Fluorescence probes to detect lipid-derived radicals

Ken-Ichi Yamada, Fumiya Mito, Yuta Matsuoka, Satsuki Ide, Kazushige Shikimachi, Ayano Fujiki, Daiki Kusakabe, Yuma Ishida, Masataka Enoki, Arisa Tada, Miyuki Ariyoshi, Toshihide Yamasaki, Mayumi Yamato

研究成果: ジャーナルへの寄稿記事

13 引用 (Scopus)

抄録

Lipids and their metabolites are easily oxidized in chain reactions initiated by lipid radicals, forming lipid peroxidation products that include the electrophiles 4-hydroxynonenal and malondialdehyde. These markers can bind cellular macromolecules, causing inflammation, apoptosis and other damage. Methods to detect and neutralize the initiating radicals would provide insights into disease mechanisms and new therapeutic approaches. We describe the first high-sensitivity, specific fluorescence probe for lipid radicals, 2,2,6-Trimethyl-4-(4-nitrobenzo[1,2,5]oxadiazol-7-ylamino)-6-pentylpiperidine-1-oxyl (NBD-Pen). NBD-Pen directly detected lipid radicals in living cells by turn-on fluorescence. In a rat model of hepatic carcinoma induced by diethylnitrosamine (DEN), NBD-Pen detected lipid radical generation within 1 h of DEN administration. The lipid radical scavenging moiety of NBD-Pen decreased inflammation, apoptosis and oxidative stress markers at 24 h after DEN, and liver tumor development at 12 weeks. Thus, we have developed a novel fluorescence probe that provides imaging information about lipid radical generation and potential therapeutic benefits in vivo.

元の言語英語
ページ(範囲)608-613
ページ数6
ジャーナルNature Chemical Biology
12
発行部数8
DOI
出版物ステータス出版済み - 8 1 2016

Fingerprint

Fluorescence
Lipids
Diethylnitrosamine
Apoptosis
Inflammation
Liver
Malondialdehyde
Lipid Peroxidation
Oxidative Stress
Carcinoma
Therapeutics
Neoplasms

All Science Journal Classification (ASJC) codes

  • Molecular Biology
  • Cell Biology

これを引用

Yamada, K-I., Mito, F., Matsuoka, Y., Ide, S., Shikimachi, K., Fujiki, A., ... Yamato, M. (2016). Fluorescence probes to detect lipid-derived radicals. Nature Chemical Biology, 12(8), 608-613. https://doi.org/10.1038/nchembio.2105

Fluorescence probes to detect lipid-derived radicals. / Yamada, Ken-Ichi; Mito, Fumiya; Matsuoka, Yuta; Ide, Satsuki; Shikimachi, Kazushige; Fujiki, Ayano; Kusakabe, Daiki; Ishida, Yuma; Enoki, Masataka; Tada, Arisa; Ariyoshi, Miyuki; Yamasaki, Toshihide; Yamato, Mayumi.

:: Nature Chemical Biology, 巻 12, 番号 8, 01.08.2016, p. 608-613.

研究成果: ジャーナルへの寄稿記事

Yamada, K-I, Mito, F, Matsuoka, Y, Ide, S, Shikimachi, K, Fujiki, A, Kusakabe, D, Ishida, Y, Enoki, M, Tada, A, Ariyoshi, M, Yamasaki, T & Yamato, M 2016, 'Fluorescence probes to detect lipid-derived radicals', Nature Chemical Biology, 巻. 12, 番号 8, pp. 608-613. https://doi.org/10.1038/nchembio.2105
Yamada, Ken-Ichi ; Mito, Fumiya ; Matsuoka, Yuta ; Ide, Satsuki ; Shikimachi, Kazushige ; Fujiki, Ayano ; Kusakabe, Daiki ; Ishida, Yuma ; Enoki, Masataka ; Tada, Arisa ; Ariyoshi, Miyuki ; Yamasaki, Toshihide ; Yamato, Mayumi. / Fluorescence probes to detect lipid-derived radicals. :: Nature Chemical Biology. 2016 ; 巻 12, 番号 8. pp. 608-613.
@article{5d1b70cb043b4b2ea6aa4ed235289694,
title = "Fluorescence probes to detect lipid-derived radicals",
abstract = "Lipids and their metabolites are easily oxidized in chain reactions initiated by lipid radicals, forming lipid peroxidation products that include the electrophiles 4-hydroxynonenal and malondialdehyde. These markers can bind cellular macromolecules, causing inflammation, apoptosis and other damage. Methods to detect and neutralize the initiating radicals would provide insights into disease mechanisms and new therapeutic approaches. We describe the first high-sensitivity, specific fluorescence probe for lipid radicals, 2,2,6-Trimethyl-4-(4-nitrobenzo[1,2,5]oxadiazol-7-ylamino)-6-pentylpiperidine-1-oxyl (NBD-Pen). NBD-Pen directly detected lipid radicals in living cells by turn-on fluorescence. In a rat model of hepatic carcinoma induced by diethylnitrosamine (DEN), NBD-Pen detected lipid radical generation within 1 h of DEN administration. The lipid radical scavenging moiety of NBD-Pen decreased inflammation, apoptosis and oxidative stress markers at 24 h after DEN, and liver tumor development at 12 weeks. Thus, we have developed a novel fluorescence probe that provides imaging information about lipid radical generation and potential therapeutic benefits in vivo.",
author = "Ken-Ichi Yamada and Fumiya Mito and Yuta Matsuoka and Satsuki Ide and Kazushige Shikimachi and Ayano Fujiki and Daiki Kusakabe and Yuma Ishida and Masataka Enoki and Arisa Tada and Miyuki Ariyoshi and Toshihide Yamasaki and Mayumi Yamato",
year = "2016",
month = "8",
day = "1",
doi = "10.1038/nchembio.2105",
language = "English",
volume = "12",
pages = "608--613",
journal = "Nature Chemical Biology",
issn = "1552-4450",
publisher = "Nature Publishing Group",
number = "8",

