4,4-Difluoro-4-bora-3a,4a-diaza-sindacene (BODIPY) is a sort of photofunctional dye which possesses advantages including strong light-capturing property, high photon-resistance, etc. Meso-N substituted aza-BODIPY is a...4,4-Difluoro-4-bora-3a,4a-diaza-sindacene (BODIPY) is a sort of photofunctional dye which possesses advantages including strong light-capturing property, high photon-resistance, etc. Meso-N substituted aza-BODIPY is a crucial derivative of BODIPY scaffold that has the favorable optical properties and a significant spectral redshift. The photophysical properties can be tuned by molecular design, and the attenuation path of the excited state energy release of absorbed light energy can be well controlled via structural modifications, enabling tailored application. It has been extensively employed in life medicine fields including fluorescence imaging diagnosis, photodynamic therapy photosensitizer and photothermal therapy reagent and so forth. Extensive research and review have been performed in these areas. However, BODIPYs/aza-BODIPYs have a significant role in energy, catalysis, optoelectronics, photo-responsive materials and other fields. Nevertheless, there are relatively few studies and reviews in these fields on the modification and application based on BODIPY/aza-BODIPY scaffold. Herein, in this review we summarized the application of BODIPY/aza-BODIPY in the aforementioned fields, with the molecular regulation of dye as the foundation and the utilization in the above fields as the objective, in the intention of providing inspiration for the exploration of innovative BODIPY/aza-BODIPY research in the field of light resource conversion and functional materials.展开更多
The aggregation-caused quenching(ACQ)rationale has been employed to improve the fluorescence imaging accuracy of nanocarriers by precluding free probe-derived interferences.However,its usefulness is undermined by limi...The aggregation-caused quenching(ACQ)rationale has been employed to improve the fluorescence imaging accuracy of nanocarriers by precluding free probe-derived interferences.However,its usefulness is undermined by limited penetration and low spatiotemporal resolution of NIR-Ⅰ(700-900 nm)bioimaging owing to absorption and diffraction by biological tissues and tissue-derived autofluorescence.This study aimed to develop ACQ-based NIR-Ⅱ(1000-1700 nm)probes to further improve the imaging resolution and accuracy.The strategy employed is to install highly planar and electron-rich julolidine into the 3,5-position of aza-BODIPY based on the larger substituent effects.The newly developed probes displayed remarkable photophysical properties,with intense absorption centered at approximately 850 nm and bright emission in the 950-1300 nm region.Compared with the NIR-Ⅰ counterpart P2,the NIR-Ⅱ probes demonstrated superior water sensitivity and quenching stability.ACQ1 and ACQ6 exhibited more promising ACQ effects with absolute fluorescence quenching at water fractions above 40% and higher quenching stability with less than 2.0% fluorescence reillumination in plasma after 24 h of incubation.Theoretical calculations verified that molecular planarity is more important than hydrophobicity for ACQ properties.Additionally,in vivo and ex vivo reillumination studies revealed less than 2.5% signal interference from prequenched ACQ1,in contrast to 15% for P2.展开更多
Spin-orbit,charge-transfer intersystem crossing(SOCT-ISC)can directly overcome the disadvantages of the traditional heavy-atom effect and improve the generation efficiency of reactive oxygen species(ROS).Since orthogo...Spin-orbit,charge-transfer intersystem crossing(SOCT-ISC)can directly overcome the disadvantages of the traditional heavy-atom effect and improve the generation efficiency of reactive oxygen species(ROS).Since orthogonal molecular orbitals of donor-acceptor(D-A)pairs favor the SOCT-ISC transition,herein aza-borondipyrromethenes(aza-BODIPYs)with 1,7-di-anthracyl groups(An-azaBDP)was successfully prepared,owing to steric hindrance to produce a big dihedral angle between the two molecular orbital(MO)planes.Moreover,according to density functional theory(DFT)and time-dependent density functional theory(TDDFT),the energy difference between the S1-T1orbitals of An-aza BDP is small and more inclined towards ISC.An-aza BDP can effectively generate singlet oxygen under light irradiation.An-aza BDP with light irradiation can induce apoptosis in SW620 cells,and can serve as a potential candidate for the treatment of cancer cells and tumors.展开更多
