Dynamics of ion-regulated photoinduced electron transfer in BODIPY-BAPTA conjugates.

Content Provider	Semantic Scholar
Author	Batat, Pinar Vives, Guillaume Bofinger, Robin Chang, Ren-Wei Kauffmann, Brice Oda, Reiko Jonusauskas, Gediminas McClenaghan, Nathan D.
Copyright Year	2012
Abstract	Efficient Ca(2+)-switched fluorescent sensors, where fluorescence output is governed by a light-activated ion-gated electron transfer pathway, can be obtained on combining BODIPY chromophores with a readily oxidized biocompatible and selective BAPTA receptor. Herein we report the synthesis and studies of two such conjugates, which vary in the nature of the spacer separating the two electroactive components, namely none (1) or phenyl (2). Single crystal X-ray crystallography and molecular modelling structures and calculations give information on molecular and electronic structure, while steady-state fluorescence experiments show high Ca(2+)-induced fluorescence enhancement factors of 122 and 23 and K(d) values of 0.50 μM and 0.13 μM for 1 and 2, respectively. Notably, studies of the ultrafast photoinduced processes (through transient absorption spectroscopy) give access to electron transfer dynamics in pseudo-physiological media as well as in a polar non-protic solvent and information about the fate of the excited molecules in the presence and absence of calcium. In water, electron transfer rates as high as 3.3 × 10(12) s(−1) and 8.3 × 10(11) s(−1) are measured for the ion-free, directly connected conjugate and the variant incorporating a phenyl spacer, respectively. This electron transfer pathway is efficiently blocked by the presence of an ion, restoring fluorescence.
Starting Page	A24
Ending Page	A24
Page Count	1
File Format	PDF HTM / HTML
Alternate Webpage(s)	http://www.rsc.org/suppdata/pp/c2/c2pp25130b/c2pp25130b.pdf
PubMed reference number	23243669v1
Volume Number	11
Issue Number	11
Journal	Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology
Language	English
Access Restriction	Open
Subject Keyword	BODIPY Calcium Computed Tomography Scanning Systems Crystallography Fluorescence Immunostimulating conjugate (antigen) Ions Iontophoresis Pseudo brand of pseudoephedrine Spacer Device Component phenyl respiratory electron transport chain process sensor (device)
Content Type	Text
Resource Type	Article