A Novel Near-infrared Fluorescent Probe for Detection of Aβ40 Aggregates

XU Yun-ze; YAO Yu-si; LYU Guang-lei; LI Chun-xia

doi:10.37188/CJL.20220228

您当前的位置：

首页 >

文章列表页 >

A Novel Near-infrared Fluorescent Probe for Detection of Aβ40 Aggregates

Luminescence Applications and Interdisciplinary Fields | 更新时间：2023-10-27

- A Novel Near-infrared Fluorescent Probe for Detection of Aβ40 Aggregates
  增强出版
- Chinese Journal of Luminescence Vol. 43, Issue 10, Pages: 1620-1627(2022)
- 作者机构：
  
  1.山东大学前沿交叉科学青岛研究院，分子科学与工程研究院，山东青岛　266237
  2.浙江师范大学化学与生命科学学院，浙江金华　321004
- 作者简介：
- 基金信息：
  
  National Natural Science Foundation of China(51872263);Zhejiang Provincial Natural Science Foundation of China(LZ19E020001);Taishan Scholars Project(LQ19B050003)
- DOI：10.37188/CJL.20220228
  CLC： TP394.1;TH691.9
- Published：05 October 2022，
  
  Received：05 June 2022，
  
  Revised：18 June 2022，
- 稿件说明：
移动端阅览
徐蕴泽,尧雨斯,吕光磊等.一种新型近红外荧光探针用于Aβ40聚集体的检测[J].发光学报,2022,43(10):1620-162710.37188/CJL.20220228.

XU Yun-ze,YAO Yu-si,LYU Guang-lei,et al.A Novel Near-infrared Fluorescent Probe for Detection of Aβ40 Aggregates[J].Chinese Journal of Luminescence,2022,43(10):1620-162710.37188/CJL.20220228.
徐蕴泽,尧雨斯,吕光磊等.一种新型近红外荧光探针用于Aβ40聚集体的检测[J].发光学报,2022,43(10):1620-162710.37188/CJL.20220228. DOI：

XU Yun-ze,YAO Yu-si,LYU Guang-lei,et al.A Novel Near-infrared Fluorescent Probe for Detection of Aβ40 Aggregates[J].Chinese Journal of Luminescence,2022,43(10):1620-162710.37188/CJL.20220228. DOI：

摘要

β⁃淀粉样蛋白（Aβ）形成的老年斑块是阿尔茨海默症（Alzheimer's disease，AD）最重要的病理性标志物之一，在AD的发病中起到了非常重要的作用。在AD的发病前期，Aβ40聚集体是最为主要且大量存在的蛋白形式。因此，对Aβ40聚集体的检测有利于实现对AD的早期诊断。本工作设计合成了一种具有D⁃π⁃A结构的小分子近红外荧光探针

⁃

用于Aβ40聚集体的荧光检测。探针

⁃

具有良好的荧光发射波长（

=640 nm），对Aβ40聚集体表现出了较好的结合能力（

=3.072 μmol/L），能够实现在溶液中对Aβ40聚集体的特异性检测。除此之外，该探针合成简单，成本低廉，灵敏度较高，响应速度极快。

Abstract

β-Amyloid（Aβ） senile plaques are one of the most important pathological markers of Alzheimer's disease（AD）， which plays a quite important role in the pathogenesis of AD. In the early stage of AD， Aβ40 aggregates are the most predominant and abundant. Therefore， the detection of Aβ40 aggregates is conducive to the early diagnosis of AD. In this work， a small molecule fluorescent probe

with a D-π-A structure was designed and synthesized for the fluorescence detection of Aβ40 aggregates. The probe

displays superior fluorescence properties（

=640 nm） and shows remarkable binding capacity for Aβ40 aggregates（

=3.072 μmol/L）， enabling the specific detection of Aβ40 aggregates in solution. In addition， the probe has series of advantages， including simple synthesis， low cost， high sensitivity and fast response.

