Picomolar-sensitive beta-amyloid fibril fluorophores by tailoring the hydrophobicity of biannulated pi-elongated dioxaborine-dyes
- Authors
- An, Jusung; Verwilst, Peter; Aziz, Hira; Shin, Jinwoo; Lim, Sungsu; Kim, Ilwha; Kim, Yun Kyung; Kim, Jong Seung
- Issue Date
- 7월-2022
- Publisher
- KEAI PUBLISHING LTD
- Keywords
- beta-Amyloid; Small-molecular fluorescent probe; Dioxaborine-dye; Hydrophobicity tailoring; Alzheimer' s disease
- Citation
- BIOACTIVE MATERIALS, v.13, pp.239 - 248
- Indexed
- SCIE
SCOPUS
- Journal Title
- BIOACTIVE MATERIALS
- Volume
- 13
- Start Page
- 239
- End Page
- 248
- URI
- https://scholar.korea.ac.kr/handle/2021.sw.korea/139317
- DOI
- 10.1016/j.bioactmat.2021.10.047
- ISSN
- 2452-199X
- Abstract
- The pathological origin of Alzheimer's disease (AD) is still shrouded in mystery, despite intensive worldwide research efforts. The selective visualization of beta-amyloid (A beta), the most abundant proteinaceous deposit in AD, is pivotal to reveal AD pathology. To date, several small-molecule fluorophores for A beta species have been developed, with increasing binding affinities. In the current work, two organic small-molecule dioxaborine-derived fluo-rophores were rationally designed through tailoring the hydrophobicity with the aim to enhance the binding affinity for A beta 1-42 fibrils-while concurrently preventing poor aqueous solubility-via biannulate donor motifs in D-pi-A dyes. An unprecedented sub-nanomolar affinity was found (K-d = 0.62 +/- 0.33 nM) and applied to super-sensitive and red-emissive fluorescent staining of amyloid plaques in cortical brain tissue ex vivo. These fluo-rophores expand the dioxaborine-curcumin-based family of A beta-sensitive fluorophores with a promising new imaging agent.
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