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Article Dans Une Revue Organic & Biomolecular Chemistry Année : 2017

Synthetic water soluble di-/tritopic molecular receptors exhibiting Ca2+/Mg2+ exchange

Résumé

Structural integration of two synthetic water soluble receptors for Ca2+ and Mg2+, namely 1,2-bis(2-aminophenoxy) ethane-N, N, N', N'-tetraacetic acid (BAPTA) and o-aminophenol-N, N, O-triacetic acid (APTRA), respectively, gave novel di- and tritopic ionophores (1 and 2). As Mg2+ and Ca2+ cannot be simultaneously complexed by the receptors, allosteric control of complexation results. Potentiometric measurements established stepwise protonation constants and showed high affinity for Ca2+ (log K = 6.08 and 8.70 for 1 and 2, respectively) and an excellent selectivity over Mg2+ (log K = 3.70 and 5.60 for 1 and 2, respectively), which is compatible with magnesium-calcium ion exchange. While ion-exchange of a single Mg2+ for a single Ca2+ is possible in both 1 and 2, the simultaneous binding of two Mg2+ by 2 appears prohibitive for replacement of these two ions by a single Ca2+. Ion-binding and exchange was further rationalized by DFT calculations.
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Dates et versions

hal-01600881 , version 1 (02-10-2017)

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Aurélie Lavie-Cambot, Arnaud Tron, Aurelien Ducrot, Frederic Castet, Brice Kauffmann, et al.. Synthetic water soluble di-/tritopic molecular receptors exhibiting Ca2+/Mg2+ exchange. Organic & Biomolecular Chemistry, 2017, 15 (20), pp.4367-4374. ⟨10.1039/c6ob02732f⟩. ⟨hal-01600881⟩
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