Novel mitochondria-localizing TEMPO derivative for measurement of cellular oxidative stress in mitochondria

被引:18
作者
Ban, Shizuka [1 ]
Nakagawa, Hidehiko [1 ]
Suzuki, Takayoshi [1 ]
Miyata, Naoki [1 ]
机构
[1] Nagoya City Univ, Grad Sch Pharmaceut Sci, Mizuho Ku, Nagoya, Aichi 4678603, Japan
关键词
fluorescein; redox; electron spin resonance; reactive oxygen species; superoxide; inflammation;
D O I
10.1016/j.bmcl.2007.01.011
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Neurodegenerative disorders, such as Alzheimer's and Parkinson's diseases, and apoptosis, are thought to be associated with oxidative stress affecting mitochondria. In this study, we designed and synthesized a fluorescein-tagged TEMPO derivative, compound 1, with triphenylphosphino moiety. Synthesized 1 localized in mitochondria and detected oxidative stress in an endotoxic model of a mouse macrophage-like cell line. Compound 1 is therefore a potentially useful probe for evaluating oxidative stress in mitochondria. (c) 2007 Elsevier Ltd. All rights reserved.
引用
收藏
页码:2055 / 2058
页数:4
相关论文
共 23 条
[11]   Mitogenic signaling mediated by oxidants in ras-transformed fibroblasts [J].
Irani, K ;
Xia, Y ;
Zweier, JL ;
Sollott, SJ ;
Der, CJ ;
Fearon, ER ;
Sundaresan, M ;
Finkel, T ;
GoldschmidtClermont, PJ .
SCIENCE, 1997, 275 (5306) :1649-1652
[12]   Oxidative stress in Parkinson's disease [J].
Jenner, P .
ANNALS OF NEUROLOGY, 2003, 53 :S26-S36
[13]   Do nitroxide antioxidants act as scavengers of O-2(.-) or as SOD mimics? [J].
Krishna, MC ;
Russo, A ;
Mitchell, JB ;
Goldstein, S ;
Dafni, H ;
Samuni, A .
JOURNAL OF BIOLOGICAL CHEMISTRY, 1996, 271 (42) :26026-26031
[14]   Role of mitochondria in oxidative stress and ageing [J].
Lenaz, G .
BIOCHIMICA ET BIOPHYSICA ACTA-BIOENERGETICS, 1998, 1366 (1-2) :53-67
[15]   Generation of reactive oxygen species by the mitochondrial electron transport chain [J].
Liu, YB ;
Fiskum, G ;
Schubert, D .
JOURNAL OF NEUROCHEMISTRY, 2002, 80 (05) :780-787
[16]   Ascorbic acid decreases oxidant stress in endothelial cells caused by the nitroxide tempol [J].
May, JM ;
Qu, ZC ;
Juliao, S ;
Cobb, CE .
FREE RADICAL RESEARCH, 2005, 39 (02) :195-202
[17]   Induction of superoxide in glioma cell line U87 stimulated with lipopolysaccharide and interferon-γ:: ESR using a new flow-type quartz cell [J].
Nakagawa, H ;
Moritake, T ;
Tsuboi, K ;
Ikota, N ;
Ozawa, T .
FEBS LETTERS, 2000, 471 (2-3) :187-190
[18]   Involvement of oxidative stress in Alzheimer disease [J].
Nunomura, Akihiko ;
Castellani, Rudy J. ;
Zhu, Xiongwei ;
Moreira, Paula I. ;
Perry, George ;
Smith, Mark A. .
JOURNAL OF NEUROPATHOLOGY AND EXPERIMENTAL NEUROLOGY, 2006, 65 (07) :631-641
[19]   Nitroxide-labeled guanine as an ESR spin probe for structural study of DNA [J].
Okamoto, A ;
Inasaki, T ;
Saito, I .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2004, 14 (13) :3415-3418
[20]   Kinetics and mechanism of hydroxyl radical and OH-adduct radical reactions with nitroxides and with their hydroxylamines [J].
Samuni, A ;
Goldstein, S ;
Russo, A ;
Mitchell, JB ;
Krishna, MC ;
Neta, P .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (29) :8719-8724