Fluorescent Imaging of β-Amyloid Using BODIPY Based Near-Infrared Off–On Fluorescent Probe

Ren, Wei; Zhang, Jingjing; Cheng, Peng; Xiang, Huaijiang; Chen, Jingjing; Peng, Chengyuan; Zhu, Weiliang; Huang, Ruimin; Zhang, Haiyan; Hu, Youhong

doi:10.1021/acs.bioconjchem.8b00623

Cited by 45 publications

(33 citation statements)

References 37 publications

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“…Ren et al attempted to combine the frameworks of probes 91 and 92 for devising a new NIR fluorescence probe 93 (QAD‐1, Figure A). [ 70 ] The DFT and TDDFT calculations suggested that the tetrahydroquinoxaline moiety could act as an electron donor to cause the electron transit to the HOMO orbital of probe 93 and turn off the fluorescence (Figure 10B), in which thiophene vinyl BODIPY served as the fluorophore group, and tetrahydroquinoxaline acted as the quenching group. The maximum absorption and emission wavelengths of probe 93 in DMSO were 645 and 755 nm, respectively, which were in an excellent NIR range.…”

Section: Alzheimer's Diseasementioning

confidence: 99%

Fluorescent Diagnostic Probes in Neurodegenerative Diseases

et al. 2020

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Both chronic and acute neurodegenerative diseases have been associated with high morbidity and mortality, along with the death of neurons in different areas of the brain, and there are few or no effective curative therapy options for treatment of patients. [3,4] These disorders are a major cause of concern for the health and quality of life in the aging society, since age is the greatest risk factor for neurodegenerative disease. [5] The World Health Organization has predicted that in next 20 years neurodegenerative disease will become the second most common cause of mortality after cardiovascular disease. [6] Neurodegenerative processes begin long before their clinical symptoms are evident, and evolve for years slowly and irreversibly. Hence, there is an urgent need to diagnose neurodegenerative disease as early as possible and to distinguish between different neurodegenerative disorders with shared and unique symptoms to facilitate decision making regarding choice of treatment. Timely diagnosis is important for the adoption of therapeutic modalities in clinical trials prior to moderate dementia exhibition, to appraise and apply antidotes to maximally preserve the cognitive functions or to slow down the course of these disorders. The ability to analyze and identify risk factors for cognitive deficit would represent an extraordinary advancement in the field of dementia. [5] The main modern diagnostic technologies for the early examination of neurodegenerative disease pathology, neuroimaging techniques, include radioligandsbased positron emission tomography (PET), 3D single-photon emission-computed tomography (SPECT), and structural magnetic resonance imaging (MRI). Although PET and SPECT are the most used imaging techniques for neurodegenerative diseases, their application is limited by high cost, involvement of hazardous radiolabeled compounds, need for sophisticated instruments, and application of complex data acquisition and analysis protocols. The MRI technique has relatively low spatial resolution as well as intrinsically poor sensitivity to distinguish morphological differences between disease biomarkers and the surrounding tissue. Recently, fluorescence diagnosis technology has become an attractive and potential alternative to diagnose and probe the progression of neurodegenerative diseases, because of being rapid, noninvasive, sensitive, simple, real-time, low-cost, and high-resolution in nature. [7] There are several uses for Neurodegenerative diseases are debilitating disorders that feature progressive and selective loss of function or structure of anatomically or physiologically associated neuronal systems. Both chronic and acute neurodegenerative diseases are associated with high morbidity and mortality along with the death of neurons in different areas of the brain; moreover, there are few or no effective curative therapy options for treating these disorders. There is an urgent need to diagnose neurodegenerative disease as early as possible, and to distinguish between different disorders with overlap...

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Section: Alzheimer's Diseasementioning

confidence: 99%

Fluorescent Diagnostic Probes in Neurodegenerative Diseases

et al. 2020

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“…QAD-1 exhibited significant fluorescence once bound to soluble and insoluble Aβs with low background signals. In vivo studies demonstrated it could detect Aβ as early as six months in Aβ transgenic mice, suggesting that QAD-1 can be used for the early detection of AD ( Figure 8 ) [ 90 ]. Other NIRF ligands include oxazine derivatives such as AOI987, which readily passed the blood-brain barrier, demonstrated a binding constant of 0.2 μM to aggregated Aβ, and has an absorption and emission maxima at 650 and 670 nm, respectively.…”

Section: Fluorescent Molecular Probes For Ad Detectionmentioning

confidence: 99%

“… In vivo imaging of Aβ using QAD-1 in APPSWE/PSEN 1dE9 transgenic (Tg) and wild-type (WT) mice [ 90 ]. From left to right, images were taken 5 ( a ), 15 ( b ), and 30 ( c ) min after QAD-1 injection.…”

Section: Figurementioning

confidence: 99%

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Molecular Imaging of Fluorinated Probes for Tau Protein and Amyloid-β Detection

et al. 2020

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Alzheimer’s disease (AD) is the most common form of dementia and results in progressive neurodegeneration. The incidence rate of AD is increasing, creating a major public health issue. AD is characterized by neurofibrillary tangles (NFTs) composed of hyperphosphorylated tau protein and senile plaques composed of amyloid-β (Aβ). Currently, a definitive diagnosis of AD is accomplished post-mortem. Thus, the use of molecular probes that are able to selectively bind to NFTs or Aβ can be valuable tools for the accurate and early diagnosis of AD. The aim of this review is to summarize and highlight fluorinated molecular probes that can be used for molecular imaging to detect either NFTs or Aβ. Specifically, fluorinated molecular probes used in conjunction with 19F MRI, PET, and fluorescence imaging will be explored.

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“…The 4,4-Difluoro-4-bora-3 a ,4 a -diaza- s -indacene (BODIPY) dyes have many favorable photophysical properties, such as high extinction coefficient, high fluorescence quantum yields, facile derivatization, and good photostability (Lu et al, 2014; Kowada et al, 2015). They have been investigated intensively as labeling reagents (Cheng et al, 2017), fluorescent switches (Dolan et al, 2017), chemosensor (Ren et al, 2018), and laser dyes (Zhu et al, 2018) in the last three decades. Since the absorption and emission bands of the unmodified BODIPY lie at ca .…”

Section: Introductionmentioning

confidence: 99%

A Highly Selective NIR Fluorescent Turn-on Probe for Hydroxyl Radical and Its Application in Living Cell Images

Song

Shen

2019

Front. Chem.

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A highly selective NIR fluorescent turn-on probe for hydroxyl radical (·OH) has been built up using triphenylphosphine as a reactive-site for ·OH in an energy transfer cassette 2b consisting of 8-2′-(thiophen-2-yl) quinoline ( TQ ) as a donor and 3,5-diphenylphosphinostyryl-substituted BODIPY as an acceptor, which exhibits ca. 317 nm pseudo Stokes' shift due to efficient through-bond energy transfer (up to 169%). The triphenylphosphine substituent of 2b selectively oxidized by ·OH over the other reactive oxygen species (ROS) and the reactive nitrogen species (RNS) resulting in fluorescence enhancement in aqueous solution and in living cells.

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Fluorescent Imaging of β-Amyloid Using BODIPY Based Near-Infrared Off–On Fluorescent Probe

Cited by 45 publications

References 37 publications

Fluorescent Diagnostic Probes in Neurodegenerative Diseases

Fluorescent Diagnostic Probes in Neurodegenerative Diseases

Molecular Imaging of Fluorinated Probes for Tau Protein and Amyloid-β Detection

A Highly Selective NIR Fluorescent Turn-on Probe for Hydroxyl Radical and Its Application in Living Cell Images

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