BAPTA
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BAPTA | |
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IUPAC name | 1,2-bis(o-aminophenoxy)ethane- N,N,N',N'-tetraacetic acid |
Identifiers | |
CAS number | [85233-19-8] |
PubChem | |
Properties | |
Molecular formula | C22H24N2O10 |
Molar mass | 476.433 |
Density | 1.494 g/cm3 |
Melting point |
177-179 °C |
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox disclaimer and references |
BAPTA (1,2-bis(o-aminophenoxy)ethane-N,N,N',N'-tetraacetic acid) is a calcium-specific chelator. 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, or other metal ions. Recent studies have demonstrated that the BAPTA moiety actually binds to zinc ions with a substantially higher affinity than calcium.[1] Interestingly, it appears that the assumption of the chelator's calcium preference may have contributed to evidence for the role of calcium ions as causal agents in ischemia (stroke), and brain trauma. Based on this evidence, pharmacological agents en masse have been designed and synthesized, yet have met with little success.
There are a range of reported values for the dissociation constant of BAPTA, though 0.2 microM appears consistently [1]. The rate constant for calcium binding is 500 uM/s [2].
[edit] References
- ^ Hyrc KL, Bownik JM, and Goldberg MP (2005). "Ionic selectivity of low affinity ratiometric calcium indicators: mag-fura-2, fura-2FF and BTC". Cell Calcium 27: 75-86.