}

TY - JOUR

T1 - Fluorescence probes to detect lipid-derived radicals

AU - Yamada, Ken-Ichi

AU - Mito, Fumiya

AU - Matsuoka, Yuta

AU - Ide, Satsuki

AU - Shikimachi, Kazushige

AU - Fujiki, Ayano

AU - Kusakabe, Daiki

AU - Ishida, Yuma

AU - Enoki, Masataka

AU - Tada, Arisa

AU - Ariyoshi, Miyuki

AU - Yamasaki, Toshihide

AU - Yamato, Mayumi

PY - 2016/8/1

Y1 - 2016/8/1

N2 - Lipids and their metabolites are easily oxidized in chain reactions initiated by lipid radicals, forming lipid peroxidation products that include the electrophiles 4-hydroxynonenal and malondialdehyde. These markers can bind cellular macromolecules, causing inflammation, apoptosis and other damage. Methods to detect and neutralize the initiating radicals would provide insights into disease mechanisms and new therapeutic approaches. We describe the first high-sensitivity, specific fluorescence probe for lipid radicals, 2,2,6-Trimethyl-4-(4-nitrobenzo[1,2,5]oxadiazol-7-ylamino)-6-pentylpiperidine-1-oxyl (NBD-Pen). NBD-Pen directly detected lipid radicals in living cells by turn-on fluorescence. In a rat model of hepatic carcinoma induced by diethylnitrosamine (DEN), NBD-Pen detected lipid radical generation within 1 h of DEN administration. The lipid radical scavenging moiety of NBD-Pen decreased inflammation, apoptosis and oxidative stress markers at 24 h after DEN, and liver tumor development at 12 weeks. Thus, we have developed a novel fluorescence probe that provides imaging information about lipid radical generation and potential therapeutic benefits in vivo.

AB - Lipids and their metabolites are easily oxidized in chain reactions initiated by lipid radicals, forming lipid peroxidation products that include the electrophiles 4-hydroxynonenal and malondialdehyde. These markers can bind cellular macromolecules, causing inflammation, apoptosis and other damage. Methods to detect and neutralize the initiating radicals would provide insights into disease mechanisms and new therapeutic approaches. We describe the first high-sensitivity, specific fluorescence probe for lipid radicals, 2,2,6-Trimethyl-4-(4-nitrobenzo[1,2,5]oxadiazol-7-ylamino)-6-pentylpiperidine-1-oxyl (NBD-Pen). NBD-Pen directly detected lipid radicals in living cells by turn-on fluorescence. In a rat model of hepatic carcinoma induced by diethylnitrosamine (DEN), NBD-Pen detected lipid radical generation within 1 h of DEN administration. The lipid radical scavenging moiety of NBD-Pen decreased inflammation, apoptosis and oxidative stress markers at 24 h after DEN, and liver tumor development at 12 weeks. Thus, we have developed a novel fluorescence probe that provides imaging information about lipid radical generation and potential therapeutic benefits in vivo.

UR - http://www.scopus.com/inward/record.url?scp=84978880940&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=84978880940&partnerID=8YFLogxK

U2 - 10.1038/nchembio.2105

DO - 10.1038/nchembio.2105

M3 - Article

VL - 12

SP - 608

EP - 613

JO - Nature Chemical Biology

JF - Nature Chemical Biology

SN - 1552-4450

IS - 8

ER -