A lysosome-targetable and two-photon fluorescent probe for imaging endogenous β-galactosidase in living ovarian cancer cells

Huang, Jinxin; Li, Nan; Wang, Qianqian; Gu, Yueqing; Wang, Peng

doi:10.1016/j.snb.2017.02.158

Cited by 56 publications

(26 citation statements)

References 23 publications

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“…S12) which was either in the same range or considerably lower (1000-fold) than the previously reported light-up probes. 13,14 From these findings, we inferred that probe βGal-1 displayed readily detectable changes in its fluorescence signature at very low levels of β-gal (5 × 10 -4 U/mL). Thus, the two cell lines aforementioned were treated with HU for 96 h, washed with PBS and finally incubated with 0.1µM βGal-1 for 30 min at 37°C.…”

Section: Limit Of Detectionmentioning

confidence: 86%

“…Novel light-up and ratiometric β-gal, single and two-photon, fluorescent probes displaying large Stokes shift have extensively been sought after. Indeed, Zhang 12 and Jinxin 13 groups developed new β-gal probes based on the 4-hydroxy-1,8naphthalimide core; the fluorescent reporter displayed a strong ICT emission. In 2017, Guoyu et al 14 Despite these significant advances in the design of fluorescent SA-β-gal probes, no reports concerning the real-time monitoring and detection of early to middle stages of cellular senescence has been considered.…”

Section: Introductionmentioning

confidence: 99%

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Development of highly sensitive fluorescent probes for the detection of β-galactosidase activity – application to the real-time monitoring of senescence in live cells

Filho

Dao

Gesson

et al. 2018

Analyst

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We report the development of four novel fluorescent probes to monitor the activity of the β-galactosidase enzyme (β-gal), in vitro and in living cells. The fluorophores are based on a 6-amino-styryl-benzothiazole push-pull core and display a strong ICT emission. The probes encompass the fluorescent motif that is connected to a β-d-galactopyranoside moiety through a self-immolative benzyl carbamate linker (βGal-1-4). The screening of four different fluorophores enabled us to access new light-up and two-band ratiometric reporters. The four probes, βGal-1-4, exhibited an extremely fast response and over 200-fold fluorescence enhancement (βGal-1) following the enzymatic cleavage of the β-d-galactopyranoside unit. This rapid and extremely sensitive response allowed the detection of senescence-associated β-galactosidase (SA-β-gal) activity; a widely used biomarker of senescence. More importantly, βGal-1 also enabled us to monitor, in real-time, the emergence of senescence in live cells, i.e. the phenotypic transformation from normal to senescent cell. These findings underpin the fact that βGal-1 may find useful applications in biomedical research. Importantly, βGal-1 is suitable for epifluorescence and confocal microscopies, and flow cytometry techniques, which are among the most common analytical tools in biology.

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Section: Limit Of Detectionmentioning

confidence: 86%

Section: Introductionmentioning

confidence: 99%

Development of highly sensitive fluorescent probes for the detection of β-galactosidase activity – application to the real-time monitoring of senescence in live cells

Filho

Dao

Gesson

et al. 2018

Analyst

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“…对 β-Gal 的传感机制: 无 β-Gal, P4 的发射带 400～500 nm (λ abs OP ＝360 nm), 460 nm 激发无荧光, 因为 ICT 很弱; 有 β-Gal, P4 的糖苷键被 β-Gal 催化水解, 变成了酚羟基, 在 560 nm 发出强烈荧光(λ abs OP ＝460 nm), 此时 ICT 增强(Eq. 3) [19] . 探针 P4 的性能参数: [6] .…”

Section: 萘二酰亚胺型双光子荧光团unclassified

Two-Photon Fluorescence Probes for Small Biomolecules Imaging

Huang¹,

Chen²,

Li³

et al. 2019

Chin. J. Org. Chem.

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Small molecules (biological small molecules) in vivo are not only in a large number, involving inorganic small molecules, such as SO 2 , H 2 S, NO and CO, and more organic small molecules, such as monosaccharides, oligosaccharides, hormones, coenzymes, glycerol, stimulating factors, regulatory factors, Vitamins, etc., moreover, play an important role in pathology, physiology, and so on. Therefore, it is necessary to observe and monitor small molecules in vivo in real time, and the two-photon fluorescence probe is a necessary tool to achieve this goal. The advantages of two-photon fluorescence probe, such as fixed target (very small dot) excitation, high horizontal and vertical resolution, no photobleaching, no phototoxicity and deep imaging in tissues, and so on, demonstrate its unparalleled superiority. It can be used for dynamic 3D observation and monitoring of biological small molecules in cells or tissues. In this paper, CO, monosaccharide (glucose, β-galactosidase), SO 2 , H 2 S, NO, peroxy (sulfur) compounds, mercaptan/thiophenol, 1 O 2 , formaldehyde, HNO, HclO, O 2 •− and ONOO − two-photon fluorescence probes which have been developed in recent 5 years were reviewed. The sensing mechanisms of these two-photon fluorescence probes were systematically analyzed, and the development and prospect of two-photon fluorescence probes for small biomolecules are prospected.

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“…[3] Of note, fluorescence imaging offers a versatile, biocompatible and non-invasive approach to track and probe cellular organelles [4][5][6] and visualize local physicochemical changes such as the viscosity [7,8] and the pH. [9] Fluorescence imaging also enables the signaling of chemical analytes [10,11] or enzymes [12,13] with the advantages of its high sensitivity, low cost, user friendliness and possible temporal/spatial resolution.…”

Section: Introductionmentioning

confidence: 99%

Visualization of intracellular lipid droplets using lipophilic benzothiazole-based push-pull fluorophores at ultralow concentration

et al. 2019

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In this study we describe the development of new lipophilic and biocompatible benzothiazole-based push-pull fluorophores as potent fluorogenic probes for the specific staining of intracellular lipid droplets (LDs) at ultralow concentration (≤ 100 nM). These new fluorophores, harboring a D-π-A framework featuring an extended π-conjugated spacer, a lipophilic tertiary amine (D) and hydrophobic aryl groups (A), were prepared by an efficient and practical synthetic route. The photophysical studies of these compounds underlined their high polarity sensitivity, characterized by a strong solvatochromic effect and the large Stokes shifts values (λ em 465-630 nm, Δλ up to 6751 cm -1 ). Finally, the in cellulo investigations of D1 revealed its ability to selectivity accumulate in LDs and to allow their remarkable visualization using confocal fluorescence microscopy.

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A lysosome-targetable and two-photon fluorescent probe for imaging endogenous β-galactosidase in living ovarian cancer cells

Cited by 56 publications

References 23 publications

Development of highly sensitive fluorescent probes for the detection of β-galactosidase activity – application to the real-time monitoring of senescence in live cells

Development of highly sensitive fluorescent probes for the detection of β-galactosidase activity – application to the real-time monitoring of senescence in live cells

Two-Photon Fluorescence Probes for Small Biomolecules Imaging

Visualization of intracellular lipid droplets using lipophilic benzothiazole-based push-pull fluorophores at ultralow concentration

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