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Lim, Mi Hee
MetalloNeuroChemistry Lab (MNCL)
Research Interests
  • Neurodegenerative disease, small molecule design, network between metal, proteins, and ROS

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Reactivity of Diphenylpropynone Derivatives Toward Metal-Associated Amyloid-beta Species

Cited 15 times inthomson ciCited 10 times inthomson ci
Title
Reactivity of Diphenylpropynone Derivatives Toward Metal-Associated Amyloid-beta Species
Author
Pithadia, Amit S.Kochi, AkikoSoper, Molly T.Beck, Michael W.Liu, YuzhongLee, SanghyunDeToma, Alaina S.Ruotolo, Brandon T.Lim, Mi Hee
Keywords
ALZHEIMERS-DISEASE; NEURODEGENERATIVE DISEASES; MASS-SPECTROMETRY; OXIDATIVE STRESS; AGGREGATION; BINDING; COPPER; ZINC; PERMEABILITY; PROGRAM
Issue Date
2012-12
Publisher
AMER CHEMICAL SOC
Citation
INORGANIC CHEMISTRY, v.51, no.23, pp.12959 - 12967
Abstract
In Alzheimer's disease (AD), metal-associated amyloid-β (metal-Aβ) species have been suggested to be involved in neurotoxicity; however, their role in disease development is still unclear. To elucidate this aspect, chemical reagents have been developed as valuable tools for targeting metal-Aβ species, modulating the interaction between the metal and Aβ, and subsequently altering metal-Aβ reactivity. Herein, we report the design, preparation, characterization, and reactivity of two diphenylpropynone derivatives (DPP1 and DPP2) composed of structural moieties for metal chelation and Aβ interaction (bifunctionality). The interactions of these compounds with metal ions and Aβ species were confirmed by UV-vis, NMR, mass spectrometry, and docking studies. The effects of these bifunctional molecules on the control of in vitro metal-free and metal-induced Aβ aggregation were investigated and monitored by gel electrophoresis and transmission electron microscopy (TEM). Both DPP1 and DPP2 showed reactivity toward metal-Aβ species over metal-free Aβ species to different extents. In particular, DPP2, which contains a dimethylamino group, exhibited greater reactivity with metal-Aβ species than DPP1, suggesting a structure-reactivity relationship. Overall, our studies present a new bifunctional scaffold that could be utilized to develop chemical reagents for investigating metal-Aβ species in AD.
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DOI
10.1021/ic302084g
ISSN
0020-1669
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PHY_Journal Papers
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