Self-immolative phthalate esters sensitive to hydrogen peroxide and light

Kaitlyn M. Mahoney; Pratik P. Goswami; Aleem Syed; Patrick Kolker; Brian Shannan; Emily A. Smith; Arthur H. Winter

doi:10.1021/jo501900h

Self-immolative phthalate esters sensitive to hydrogen peroxide and light

Kaitlyn M. Mahoney, Pratik P. Goswami, Aleem Syed, Patrick Kolker, Brian Shannan, Emily A. Smith, Arthur H. Winter

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

7 Scopus citations

Abstract

Self-immolative aryl phthalate esters were conjugated with cleavable masking groups sensitive to light and hydrogen peroxide. The phthalate linker releases the fluorescent dye 7-hydroxycoumarin upon exposure to light or H₂O₂, respectively, leading to an increase in fluorescence. The light-sensitive aryl phthalate ester is demonstrated as a pro-fluorophore in cultured S2 cells.

Original language	English (US)
Pages (from-to)	11740-11743
Number of pages	4
Journal	Journal of Organic Chemistry
Volume	79
Issue number	23
DOIs	https://doi.org/10.1021/jo501900h
State	Published - Dec 5 2014
Externally published	Yes

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© 2014 American Chemical Society.

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abstract = "Self-immolative aryl phthalate esters were conjugated with cleavable masking groups sensitive to light and hydrogen peroxide. The phthalate linker releases the fluorescent dye 7-hydroxycoumarin upon exposure to light or H2O2, respectively, leading to an increase in fluorescence. The light-sensitive aryl phthalate ester is demonstrated as a pro-fluorophore in cultured S2 cells.",

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AU - Mahoney, Kaitlyn M.

AU - Goswami, Pratik P.

AU - Syed, Aleem

AU - Kolker, Patrick

AU - Shannan, Brian

AU - Smith, Emily A.

AU - Winter, Arthur H.

PY - 2014/12/5

Y1 - 2014/12/5

N2 - Self-immolative aryl phthalate esters were conjugated with cleavable masking groups sensitive to light and hydrogen peroxide. The phthalate linker releases the fluorescent dye 7-hydroxycoumarin upon exposure to light or H2O2, respectively, leading to an increase in fluorescence. The light-sensitive aryl phthalate ester is demonstrated as a pro-fluorophore in cultured S2 cells.

AB - Self-immolative aryl phthalate esters were conjugated with cleavable masking groups sensitive to light and hydrogen peroxide. The phthalate linker releases the fluorescent dye 7-hydroxycoumarin upon exposure to light or H2O2, respectively, leading to an increase in fluorescence. The light-sensitive aryl phthalate ester is demonstrated as a pro-fluorophore in cultured S2 cells.

UR - https://www.scopus.com/pages/publications/84916212861

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M3 - Article

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JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

IS - 23

ER -

Self-immolative phthalate esters sensitive to hydrogen peroxide and light

Abstract

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