Introducing heavy halogen atoms into organic small molecules is a practical strategy for efficient singlet oxygen(^(1)O_(2))generation.Generally,bromine or iodine atoms are introduced on the aza-borondipyrromethene(az...Introducing heavy halogen atoms into organic small molecules is a practical strategy for efficient singlet oxygen(^(1)O_(2))generation.Generally,bromine or iodine atoms are introduced on the aza-borondipyrromethene(aza-BODIPY)core,rather than on the periphery aryl rings for efficient~1O_(2) generation.Herein,an aza-BODIPY dye NBDPBr with unexpected bromination on the periphery aryl rings was synthesized for photoacoustic(PA)imaging-guided synergistic photothermal therapy(PTT)and photodynamic therapy(PDT)in tumor cells.Owing to unexcepted bromination at the periphery aryl rings,NBDPBr demonstrated an outstanding singlet oxygen quantum yield(Φ_(Δ))of 66% which was superior to similar brominated photosensitizers previously reported.After encapsulation with amphiphilic polymer F-127,hydrophilic NBDPBr nanoparticles(NPs)were fabricated and exhibited an excellent photothermal conversion efficiency(η)of 43.0% under 660 nm photoirradiation.In vivo PA imaging results demonstrated that NBDPBr NPs could specifically accumulate at tumor sites and realized the maximum tumor retention at 7 h post-injection.All the in vitro and in vivo results indicated the significant potence of NBDPBr with unexpected bis-bromination for PA imaging-guided synergetic PDT/PTT.展开更多
Using 2-vinylnaphthalene,aza-BODIPYs with the naphthyl groups at 1,7-positions were prepared and their photophysical properties were characterized.Due to attachment of the naphthyl groups at1,7-positions,aza-BODIPYs s...Using 2-vinylnaphthalene,aza-BODIPYs with the naphthyl groups at 1,7-positions were prepared and their photophysical properties were characterized.Due to attachment of the naphthyl groups at1,7-positions,aza-BODIPYs show long-wavelength absorption and emission in the near-infrared region.The singlet oxygen generation of the dibromo substituted aza-BODIPY with the naphthyl groups at1,7-positions as a photosensitizer was more effective than that of the corresponding aza-BODIPY with the phenyl groups at 1,7-positions.No photobleaching of the naphthyl-containing aza-BODIPY was observed and such NIR aza-BODIPY could be used for the singlet oxygen generation.展开更多
In this work,two aza-BODIPY derivatives,3,5-diphenyl-1,7-di(p-dodecyloxyphenyl)-aza-BODIPY(CJF)and 3,5-di(p-bromophenyl)-1,7-di(p-dodecyloxyphenyl)-aza-BODIPY(2Br-CJF)acted as model molecules to form the self-assembly...In this work,two aza-BODIPY derivatives,3,5-diphenyl-1,7-di(p-dodecyloxyphenyl)-aza-BODIPY(CJF)and 3,5-di(p-bromophenyl)-1,7-di(p-dodecyloxyphenyl)-aza-BODIPY(2Br-CJF)acted as model molecules to form the self-assembly monolayers on the solid-liquid interface.With the utilizing of scanning tunnelling microscope(STM),we demonstrated that intermolecular Br…F-BF interactions existed in 2Br-CJF self-assembly structure and played an important role in strengthening the stability of 2Br-CJF self-assembly structure.This result is supported by density functional theory(DFT)calculation.展开更多
The widespread use of high-dose antibiotics will not only lead to the rapid acquisition of antibiotic resistance and increased incidence of drug-resistant bacterial infections, but also produce toxic side effects on n...The widespread use of high-dose antibiotics will not only lead to the rapid acquisition of antibiotic resistance and increased incidence of drug-resistant bacterial infections, but also produce toxic side effects on normal tissues. Herein, two near-infrared dyes BDP-4PTZ and BDP-4DPA were synthesized, and the electron donors of diphenylamine and phenothiazine with the only difference of sulphur(S)-lock between the two phenyl rings were introduced onto the electron acceptor aza-dipyrromethene boron difluoride(aza-BODIPY) through molecular surgery. Through co-precipitation into nanoparticles(NPs), BDP-4PTZ NPs and BDP-4DPA NPs were fabricated with good biocompatibility. Upon 660 nm photoirradiation, BDP-4PTZ NPs and BDP-4DPA NPs showed excellent photothermal conversion efficiency(43% and 50%, respectively) and reactive oxygen species(ROS) production performance(ca. 3.6 and 6 times higher than that of indocyanine green, respectively). In vitro antibacterial experiments indicated that both NPs could effectively destroy the bacteria’s membrane to eradicate drug-resistant bacteria. Furthermore, the bacterial abscess was effectively eliminated after treatment with BDP-4DPA NPs under 660 nm photoirradiation without adverse effects. Thus, through molecular surgery, BDP-4DPA without the S-lock demonstrates synergistic photothermal and photodynamic antimicrobial activities, which is promising for further molecular design towards effective neo-antimicrobial phototherapy.展开更多
