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BAPTA

BAPTA (1,2-bis(o-aminophenoxy)ethane-N,N,N′,N′-tetraacetic acid) is an aminopolycarboxylic acid with a high affinity for calcium. It is a white solid. It is used in research to chelate Ca2+, as it behaves similarly to EGTA and EDTA.

Complexation

BAPTA, as its conjugate base, binds calcium ions as a decadentate ligand: : According to X-ray crystallography. the four carboxylates, two amines, and two ether oxygens bind to Ca2+.

There is a range of reported values for the dissociation constant of BAPTA, though 0.2 μM appears consistently. The rate constant for calcium binding is 500 μM−1 s−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.

References

References

  1. (1987). "Calcium complexation with a highly calcium selective chelator: Crystal structure of ca(CaFBAPTA) ·5H2O". Journal of Inorganic Biochemistry.
  2. (15 October 1998). "The endogenous calcium buffer and the time course of transducer adaptation in auditory hair cells.". The Journal of Neuroscience.
  3. (Sep 2021). "A Comprehensive Study of the Ca2+ Ion Binding of Fluorescently Labelled BAPTA Analogues". European Journal of Organic Chemistry.
  4. "Fluorescent Ca2+ Indicators Excited with Visible Light—Section 19.3".
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anilines carboxylic-acids chelating-agents phenol-ethers glycol-ethers
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