关键词

荧光探针Aβ阿尔茨海默症近红外

Keywords

fluorescent probeAβAlzheimer's diseasenear-infrared （NIR）

references

NASICA-LABOUZE J， NGUYEN P H， STERPONE F， et al. Amyloid β protein and Alzheimer's disease： when computer simulations complement experimental studies ［J］. Chem. Rev.， 2015， 115（9）： 3518-3563. doi: 10.1021/cr500638nhttp://dx.doi.org/10.1021/cr500638n

KEPP K P. Bioinorganic chemistry of Alzheimer's disease ［J］. Chem. Rev.， 2012， 112（10）： 5193-5239. doi: 10.1021/cr300009xhttp://dx.doi.org/10.1021/cr300009x

VERWILST P， KIM H S， KIM S， et al. Shedding light on tau protein aggregation： the progress in developing highly selective fluorophores ［J］. Chem. Soc. Rev.， 2018， 47（7）： 2249-2265. doi: 10.1039/c7cs00706jhttp://dx.doi.org/10.1039/c7cs00706j

STADERINI M， MARTIN M A， BOLOGNESI M L， et al. Imaging of β-amyloid plaques by near infrared fluorescent tracers： a new frontier for chemical neuroscience ［J］. Chem. Soc. Rev.， 2015， 44（7）： 1807-1819. doi: 10.1039/c4cs00337chttp://dx.doi.org/10.1039/c4cs00337c

LV G L， SHEN Y， ZHENG W B， et al. Fluorescence detection and dissociation of amyloid-β species for the treatment of Alzheimer's disease ［J］. Adv. Therap.， 2019， 2（9）： 1900054. doi: 10.1002/adtp.201900054http://dx.doi.org/10.1002/adtp.201900054

姚书帆，尧雨斯，郑武斌，等. 基于亚甲基蓝的近红外荧光探针用于HOCl的特异性检测［J］. 发光学报， 2020， 41（7）： 791-799. doi: 10.37188/fgxb20204107.0791http://dx.doi.org/10.37188/fgxb20204107.0791

YAO S F， YAO Y S， ZHENG W B， et al. Near-infrared fluorescent probe based on methylene blue for specific detection of hypochlorous acid ［J］. Chin. J. Lumin.， 2020， 41（7）： 791-799. （in Chinese）. doi: 10.37188/fgxb20204107.0791http://dx.doi.org/10.37188/fgxb20204107.0791

WANG M， GAO M Z， XU Z D， et al. Synthesis of a PET tau tracer ［11C］PBB3 for imaging of Alzheimer's disease ［J］. Bioorg. Med. Chem. Lett.， 2015， 25（20）： 4587-4592. doi: 10.1016/j.bmcl.2015.08.053http://dx.doi.org/10.1016/j.bmcl.2015.08.053

KIRITSIS C， MAVROIDI B， SHEGANI A， et al. 2-（4'-Aminophenyl）benzothiazole labeled with 99mTc-cyclopentadienyl for imaging β-amyloid plaques ［J］. ACS Med. Chem. Lett.， 2017， 8（10）： 1089-1092. doi: 10.1021/acsmedchemlett.7b00294http://dx.doi.org/10.1021/acsmedchemlett.7b00294

WATANABE H， ONO M， ARIYOSHI T， et al. Novel benzothiazole derivatives as fluorescent probes for detection of β-amyloid and α-synuclein aggregates ［J］. ACS Chem. Neurosci.， 2017， 8（8）： 1656-1662. doi: 10.1021/acschemneuro.6b00450http://dx.doi.org/10.1021/acschemneuro.6b00450

PARK Y D， KINGER M， MIN C， et al. Synthesis and evaluation of curcumin-based near-infrared fluorescent probes for the in vivo optical imaging of amyloid-β plaques ［J］. Bioorgan. Chem.， 2021， 115： 105167. doi: 10.1016/j.bioorg.2021.105167http://dx.doi.org/10.1016/j.bioorg.2021.105167

SI G F， ZHOU S J， XU G Y， et al. A curcumin-based NIR fluorescence probe for detection of amyloid-beta（Aβ） plaques in Alzheimer's disease ［J］. Dyes Pigments， 2019， 163： 509-515. doi: 10.1016/j.dyepig.2018.12.003http://dx.doi.org/10.1016/j.dyepig.2018.12.003