The typical aza-BODIPYs in the dye family are known for bright fluorescence,excellent stability,and tunable absorption wavelengths.Hence,these dyes are attracting the increasing attention.Aza-BODIPYs having the maxima...The typical aza-BODIPYs in the dye family are known for bright fluorescence,excellent stability,and tunable absorption wavelengths.Hence,these dyes are attracting the increasing attention.Aza-BODIPYs having the maxima absorption in the near-infrared(NIR)region(650-900 nm)are very favorable for bioimaging in vivo due to the less photo-damage,deeper tissue penetration,and less interference from background auto-fluorescence by biomolecules in the living systems.Many strategies have been employed to modify the structures of the aza-BODIPY core to provide the NIR absorbing dyes.Among these,the most effective method is the fusion of the aromatic rings in aza-BODIPY system.This review allsidedly summarizes the recent development of ring-fused aza-BODIPY dyes(λ_(abs)>700 nm)focusing on the design,synthesis,and potential applications in the NIR region since 2002.展开更多
The effective detecting ONOO^(-)variations in vivo is of great importance to well understand the complex pathophysiological processes. We reported here a photoacoustic(PA) probe AZB-1 for imaging ONOO;in vivo. AZB-1 s...The effective detecting ONOO^(-)variations in vivo is of great importance to well understand the complex pathophysiological processes. We reported here a photoacoustic(PA) probe AZB-1 for imaging ONOO;in vivo. AZB-1 showed an originally strong photoacoustic signal at 660 nm. And its PA signal can be turned off by shutting the ICT effect caused by the conjugated electron withdrawing group at 2-position of the aza-BODIPY core. Moreover, the probe was successfully employed to imaging ONOO^(-)variations in inflammatory mice models. Wisely utilized this strategy may serve as powerful platforms for the preparation of novel PA chemosensors.展开更多
Azadipyrromethene derived polycyclic aromatic complexes(HBPs)containing thirteen fused rings have been synthesized,which show highly selective intense absorption in the near infrared spectrum(NIR)region with high phot...Azadipyrromethene derived polycyclic aromatic complexes(HBPs)containing thirteen fused rings have been synthesized,which show highly selective intense absorption in the near infrared spectrum(NIR)region with high photo-and thermo-stability.The periphery alkoxy and alkyl substituents greatly affect their molecular packing structures in thin films and their thin film transistor performances.With the simple changes of the alkyl substituents,the packing structures changed from discrete-grain with H-aggregation type absorption to lamellar packing with J-aggregation type absorption,and the semiconducting properties were modulated from p-type to interesting ambipolar-type in solution-processed organic field effect transistors(OFETs)with hole and electron mobilities reaching to 0.42 and 0.17 cm^2 V^-1 s^-1,respectively.展开更多
Drug loading capacity is very important in the construction of targeted drug delivery systems(TDDSs)for the improvement of drug delivery efficiency.However,the drug-loading capacity of most nanomaterials is non-ideali...Drug loading capacity is very important in the construction of targeted drug delivery systems(TDDSs)for the improvement of drug delivery efficiency.However,the drug-loading capacity of most nanomaterials is non-idealistic,and developing the high drug-loading TDDSs is still a critical challenge.In this work,an ultrahigh loading system(denoted as HMPB_(2))was prepared via J-aggregation of an aza-boron dipyrromethene derivative(Bod)by using hollow MnO_(2)modified with glucosamine pillar[5]arene as a carrier,which was demonstrated to have typical J-aggregate absorption of Bod,specific cancer cells targeting ability,negligible dark cytotoxicity,and potent phototoxicity.This work provides a successful example to construct an ultrahigh drug-loading system via J-aggregation for targeted delivery.展开更多
