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1.
J Mater Chem B ; 6(10): 1501-1507, 2018 Mar 14.
Artículo en Inglés | MEDLINE | ID: mdl-32254214

RESUMEN

The morphology of plasma membrane is dynamic and keeps changing in order to maintain its homeostasis. Abnormality in cell membrane shape could be viewed as a sign of unhealthy cells. A lipophilic cyanostilbene derivative (AS2CP-TPA) composed of a hydrophilic pyridinium salt and a hydrophobic triphenylamino group was designed for staining the cell membrane and monitoring membrane morphology under different conditions. Due to strong donor-acceptor interaction and aggregation-induced emission property, AS2CP-TPA emits weak emission in aqueous solution, but it lights up the plasma membrance of HeLa cells with near infrared fluorescence under an excitation wavelength of 460 nm. With merits of high photostability and high specificity to plasma membrane, AS2CP-TPA is capable of long-term monitoring of the morphological changes of cell membrane during Hg2+ and trypsin treatments.

2.
Adv Mater ; 29(15)2017 Apr.
Artículo en Inglés | MEDLINE | ID: mdl-28195448

RESUMEN

The first mitochondrion-anchoring photosensitizer that specifically generates singlet oxygen (1 O2 ) in mitochondria under white light irradiation that can serve as a highly effective radiosensitizer is reported here, significantly sensitizing cancer cells to ionizing radiation. An aggregation-induced emission luminogen (AIEgen), namely DPA-SCP, is rationally designed with α-cyanostilbene as a simple building block to reveal AIE, diphenylamino (DPA) group as a strong electron donating group to benefit red emission and efficient light-controlled 1 O2 generation, as well as a pyridinium salt as the targeting moiety to ensure specific mitochondrial localization. The AIE signature endows DPA-SCP with the capacity to visualize mitochondria in a fluorescence turn-on mode. It is found that under optimized experimental condition, DPA-SCP with white light does not lead to apoptosis/death of cancer cells, whereas provides an elevated 1 O2 environment in the mitochondria. More importantly, increasing intracellular level of 1 O2 originated from mitochondria is demonstrated to be a generic method to enhance the radiosensitivity of cancer cells with a supra-additive synergistic effect of "0 + 1 > 1." Noteworthy is that "DPA-SCP + white light" achieves a high SER10 value of 1.62, which is much larger than that of the most popularly used radiosensitizers, gold nanoparticles (1.19), and paclitaxel (1.32).


Asunto(s)
Mitocondrias , Oro , Nanopartículas del Metal , Fármacos Fotosensibilizantes , Tolerancia a Radiación , Radiación Ionizante
3.
Chem Sci ; 8(10): 7014-7024, 2017 Oct 01.
Artículo en Inglés | MEDLINE | ID: mdl-30155197

RESUMEN

An antibody-AIEgen conjugate is designed and developed as a "turn-on" fluorescent probe for wash-free specific cancer cell imaging. The cetuximab-conjugated AIEgen shows red fluorescence only when it is internalized and accumulated in cancer cells with overexpressed epidermal growth factor receptor through endocytosis. The probe first lights up the lysosomes. After hydrolysis, its residue is accumulated in mitochondria, making them highly emissive with a long cell retention time. Compared with conventional "always-on" fluorescent probes, the antibody-AIEgen conjugate exhibits a very good image contrast during wash-free cancer cell imaging and less interference from normal cells. To the best of our knowledge, this is the first time "turn-on" antibody-AIEgen conjugates have been reported. This new strategy can be further extended to many proteins and water-soluble AIEgens, and many of their potential applications such as real-time tracking of cell dynamics and cancer theranostics will be explored. The present work is expected to inspire more marvellous research in the fields of AIE and cancer imaging.

4.
J Mater Chem B ; 4(15): 2614-2619, 2016 Apr 21.
Artículo en Inglés | MEDLINE | ID: mdl-32263285

RESUMEN

Dynamic visualization of the morphology of membrane-bound organelles offers useful insights for studying various intracellular activities. Fluorescent probes with superior specificity and photostability are desirable for long-term tracking of these processes. In this work, we present the design and synthesis of an α-cyanostilbene derivative, abbreviated as ASCP, with the aggregation-induced emission (AIE) characteristic, and its application in cell imaging. ASCP can simultaneously label mitochondria and nucleolus in live cells with distinct fluorescence, which is demonstrative of a single molecule with dual-colour organelle imaging.

5.
Chem Commun (Camb) ; 51(43): 9022-5, 2015 May 28.
Artículo en Inglés | MEDLINE | ID: mdl-25939788

RESUMEN

An isothiocyanate-functionalized tetraphenylethene is synthesized and used as a fluorescent bioprobe for mitochondrion imaging with high specificity and photostability. The covalent conjugation of the bioprobe to mitochondrial proteins endows it with high resistance to microenvironmental changes, enabling it for real-time monitoring of mitophagy.


Asunto(s)
Técnicas Biosensibles , Colorantes Fluorescentes/química , Mitocondrias/metabolismo , Acetileno/análogos & derivados , Acetileno/síntesis química , Acetileno/química , Acetileno/metabolismo , Colorantes Fluorescentes/síntesis química , Colorantes Fluorescentes/metabolismo , Células HeLa , Humanos , Isotiocianatos/química , Microscopía Confocal , Mitofagia , Rayos Ultravioleta
6.
J Mater Chem B ; 3(25): 4993-4996, 2015 Jul 07.
Artículo en Inglés | MEDLINE | ID: mdl-32262451

RESUMEN

Two azide-functionalized tetraphenylethene derivatives with AIE features are synthesized and used as fluorescent agents for detecting S-phase DNA synthesis and cell proliferation based on EdU assay. Compared to the Alexa-azide dye, a commercial DNA bioprobe, the AIE fluorogens show better photostability and sensitivity, making them promising alternatives.

7.
Chem Commun (Camb) ; 50(60): 8134-6, 2014 Aug 04.
Artículo en Inglés | MEDLINE | ID: mdl-24923580

RESUMEN

A tetraphenylethene-based caged compound (TPE-C) is designed and synthesized. TPE-C is non-fluorescent either in solution or in aggregated state, but its emission can be induced to emit strong cyan emission in the aggregated state by UV irradiation. This property enables TPE-C to be applied in photo-patterning and anti-counterfeiting related areas.


Asunto(s)
Derivados del Benceno/química , Colorantes/química , Etilenos/química , Colorantes Fluorescentes/química , Rayos Ultravioleta , Derivados del Benceno/efectos de la radiación , Colorantes/efectos de la radiación , Etilenos/efectos de la radiación , Colorantes Fluorescentes/efectos de la radiación , Estructura Molecular , Espectrometría de Fluorescencia
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