GE Y R， ZENG F T， SUN G F， et al. Curcumin complex analogues as near-infrared fluorescent probes for monitoring all Aβ species in the early Alzheimer's disease model ［J］. ACS Chem. Neurosci.， 2021， 12（19）： 3683-3689. doi: 10.1021/acschemneuro.1c00419http://dx.doi.org/10.1021/acschemneuro.1c00419

RAN C Z， XU X Y， RAYMOND S B， et al. Design， synthesis， and testing of difluoroboron-derivatized curcumins as near-infrared probes for in vivo detection of amyloid-β deposits ［J］. J. Am. Chem. Soc.， 2009， 131（42）： 15257-15261. doi: 10.1021/ja9047043http://dx.doi.org/10.1021/ja9047043

WU J， SHAO C W， YE X L， et al. In vivo brain imaging of amyloid-β aggregates in Alzheimer's disease with a near-infrared fluorescent probe ［J］. ACS Sens.， 2021， 6（3）： 863-870. doi: 10.1021/acssensors.0c01914http://dx.doi.org/10.1021/acssensors.0c01914

ZHANG X L， TIAN Y L， ZHANG C， et al. Near-infrared fluorescence molecular imaging of amyloid beta species and monitoring therapy in animal models of Alzheimer's disease ［J］. Proc. Natl. Acad. Sci. USA， 2015， 112（31）： 9734-9739. doi: 10.1073/pnas.1505420112http://dx.doi.org/10.1073/pnas.1505420112

WANG X L， CHAN H N， DESBOIS N， et al. Multimodal theranostic cyanine-conjugated gadolinium（Ⅲ） complex for in vivo imaging of amyloid-β in an Alzheimer's disease mouse model ［J］. ACS Appl. Mater. Interfaces， 2021， 13（16）： 18525-18532. doi: 10.1021/acsami.1c01585http://dx.doi.org/10.1021/acsami.1c01585

YANG W G， WONG Y， NG O T W， et al. Inhibition of beta-amyloid peptide aggregation by multifunctional carbazole-based fluorophores ［J］. Angew. Chem. Int. Ed.， 2012， 51（8）： 1804-1810. doi: 10.1002/anie.201104150http://dx.doi.org/10.1002/anie.201104150

REN W M， ZHANG J J， PENG C， et al. Fluorescent imaging of β-amyloid using BODIPY based near-infrared off-on fluorescent probe ［J］. Bioconjugate Chem.， 2018， 29（10）： 3459-3466. doi: 10.1021/acs.bioconjchem.8b00623http://dx.doi.org/10.1021/acs.bioconjchem.8b00623

LI Y H， XU D， SUN A Y， et al. Fluoro-substituted cyanine for reliable in vivo labelling of amyloid-β oligomers and neuroprotection against amyloid-β induced toxicity ［J］. Chem. Sci.， 2017， 8（12）： 8279-8284. doi: 10.1039/c7sc03974chttp://dx.doi.org/10.1039/c7sc03974c

LI D M， ZHAO W J， SUN X D， et al. Photophysical properties of coumarin derivatives incorporated in MCM-41 ［J］. Dyes Pigments， 2006， 68（1）： 33-37. doi: 10.1016/j.dyepig.2004.12.015http://dx.doi.org/10.1016/j.dyepig.2004.12.015

SHIN J， VERWILST P， CHOI H， et al. Harnessing intramolecular rotation to enhance two-photon imaging of Aβ plaques through minimizing background fluorescence ［J］. Angew. Chem. Int. Ed.， 2019， 58（17）： 5648-5652. doi: 10.1002/anie.201900549http://dx.doi.org/10.1002/anie.201900549

ZHU B Y， CHENG Y， LI G B， et al. Synthesis and evaluation of styrylpyran fluorophores for noninvasive detection of cerebral β-amyloid deposits ［J］. Bioorg. Med. Chem.， 2016， 24（4）： 827-834. doi: 10.1016/j.bmc.2016.01.004http://dx.doi.org/10.1016/j.bmc.2016.01.004