Environment-responsive fluorophores with aggregation-caused quenching(ACQ)properties have been applied to track nanocarriers with reduced artefacts caused by unbound or free fluorophores but suffer from incomplete flu...Environment-responsive fluorophores with aggregation-caused quenching(ACQ)properties have been applied to track nanocarriers with reduced artefacts caused by unbound or free fluorophores but suffer from incomplete fluorescence quenching and significant re-illumination,which undermine bioimaging accuracy.Herein,through structural modifications to reinforce the hydrophobicity,planarity and rigidity of fluorophores with an aza-BODIPY framework,probes featuring absolute ACQ(aACQ)and negligible re-illumination are developed and evaluated in various nanocarriers.aACQ probes,FD-B21 and FD-C7,exhibit near-infrared emission,high quantum yield,photostability,water sensitivity,and negligible re-illumination in blood,plasma and 1%Tween-80 in contrast to ACQ probe P2 and conventional probe DiR.All nanocarriers can be labeled efficiently by the tested fluorophores.Polymeric micelles(PMs)labeled by different aACQ probes manifest similar biodistribution patterns,which however differ from that of DiR-labeled PMs and could be ascribed to the appreciable re-illumination of DiR.Significantly lower re-illumination is also found in aACQ probes(2%-3%)than DiR(20%-40%)in Caco-2,Hela,and Raw264.7 cells.Molecular dynamics simulations unravel the molecular mechanisms behind aggregation and re-illumination,supporting the hypothesis of planarity dependency.It is concluded that aACQ fluorophores demonstrate excellent water sensitivity and negligible fluorescence re-illumination,making themselves useful tools for more accurate bioimaging of nanocarriers.展开更多
基金supported by the National Natural Science Foundation of China(Nos.22078201,U1908202)Liaoning&Shenyang Key Laboratory of Functional Dye and Pigment(Nos.2021JH13/10200018,21-104-0-23)。
文摘4,4-Difluoro-4-bora-3a,4a-diaza-sindacene (BODIPY) is a sort of photofunctional dye which possesses advantages including strong light-capturing property, high photon-resistance, etc. Meso-N substituted aza-BODIPY is a crucial derivative of BODIPY scaffold that has the favorable optical properties and a significant spectral redshift. The photophysical properties can be tuned by molecular design, and the attenuation path of the excited state energy release of absorbed light energy can be well controlled via structural modifications, enabling tailored application. It has been extensively employed in life medicine fields including fluorescence imaging diagnosis, photodynamic therapy photosensitizer and photothermal therapy reagent and so forth. Extensive research and review have been performed in these areas. However, BODIPYs/aza-BODIPYs have a significant role in energy, catalysis, optoelectronics, photo-responsive materials and other fields. Nevertheless, there are relatively few studies and reviews in these fields on the modification and application based on BODIPY/aza-BODIPY scaffold. Herein, in this review we summarized the application of BODIPY/aza-BODIPY in the aforementioned fields, with the molecular regulation of dye as the foundation and the utilization in the above fields as the objective, in the intention of providing inspiration for the exploration of innovative BODIPY/aza-BODIPY research in the field of light resource conversion and functional materials.
基金supported by the National Natural Science Foundation of China(Nos.82273867 and 82030107)the Science and Technology Commission of Shanghai Municipality(No.21430760800,China).
文摘The aggregation-caused quenching(ACQ)rationale has been employed to improve the fluorescence imaging accuracy of nanocarriers by precluding free probe-derived interferences.However,its usefulness is undermined by limited penetration and low spatiotemporal resolution of NIR-Ⅰ(700-900 nm)bioimaging owing to absorption and diffraction by biological tissues and tissue-derived autofluorescence.This study aimed to develop ACQ-based NIR-Ⅱ(1000-1700 nm)probes to further improve the imaging resolution and accuracy.The strategy employed is to install highly planar and electron-rich julolidine into the 3,5-position of aza-BODIPY based on the larger substituent effects.The newly developed probes displayed remarkable photophysical properties,with intense absorption centered at approximately 850 nm and bright emission in the 950-1300 nm region.Compared with the NIR-Ⅰ counterpart P2,the NIR-Ⅱ probes demonstrated superior water sensitivity and quenching stability.ACQ1 and ACQ6 exhibited more promising ACQ effects with absolute fluorescence quenching at water fractions above 40% and higher quenching stability with less than 2.0% fluorescence reillumination in plasma after 24 h of incubation.Theoretical calculations verified that molecular planarity is more important than hydrophobicity for ACQ properties.Additionally,in vivo and ex vivo reillumination studies revealed less than 2.5% signal interference from prequenched ACQ1,in contrast to 15% for P2.
