1242274-58-3Relevant academic research and scientific papers
Biotin-decorated NIR-absorbing nanosheets for targeted photodynamic cancer therapy
Perumal, Devanathan,Golla, Murali,Pillai, Kavya S.,Raj, Gowtham,Krishna P. K., Anusree,Varghese, Reji
, p. 2804 - 2810 (2021)
Targeted photodynamic therapy (PDT) is one of the promising approaches for the selective killing of cancerous cells without affecting the normal cells, and hence designing new strategies for targeted PDT is extremely important. Herein we report the design and synthesis of a new class of nanosheets derived from the self-assembly of the iodo-BODIPY-biotin conjugate as a photosensitizer for targeted PDT applications. The nanosheet exhibits a high extinction coefficient in the NIR region, high singlet oxygen efficiency, no toxicity in the dark and cell targeting ligands (biotin) on the surface, which are necessary features required for an ideal photosensitizer. Overexpression of sodium-dependent multivitamin transporters (SMVTs) in HeLa and A549 (biotin receptor positive cell lines) is explored for the selective uptake of the nanophotosensitizer through receptor mediated endocytosis (interaction between biotin and SMVT). Control experiments using a biotin receptor negative cell line (WI-38) are also carried out to confirm that the specific interaction between the SMVTs and biotin is mainly responsible for the selective uptake of the photosensitizer. Efficient killing of cancerous cells is demonstrated upon light irradiation through the generation of singlet oxygen and other reactive oxygen species around the cellular environment.
Controlling Photooxygenation with a Bifunctional Quinine-BODIPY Catalyst: towards Asymmetric Hydroxylation of β-Dicarbonyl Compounds
Fischer, Jér?me,Mele, Lucas,Serier-Brault, Hélène,Nun, Pierrick,Coeffard, Vincent
, p. 6352 - 6358 (2019)
We report herein a new catalytic strategy towards asymmetric photooxygenation of β-dicarbonyl compounds. Our method is based on the synthesis of a bifunctional photosensitizer composed of a quinine organocatalyst grafted to an iodo-BODIPY framework capable of generating singlet oxygen. The quinine moiety serves both to interact with the substrate for promoting photooxygenation and to deactivate singlet oxygen in the absence of substrate. The bifunctional photosensitizer prepared was subsequently applied in the asymmetric oxygenation of a series of β-dicarbonyl compounds under green light irradiation. Control experiments and kinetic analyses were carried out to shed the light on the mechanism.
Near-infrared emission organic photosensitive molecule as well as preparation method and application thereof
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Paragraph 0049, (2022/01/10)
The invention relates to a near-infrared emission organic photosensitive molecule as well as a preparation method and application thereof. The construction of the photosensitive molecule mainly comprises the following steps: carrying out photosensitization modification based on perylene bisimide, and linking the photosensitive group with a boron fluoride pyrrole illuminant through a mild click reaction, wherein the photosensitive molecular compound has the following structural formula, wherein R1 is selected from phenyl, substituted phenyl, heterocyclic aryl, ethanol amino, polyol amino and C6-16 alkyl. The ultraviolet spectrum and the fluorescence spectrum of the photosensitive molecule based on perylene bisimide provided by the invention have rapid optical signal response to protons, show high selectivity and sensitivity to the protons compared to other ions, and have short response time; meanwhile, the synthesis method is simple, has an intramolecular energy transfer effect and is sensitive to pH; besides, the solubility of the molecule can be adjusted by modifying the type of the contained R group, which is of great significance to the photosensitive molecule in biological microscopic imaging or biological light diagnosis.
A novel BODIPY -Schiff base-based colorimetric and fluorometric dosimeter for Hg2+, Fe3+ and Au3+
Cheng, Huan-Ren,Qian, Ying
, p. 82887 - 82893 (2015/10/19)
A novel Schiff base-based multi-target dosimeter for Hg2+, Fe3+ and Au3+ has been designed and synthesized. Upon addition of Hg2+, Fe3+ and Au3+ to the aqueous solution of compound BODIPY-TRIA, the dosimeter gave a rapid fluorescence response and displayed an obvious fluorescence enhancement with a blue-shift. Meanwhile, a sharp color change from purple to pale yellow occurred, which was readily detected by the naked eye. The hydrolysis of the Schiff base promoted by Hg2+, Fe3+ and Au3+ has been discussed, and the possible mechanism was confirmed by 1H NMR and MS studies. The dosimeter showed high sensitivity (10 nM for Au3+), good stability, and excellent selectivity for Hg2+, Fe3+ and Au3+ with interference by other metal ions.
Synthesis and fluorescence properties of a boron-dipyrrin functionalized perylenediimide derivative
Cheng, Huan-Ren,Qian, Ying,Yang, Yang,Liu, Hui-Ling
, p. 86371 - 86380 (2015/11/03)
In this paper, a novel dendritic chemosensor was designed and synthesized. Specific dual-channel fluorescence sensing for Hg2+ was investigated. The probe represented dual recognition sites and segmented detection behaviors, which can be deduced to the dethioacetalization reaction promoted by Hg2+ and the coordination reaction between Hg2+ ions and the nitrogen atoms in the triazole rings of the probe. The probe was proved to selectively recognize Hg2+ ions in aqueous solution and it showed a high selectivity, a low detection limit (12 nM), a short response time, and a significant fluorescence enhancement (at 610 nm) with a high fluorescence resonance energy transfer efficiency (99%) between the energy donor and the energy acceptor. Moreover, the energy levels of the energy donor-acceptor pairs calculated by DFT were used to illustrate the different FRET efficiencies of the probe and the probe with Hg2+.
Light harvesting and efficient energy transfer in dendritic systems: New strategy for functionalized near-infrared bf2-azadipyrromethenes
Yuan, Mingjian,Yin, Xiaodong,Zheng, Haiyan,Ouyang, Canbin,Zuo, Zicheng,Liu, Huibiao,Li, Yuliang
, p. 707 - 713 (2011/06/24)
A series of dendritic systems, which are capable of funneling energy from the periphery to the core, have been synthesized. The photophysical properties of the dendrimers, generations 0-2, have been determined. The light-harvesting ability of these compou
