Synthesis of a far-red fluorophore and its use as an esterase probe in living cells

Samantha R. Levine; Kimberly E. Beatty

doi:10.1039/c5cc08764c

Synthesis of a far-red fluorophore and its use as an esterase probe in living cells

Samantha R. Levine, Kimberly E. Beatty

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

33 Scopus citations

Abstract

We report the synthesis of a new far-red fluorophore, 1,3-dichloro-7-hydroxy-2H-spiro[acridine-9,1′-cyclohexane]-2′,5′-diene-2,4′-dione (DSACO), which was modified to make two esterase probes: DSACO-2-AME and DSACO-7-AME. Both probes act as "turn-on" substrates for esterases and lipases. DSACO-2-AME exhibited efficient esterase-activated fluorescence inside living cells and is a stable, far-red alternative for the widely-used fluorescein diacetate.

Original language	English (US)
Pages (from-to)	1835-1838
Number of pages	4
Journal	Chemical Communications
Volume	52
Issue number	9
DOIs	https://doi.org/10.1039/c5cc08764c
State	Published - Jan 31 2016

ASJC Scopus subject areas

Electronic, Optical and Magnetic Materials
General Chemistry
Ceramics and Composites
Metals and Alloys
Materials Chemistry
Surfaces, Coatings and Films
Catalysis

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abstract = "We report the synthesis of a new far-red fluorophore, 1,3-dichloro-7-hydroxy-2H-spiro[acridine-9,1′-cyclohexane]-2′,5′-diene-2,4′-dione (DSACO), which was modified to make two esterase probes: DSACO-2-AME and DSACO-7-AME. Both probes act as {"}turn-on{"} substrates for esterases and lipases. DSACO-2-AME exhibited efficient esterase-activated fluorescence inside living cells and is a stable, far-red alternative for the widely-used fluorescein diacetate.",

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AU - Levine, Samantha R.

AU - Beatty, Kimberly E.

N1 - Publisher Copyright: © The Royal Society of Chemistry 2016.

PY - 2016/1/31

Y1 - 2016/1/31

N2 - We report the synthesis of a new far-red fluorophore, 1,3-dichloro-7-hydroxy-2H-spiro[acridine-9,1′-cyclohexane]-2′,5′-diene-2,4′-dione (DSACO), which was modified to make two esterase probes: DSACO-2-AME and DSACO-7-AME. Both probes act as "turn-on" substrates for esterases and lipases. DSACO-2-AME exhibited efficient esterase-activated fluorescence inside living cells and is a stable, far-red alternative for the widely-used fluorescein diacetate.

AB - We report the synthesis of a new far-red fluorophore, 1,3-dichloro-7-hydroxy-2H-spiro[acridine-9,1′-cyclohexane]-2′,5′-diene-2,4′-dione (DSACO), which was modified to make two esterase probes: DSACO-2-AME and DSACO-7-AME. Both probes act as "turn-on" substrates for esterases and lipases. DSACO-2-AME exhibited efficient esterase-activated fluorescence inside living cells and is a stable, far-red alternative for the widely-used fluorescein diacetate.

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JO - Chemical Communications

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Synthesis of a far-red fluorophore and its use as an esterase probe in living cells

Abstract

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