Photoreversible stretching of a BAPTA chelator marshalling Ca-binding in aqueous media.

Beilstein J Org Chem

Institut des Sciences Moléculaires, CNRS UMR 5255, Univ. Bordeaux, 351 cours de la Libération, 33405 Talence, France.

Published: November 2019

Free calcium ion concentration is known to govern numerous biological processes and indeed calcium acts as an important biological secondary messenger for muscle contraction, neurotransmitter release, ion-channel gating, and exocytosis. As such, the development of molecules with the ability to instantaneously increase or diminish free calcium concentrations potentially allows greater control over certain biological functions. In order to permit remote regulation of Ca, a selective BAPTA-type synthetic receptor / host was integrated with a photoswitchable azobenzene motif, which upon photoirradiation would enhance (or diminish) the capacity to bind calcium upon acting on the conformation of the adjacent binding site, rendering it a stronger or weaker binder. Photoswitching was studied in pseudo-physiological conditions (pH 7.2, [KCl] = 100 mM) and dissociation constants for azobenzene - and -isomers have been determined (0.230 μM and 0.102 μM, respectively). Reversible photoliberation/uptake leading to a variation of free calcium concentration in solution was detected using a fluorescent Ca chemosensor.

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Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC6880838PMC
http://dx.doi.org/10.3762/bjoc.15.273DOI Listing

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