A curcumin-based molecular probe for near-infrared fluorescence imaging of tau fibrils in Alzheimer’s disease

Title
A curcumin-based molecular probe for near-infrared fluorescence imaging of tau fibrils in Alzheimer’s disease
Authors
박광수서유진김미경김경도김윤경추현아정유훈
Keywords
Alzheimer’s disease; tau fibrils; curcumin; near-infrared fluorescence imaging; molecular probe
Issue Date
2015-12
Publisher
Organic & biomolecular chemistry
Citation
VOL 13, 11194-11199
Abstract
In recent years, there has been growing interest in the near-infrared (NIR) fluorescence imaging of tau fibrils for the early diagnosis of Alzheimer’s disease (AD). In order to develop a curcumin-based NIR fluorescent probe for tau fibrils, structural modification of the curcumin scaffold was attempted by combining the following rationales: the curcumin derivative should preserve its binding affinity to tau fibrils, and, upon binding to tau fibrils, the probe should show favorable fluorescence properties. To meet these requirements, we designed a novel curcumin scaffold with various aromatic substituents. Among the series, the curcumin derivative 1c with a (4-dimethylamino-2,6-dimethoxy)phenyl moiety showed a significant change in its fluorescence properties (22.9-fold increase in quantum yield; Kd, 0.77 μM; λem, 620 nm; Φ, 0.32) after binding to tau fibrils. In addition, fluorescence imaging of taugreen fluorescent protein-transfected SHSY-5Y cells with 1c confirmed that 1c detected tau fibrils in live cells.
URI
http://pubs.kist.re.kr/handle/201004/50960
ISSN
14770520
Appears in Collections:
KIST Publication > Article
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