基金supported by the National Natural Science Foundation of China(Nos.22078201,U1908202)Liaoning&Shenyang Key Laboratory of Functional Dye and Pigment(Nos.2021JH13/10200018,21–104–0–23)。
文摘Spin-orbit,charge-transfer intersystem crossing(SOCT-ISC)can directly overcome the disadvantages of the traditional heavy-atom effect and improve the generation efficiency of reactive oxygen species(ROS).Since orthogonal molecular orbitals of donor-acceptor(D-A)pairs favor the SOCT-ISC transition,herein aza-borondipyrromethenes(aza-BODIPYs)with 1,7-di-anthracyl groups(An-azaBDP)was successfully prepared,owing to steric hindrance to produce a big dihedral angle between the two molecular orbital(MO)planes.Moreover,according to density functional theory(DFT)and time-dependent density functional theory(TDDFT),the energy difference between the S1-T1orbitals of An-aza BDP is small and more inclined towards ISC.An-aza BDP can effectively generate singlet oxygen under light irradiation.An-aza BDP with light irradiation can induce apoptosis in SW620 cells,and can serve as a potential candidate for the treatment of cancer cells and tumors.
基金supported by NSF of Jiangsu Province(No.BK20200092)。
文摘Introducing heavy halogen atoms into organic small molecules is a practical strategy for efficient singlet oxygen(^(1)O_(2))generation.Generally,bromine or iodine atoms are introduced on the aza-borondipyrromethene(aza-BODIPY)core,rather than on the periphery aryl rings for efficient~1O_(2) generation.Herein,an aza-BODIPY dye NBDPBr with unexpected bromination on the periphery aryl rings was synthesized for photoacoustic(PA)imaging-guided synergistic photothermal therapy(PTT)and photodynamic therapy(PDT)in tumor cells.Owing to unexcepted bromination at the periphery aryl rings,NBDPBr demonstrated an outstanding singlet oxygen quantum yield(Φ_(Δ))of 66% which was superior to similar brominated photosensitizers previously reported.After encapsulation with amphiphilic polymer F-127,hydrophilic NBDPBr nanoparticles(NPs)were fabricated and exhibited an excellent photothermal conversion efficiency(η)of 43.0% under 660 nm photoirradiation.In vivo PA imaging results demonstrated that NBDPBr NPs could specifically accumulate at tumor sites and realized the maximum tumor retention at 7 h post-injection.All the in vitro and in vivo results indicated the significant potence of NBDPBr with unexpected bis-bromination for PA imaging-guided synergetic PDT/PTT.
基金supported by the National Natural Science Foundation of China(Nos.21542004,21372156)Young and middle-aged scientific and technological innovation talents of Shenyang Science and Technology Bureau(No.RC170140)+3 种基金Liaoning Province Natural Science Foundation(No.20170540721)Basic research on the application of Industrial Development of Shenyang Science and Technology Bureau(No.18013027)the Distinguished Professor Project of Liaoning province.We thank the Chinese Scholarship Council(No.20183058)State Administration of Foreign Experts Affairs(No.P183008050)Programme for financial support
文摘Using 2-vinylnaphthalene,aza-BODIPYs with the naphthyl groups at 1,7-positions were prepared and their photophysical properties were characterized.Due to attachment of the naphthyl groups at1,7-positions,aza-BODIPYs show long-wavelength absorption and emission in the near-infrared region.The singlet oxygen generation of the dibromo substituted aza-BODIPY with the naphthyl groups at1,7-positions as a photosensitizer was more effective than that of the corresponding aza-BODIPY with the phenyl groups at 1,7-positions.No photobleaching of the naphthyl-containing aza-BODIPY was observed and such NIR aza-BODIPY could be used for the singlet oxygen generation.
基金financially supported by the National Basic Research Program of China(No.2016YFA0200700)the National Natural Science Foundation of China(Nos.21773041,21972031)+3 种基金the Strategic Priority Research Program of Chinese Academy of Sciences(No.XDB36000000)the Open Research Fund of School of Chemistry and Chemical Engineering,Henan Normal UniversityNational Science Foundation of Zhejiang Province of China(No.Y20B020032)Project of Ningbo Science and Technology Innovation 2025.