LV G L， SUN A Y， WANG M Q， et al. A novel near-infrared fluorescent probe for detection of early-stage Aβ protofibrils in Alzheimer's disease ［J］. Chem. Commun.， 2020， 56（11）： 1625-1628. doi: 10.1039/c9cc09233ahttp://dx.doi.org/10.1039/c9cc09233a

FU W， YAN C X， GUO Z Q， et al. Rational design of near-infrared aggregation-induced-emission-active probes： in situ mapping of amyloid-β plaques with ultrasensitivity and high-fidelity ［J］. J. Am. Chem. Soc.， 2019， 141（7）： 3171-3177. doi: 10.1021/jacs.8b12820http://dx.doi.org/10.1021/jacs.8b12820

ZOU K， KIM D， KAKIO A， et al. Amyloid β-protein（Aβ）1-40 protects neurons from damage induced by Aβ1-42 in culture and in rat brain ［J］. J. Neurochem.， 2003， 87（3）： 609-619. doi: 10.1046/j.1471-4159.2003.02018.xhttp://dx.doi.org/10.1046/j.1471-4159.2003.02018.x

张佳楠，常开文，李琼，等. 半导体聚合物纳米荧光探针的制备及生物应用研究进展［J］. 发光学报， 2015， 36（7）： 725-737. doi: 10.3788/fgxb20153607.0725http://dx.doi.org/10.3788/fgxb20153607.0725

ZHANG J N， CHANG K W， LI Q， et al. Preparation， regulation and biological application of fluorescent semiconducting polymer dots ［J］. Chin. J. Lumin.， 2015， 36（7）： 725-737. （in Chinese）. doi: 10.3788/fgxb20153607.0725http://dx.doi.org/10.3788/fgxb20153607.0725

陈俊，冯燕，孟祥明. 一种线粒体靶向香豆素基pH荧光探针合成及性能［J］. 发光学报， 2021， 42（4）： 462-469. doi: 10.37188/CJL.20200363http://dx.doi.org/10.37188/CJL.20200363

CHEN J， FENG Y， MENG X M. Preparation， regulation and biological application of fluorescent semiconducting polymer dots ［J］. Chin. J. Lumin.， 2021， 42（4）： 462-469. （in Chinese）. doi: 10.37188/CJL.20200363http://dx.doi.org/10.37188/CJL.20200363

Views

268

下载量

CSCD

Alert me when the article has been cited

提交

Tools

Publicity Resources

Fluorescent Probe Derived from 2-（2'-Hydroxyphenyl）-Benzothiazole for Hydrogen Peroxide Sensing: Synthesis, Characterization and Application

Construction and Bioimaging of PPi Fluorescent Probes Based on Iron Complexes

Construction and Properties of Colorimetric Zn²⁺ Fluorescent Probe Based on Naphthofuran

Research Progress in Upconversion Nanomaterials for Food Safety Detection

Related Author

Yun-ze XU

Yu-si YAO

Guang-lei LV

Chun-xia LI

SHI Lei

HUANG Ling

HUANG Zejian

LI Donghua

Related Institution

Anan Cosmetics and Healthcare Products Co.， Ltd.

College of Light Chemical Engineering， Guangdong Polytechnic Normal University

College of Chemical Engineering， University of Science and Technology Liaoning

State Key Laboratory of Integrated Optoelectronics， Jilin Key Laboratory on Advanced Gas Sensor， College of Electronic Science and Engineering， Jilin University

Anhui Key Laboratory of Functional Coordination Compounds， School of Chemistry and Chemical Engineering， Anqing Normal University

Address：No.3888 Dong Nanhu Road, Changchun, Jilin, China Postal code：130033
Tel：0431-86176862 Email：fgxbt@126.com
Technical support is provided by Beijing Founder electronics co., LTD 吉ICP备11002662号-17 京公网安备11010802024621
It is recommended to read the content of this site in Chrome&IE9+. Please switch to extreme mode in browser 360.
Cookies We use cookies to help provide and enhance our service and tailor content. By continuing, you agree to the use of cookies.

⁰