66400-09-7Relevant articles and documents
A Comprehensive Study of the Ca2+ Ion Binding of Fluorescently Labelled BAPTA Analogues
Csomos, Attila,Kontra, Bence,Jancsó, Attila,Galbács, Gábor,Deme, Ruth,Kele, Zoltán,Rózsa, Balázs József,Kovács, Ervin,Mucsi, Zoltán
, p. 5248 - 5261 (2021/10/19)
Since its development, the ionophore BAPTA (1,2-bis(2-aminophenoxy)-ethane-N,N,N’,N’-tetraacetic acid) has been used unchanged in calcium sensing applications. In this work we present a comprehensive experimental and theoretical study of novel alterations in the structure of BAPTA, with a focus on the systematic modification of the chain connecting the two aromatic rings of the molecule (denoted as “linker”). A bis-(diethylamino)xantene fluorophore was also attached to the structures in a fixed position and the structure-fluorescence response relationship of these molecules was investigated in addition. The effect of the linker's length, the number of oxygen atoms in this chain and even the removal of one of the rings was tested; these all proved to significantly alter the characteristics of the compounds. For example, it was found that the second aromatic ring of BAPTA is not essential for the turn-on of the fluorescence. We also demonstrated that successful sensing can be realized even by replacing the chain with a single oxygen atom, which suggests the availability of a new calcium binding mode of the chelator. The reliable turn-on characteristic, the steep Ca2+ fluorescence titration curve and the intense fluorescence emission combine to make this compound a prospective candidate as a calcium sensing molecular probe in diagnostic neurobiological applications.
Synthesis, characterization, tautomerism and theoretical study of some new Schiff base derivatives
Türkolu, Gülen,Berber, Halil,Dal, Hakan,?retir, Cemil
, p. 1573 - 1583 (2011/10/03)
New Schiff base derivatives were prepared by the condensation of 5-chloro and 5-bromo salicylaldehyde with bis(o-aminophenol)ethers. Five bis(o-nitrophenol)ether compounds were synthesized using some ditosylate, 1,3-dibromopropane and 1,4-dibromobuthane w
SYNTHESIS OF BAPTA-AM ANALOGUES CAPABLE OF ENHANCING THE VASCULAR PRODUCTION OF PROSTACYCLIN
Heilporn, S.,Broeders, F.,Daloze, D.,Braekman, J. C.,Boeynaems, J. M.
, p. 309 - 320 (2007/10/02)
About 30 analogues of BAPTA-AM, a potential antithrombotic agent, have been synthesized and tested for their effect on the production of prostacyclin.None of them was found to be a better enhancher of the production of prostacyclin by aortic endothelial cells than BAPTA-AM itself.The enhancing effect can be produced by compounds unable to chelate Ca2+, thus confirming that it is not related to their buffering capacity for free Ca2+.
Structural Effect on Chelation Selectivity of Alkaline Earth Metal Ions with Aminopolycarboxylate-Type Chelators
Kimura, Takahide,Maruyama, Tetsushi,Okamura, Mutsuo,Sugiyama, Takashi,Ando, Takashi,Ohno, Atsuyoshi
, p. 1615 - 1621 (2007/10/02)
Two derivatives of 1,2-bis(o-aminophenoxy)ethane-N,N,N',N'-tetraacetic acid (H4bapta), in which the distance between the chelating functions is changed, have been synthesized.The structure-interaction relationships of their complexation behavior with alka
Macroheterocycles with an Endocyclic Azo-Group. 1. Tetraazamacrocycles Obtained from Resorcinol
Sultanov, A. V.,Savvin, S. B.
, p. 106 - 109 (2007/10/02)
High-dilution azocoupling of bisdiazotized bis-(2-aminophenyl)oligooxa (or thia)alkanes with resorcinol gives tetraazamacrocycles with two endocyclic azogroups.It is shown that azocoupling occurs exclusively at the 2- and 4-positions of the resorcinol ring.