Molecular Imaging of β-Amyloid Plaques with Near-Infrared Boron Dipyrromethane (BODIPY)-Based Fluorescent Probes

被引:67
作者
Watanabe, Hiroyuki [1 ]
Ono, Masahiro [1 ]
Matsumura, Kenji [1 ]
Yoshimura, Masashi [1 ]
Kimura, Hiroyuki [1 ]
Saji, Hideo [1 ]
机构
[1] Kyoto Univ, Grad Sch Pharmaceut Sci, Dept Pathofunct Bioanal, Kyoto 6068501, Japan
来源
MOLECULAR IMAGING | 2013年 / 12卷 / 05期
基金
日本学术振兴会;
关键词
IN-VIVO DETECTION; ALZHEIMERS-DISEASE; PET; DERIVATIVES; BRAIN; F-19;
D O I
10.2310/7290.2013.00049
中图分类号
Q5 [生物化学];
学科分类号
071010 ; 081704 ;
摘要
The formation of beta-amyloid (A beta) plaques is a critical neurodegenerative change in Alzheimer disease (AD). We designed and synthesized novel boron dipyrromethane (BODIPY)-based A beta probes (BAPs) and evaluated their utility for near-infrared fluorescence imaging of A beta plaques in the brain. In binding experiments in vitro, BAPs showed high affinity for synthetic A beta aggregates (K-d = 18-149 nM). Furthermore, BAPs clearly stained A beta plaques in sections of Tg2576 mice. In mouse brain tissue, BAPs showed sufficient uptake for optical imaging. In addition, ex vivo fluorescent staining of brain sections from Tg2576 mice after the injection of BAP-2 showed selective binding of A beta plaques with little nonspecific binding. BAPs may be useful as a near-infrared fluorescent probe for imaging A beta plaques.
引用
收藏
页码:338 / 347
页数:10
相关论文
共 44 条
[1]   Amyloid Imaging Using High-Field Magnetic Resonance [J].
Amatsubo, Tomone ;
Yanagisawa, Daijiro ;
Morikawa, Shigehiro ;
Taguchi, Hiroyasu ;
Tooyama, Ikuo .
MAGNETIC RESONANCE IN MEDICAL SCIENCES, 2010, 9 (03) :95-99
[2]   Novel Pentameric Thiophene Derivatives for in Vitro and in Vivo Optical Imaging of a Plethora of Protein Aggregates in Cerebral Amyloidoses [J].
Aslund, Andreas ;
Sigurdson, Christina J. ;
Klingstedt, Therese ;
Grathwohl, Stefan ;
Bolmont, Tristan ;
Dickstein, Dara L. ;
Glimsdal, Eirik ;
Prokop, Stefan ;
Lindgren, Mikael ;
Konradsson, Peter ;
Holtzman, David M. ;
Hof, Patrick R. ;
Heppner, Frank L. ;
Gandy, Samuel ;
Jucker, Mathias ;
Aguzzi, Adriano ;
Hammarstrom, Per ;
Nilsson, K. Peter R. .
ACS CHEMICAL BIOLOGY, 2009, 4 (08) :673-684
[3]   Towards Unimolecular Luminescent Solar Concentrators: Bodipy-Based Dendritic Energy-Transfer Cascade with Panchromatic Absorption and Monochromatized Emission [J].
Bozdemir, O. Altan ;
Erbas-Cakmak, Sundus ;
Ekiz, O. Oner ;
Dana, Aykutlu ;
Akkaya, Engin U. .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2011, 50 (46) :10907-10912
[4]   ANCA: A Family of Fluorescent Probes that Bind and Stain Amyloid Plaques in Human Tissue [J].
Chang, Willy M. ;
Dakanali, Marianna ;
Capule, Christina C. ;
Sigurdson, Christina J. ;
Yang, Jerry ;
T'heodorakis, Emmanuel A. .
ACS CHEMICAL NEUROSCIENCE, 2011, 2 (05) :249-255
[5]   Preclinical Properties of 18F-AV-45: A PET Agent for Aβ Plaques in the Brain [J].
Choi, Seok Rye ;
Golding, Geoff ;
Zhuang, Zhiping ;
Zhang, Wei ;
Lim, Nathaniel ;
Hefti, Franz ;
Benedum, Tyler E. ;
Kilbourn, Michael R. ;
Skovronsky, Daniel ;
Kung, Hank F. .
JOURNAL OF NUCLEAR MEDICINE, 2009, 50 (11) :1887-1894
[6]   Use of Florbetapir-PET for Imaging β-Amyloid Pathology [J].
Clark, Christopher M. ;
Schneider, Julie A. ;
Bedell, Barry J. ;
Beach, Thomas G. ;
Bilker, Warren B. ;
Mintun, Mark A. ;
Pontecorvo, Michael J. ;
Hefti, Franz ;
Carpenter, Alan P. ;
Flitter, Matthew L. ;
Krautkramer, Michael J. ;
Kung, Hank F. ;
Coleman, R. Edward ;
Doraiswamy, P. Murali ;
Fleisher, Adam S. ;
Sabbagh, Marwan N. ;
Sadowsky, Carl H. ;
Reiman, P. Eric M. ;
Zehntner, Simone P. ;
Skovronsky, Daniel M. .
JAMA-JOURNAL OF THE AMERICAN MEDICAL ASSOCIATION, 2011, 305 (03) :275-283
[7]   Clinical Validation of 18F-AZD4694, an Amyloid-β-Specific PET Radioligand [J].
Cselenyi, Zsolt ;
Jonhagen, Maria Eriksdotter ;
Forsberg, Anton ;
Halldin, Christer ;
Julin, Per ;
Schou, Magnus ;
Johnstrom, Peter ;
Varnas, Katarina ;
Svensson, Samuel ;
Farde, Lars .
JOURNAL OF NUCLEAR MEDICINE, 2012, 53 (03) :415-424
[8]   Synthesis and evaluation of novel benzothiazole derivatives based on the bithiophene structure as potential radiotracers for β-amyloid plaques in Alzheimer's disease [J].
Cui, Meng-Chao ;
Li, Zi-Jing ;
Tang, Rui-Kun ;
Liu, Bo-Li .
BIOORGANIC & MEDICINAL CHEMISTRY, 2010, 18 (07) :2777-2784
[9]   Radioiodinated benzimidazole derivatives as single photon emission computed tomography probes for imaging of β-amyloid plaques in Alzheimer's disease [J].
Cui, Mengchao ;
Ono, Masahiro ;
Kimura, Hiroyuki ;
Kawashima, Hidekazu ;
Liu, Bo Li ;
Saji, Hideo .
NUCLEAR MEDICINE AND BIOLOGY, 2011, 38 (03) :313-320
[10]   Synthesis and Structure-Affinity Relationships of Novel Dibenzylideneacetone Derivatives as Probes for β-Amyloid Plaques [J].
Cui, Mengchao ;
Ono, Masahiro ;
Kimura, Hiroyuki ;
Liu, Boli ;
Saji, Hideo .
JOURNAL OF MEDICINAL CHEMISTRY, 2011, 54 (07) :2225-2240