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

Srinivas Kantevari; Yossi Buskila; Graham C. R. Ellis-Davies

doi:10.1039/C1PP05155E

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

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

School of Medicine

Research output: Contribution to journal › Article › peer-review

20 Citations (Scopus)

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.

Original language	English
Pages (from-to)	508-513
Number of pages	6
Journal	Photochemical & Photobiological Sciences
Volume	11
Issue number	3
DOIs	https://doi.org/10.1039/C1PP05155E
Publication status	Published - 2012

Keywords

calcium
cells
dichloronitrobenzene

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10.1039/C1PP05155E

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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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AU - Buskila, Yossi

AU - Ellis-Davies, Graham C. R.

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AB - 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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KW - cells

KW - dichloronitrobenzene

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DO - 10.1039/C1PP05155E

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JF - Photochemical & Photobiological Sciences

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ER -

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

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