A red-emitting naphthofluorescein-based fluorescent probe for selective detection of hydrogen peroxide in living cells

Aaron E. Albers; Bryan C. Dickinson; Evan W. Miller; Christopher J. Chang

doi:10.1016/j.bmcl.2008.08.035

A red-emitting naphthofluorescein-based fluorescent probe for selective detection of hydrogen peroxide in living cells

Aaron E. Albers, Bryan C. Dickinson, Evan W. Miller, Christopher J. Chang

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

81 Scopus citations

Abstract

We report the synthesis, properties, and cellular application of Naphtho-Peroxyfluor-1 (NPF1), a new fluorescent indicator for hydrogen peroxide based on a red-emitting naphthofluorescein platform. Owing to its boronate cages, NPF1 features high selectivity for hydrogen peroxide over a panel of biologically relevant reactive oxygen species (ROS), including superoxide and nitric oxide, as well as excitation and emission profiles in the far-red region of the visible spectrum (>600 nm). Flow cytometry experiments in RAW264.7 macrophages establish that NPF1 can report changes in peroxide levels in living cells.

Original language	English (US)
Pages (from-to)	5948-5950
Number of pages	3
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	18
Issue number	22
DOIs	https://doi.org/10.1016/j.bmcl.2008.08.035
State	Published - Nov 15 2008
Externally published	Yes

All Science Journal Classification (ASJC) codes

Biochemistry
Molecular Medicine
Molecular Biology
Pharmaceutical Science
Drug Discovery
Clinical Biochemistry
Organic Chemistry

Keywords

Flow cytometry
Fluorescent probe
Hydrogen peroxide
Naphthofluorescein
Near infrared

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10.1016/j.bmcl.2008.08.035

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title = "A red-emitting naphthofluorescein-based fluorescent probe for selective detection of hydrogen peroxide in living cells",

abstract = "We report the synthesis, properties, and cellular application of Naphtho-Peroxyfluor-1 (NPF1), a new fluorescent indicator for hydrogen peroxide based on a red-emitting naphthofluorescein platform. Owing to its boronate cages, NPF1 features high selectivity for hydrogen peroxide over a panel of biologically relevant reactive oxygen species (ROS), including superoxide and nitric oxide, as well as excitation and emission profiles in the far-red region of the visible spectrum (>600 nm). Flow cytometry experiments in RAW264.7 macrophages establish that NPF1 can report changes in peroxide levels in living cells.",

keywords = "Flow cytometry, Fluorescent probe, Hydrogen peroxide, Naphthofluorescein, Near infrared",

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year = "2008",

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doi = "10.1016/j.bmcl.2008.08.035",

language = "English (US)",

volume = "18",

pages = "5948--5950",

journal = "Bioorganic and Medicinal Chemistry Letters",

issn = "0960-894X",

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TY - JOUR

T1 - A red-emitting naphthofluorescein-based fluorescent probe for selective detection of hydrogen peroxide in living cells

AU - Albers, Aaron E.

AU - Dickinson, Bryan C.

AU - Miller, Evan W.

AU - Chang, Christopher J.

PY - 2008/11/15

Y1 - 2008/11/15

N2 - We report the synthesis, properties, and cellular application of Naphtho-Peroxyfluor-1 (NPF1), a new fluorescent indicator for hydrogen peroxide based on a red-emitting naphthofluorescein platform. Owing to its boronate cages, NPF1 features high selectivity for hydrogen peroxide over a panel of biologically relevant reactive oxygen species (ROS), including superoxide and nitric oxide, as well as excitation and emission profiles in the far-red region of the visible spectrum (>600 nm). Flow cytometry experiments in RAW264.7 macrophages establish that NPF1 can report changes in peroxide levels in living cells.

AB - We report the synthesis, properties, and cellular application of Naphtho-Peroxyfluor-1 (NPF1), a new fluorescent indicator for hydrogen peroxide based on a red-emitting naphthofluorescein platform. Owing to its boronate cages, NPF1 features high selectivity for hydrogen peroxide over a panel of biologically relevant reactive oxygen species (ROS), including superoxide and nitric oxide, as well as excitation and emission profiles in the far-red region of the visible spectrum (>600 nm). Flow cytometry experiments in RAW264.7 macrophages establish that NPF1 can report changes in peroxide levels in living cells.

KW - Flow cytometry

KW - Fluorescent probe

KW - Hydrogen peroxide

KW - Naphthofluorescein

KW - Near infrared

UR - https://www.scopus.com/pages/publications/55249117220

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DO - 10.1016/j.bmcl.2008.08.035

M3 - Article

C2 - 18762422

AN - SCOPUS:55249117220

SN - 0960-894X

VL - 18

SP - 5948

EP - 5950

JO - Bioorganic and Medicinal Chemistry Letters

JF - Bioorganic and Medicinal Chemistry Letters

IS - 22

ER -

A red-emitting naphthofluorescein-based fluorescent probe for selective detection of hydrogen peroxide in living cells

Abstract

All Science Journal Classification (ASJC) codes

Keywords

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