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Synthesis and characterization of cell-permeant 6-nitrodibenzofuranyl-caged IP3

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Abstract

We have synthesized in a 6-nitrodibenzofuranyl (NDBF) derivative of inositol-1,4,5-trisphosphate (IP3) for efficient two-photon uncaging in living cells. As its hexakis acetoxymethyl ester, this caged compound may be applied at low concentration to the extracellular milieu to load the intact astrocytes in acutely isolated brain slices from the mouse cortex. Two-photon irradiation of single astrocytes evoked intracellular calcium signals that required 10% of the energy dosage compared to nitroveratyl (NV)-IP3. Since NDBF-IP3 has a 5-fold higher quantum yield than NV-IP3, these data imply that photolysis of the new NDBF caged compound mobilized intracellular calcium about twice as efficiently as the NV cage.

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Authors and Affiliations

  1. Department of Neuroscience, Mount Sinai School of Medicine, New York, NY, 10029, USA

    Srinivas Kantevari, Yossi Buskila & Graham C. R. Ellis-Davies

  2. Current address: Organic Chemistry Division II, Indian Institute of Chemical Technology, Hyderabad, 500007, India

    Srinivas Kantevari

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  1. Srinivas Kantevari
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  2. Yossi Buskila
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  3. Graham C. R. Ellis-Davies
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Correspondence to Graham C. R. Ellis-Davies.

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Kantevari, S., Buskila, Y. & Ellis-Davies, G.C.R. Synthesis and characterization of cell-permeant 6-nitrodibenzofuranyl-caged IP3. Photochem Photobiol Sci 11, 508–513 (2012). https://doi.org/10.1039/c1pp05155e

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