文摘In this work,two aza-BODIPY derivatives,3,5-diphenyl-1,7-di(p-dodecyloxyphenyl)-aza-BODIPY(CJF)and 3,5-di(p-bromophenyl)-1,7-di(p-dodecyloxyphenyl)-aza-BODIPY(2Br-CJF)acted as model molecules to form the self-assembly monolayers on the solid-liquid interface.With the utilizing of scanning tunnelling microscope(STM),we demonstrated that intermolecular Br…F-BF interactions existed in 2Br-CJF self-assembly structure and played an important role in strengthening the stability of 2Br-CJF self-assembly structure.This result is supported by density functional theory(DFT)calculation.
基金This work was supported by the the Natural Science Foundation of Jiangsu Province,China(Nos.BK20200092,BK20200710).
文摘The widespread use of high-dose antibiotics will not only lead to the rapid acquisition of antibiotic resistance and increased incidence of drug-resistant bacterial infections, but also produce toxic side effects on normal tissues. Herein, two near-infrared dyes BDP-4PTZ and BDP-4DPA were synthesized, and the electron donors of diphenylamine and phenothiazine with the only difference of sulphur(S)-lock between the two phenyl rings were introduced onto the electron acceptor aza-dipyrromethene boron difluoride(aza-BODIPY) through molecular surgery. Through co-precipitation into nanoparticles(NPs), BDP-4PTZ NPs and BDP-4DPA NPs were fabricated with good biocompatibility. Upon 660 nm photoirradiation, BDP-4PTZ NPs and BDP-4DPA NPs showed excellent photothermal conversion efficiency(43% and 50%, respectively) and reactive oxygen species(ROS) production performance(ca. 3.6 and 6 times higher than that of indocyanine green, respectively). In vitro antibacterial experiments indicated that both NPs could effectively destroy the bacteria’s membrane to eradicate drug-resistant bacteria. Furthermore, the bacterial abscess was effectively eliminated after treatment with BDP-4DPA NPs under 660 nm photoirradiation without adverse effects. Thus, through molecular surgery, BDP-4DPA without the S-lock demonstrates synergistic photothermal and photodynamic antimicrobial activities, which is promising for further molecular design towards effective neo-antimicrobial phototherapy.
基金supported by the National Natural Science Foundation of China(Nos.22078201,U1908202)“Chunhui Program”cooperative research project of Education Ministry+2 种基金Liaoning BaiQianWan Talents ProgramServing local project of Education Department of Liaoning Province(No.LZ2020005)the Distinguished Professor Project Liaoning Province(No.20183532)。
文摘The typical aza-BODIPYs in the dye family are known for bright fluorescence,excellent stability,and tunable absorption wavelengths.Hence,these dyes are attracting the increasing attention.Aza-BODIPYs having the maxima absorption in the near-infrared(NIR)region(650-900 nm)are very favorable for bioimaging in vivo due to the less photo-damage,deeper tissue penetration,and less interference from background auto-fluorescence by biomolecules in the living systems.Many strategies have been employed to modify the structures of the aza-BODIPY core to provide the NIR absorbing dyes.Among these,the most effective method is the fusion of the aromatic rings in aza-BODIPY system.This review allsidedly summarizes the recent development of ring-fused aza-BODIPY dyes(λ_(abs)>700 nm)focusing on the design,synthesis,and potential applications in the NIR region since 2002.
基金the National Natural Science Foundation of China (Nos. 21662037, 21762045, 21911540466)Shandong Provincial Natural Science Foundation (No. ZR2019YQ12)+2 种基金China Postdoctoral Science Foundation (No. 219M652306)Taishan Scholar Project (No. tsqn 201812049) for supporting this worksupported through the Basic Science Research Program of the National Research Foundation of Korea (NRF) funded by the Ministry of Education (No. 2017R1A6A3A04004954) to S. Lee。
文摘The effective detecting ONOO^(-)variations in vivo is of great importance to well understand the complex pathophysiological processes. We reported here a photoacoustic(PA) probe AZB-1 for imaging ONOO;in vivo. AZB-1 showed an originally strong photoacoustic signal at 660 nm. And its PA signal can be turned off by shutting the ICT effect caused by the conjugated electron withdrawing group at 2-position of the aza-BODIPY core. Moreover, the probe was successfully employed to imaging ONOO^(-)variations in inflammatory mice models. Wisely utilized this strategy may serve as powerful platforms for the preparation of novel PA chemosensors.
基金the National Natural Science Foundation of China(21672007,21871006,21722201,21790360)the National Key Research and Development Program of China(2017YFA0204701)。
文摘Azadipyrromethene derived polycyclic aromatic complexes(HBPs)containing thirteen fused rings have been synthesized,which show highly selective intense absorption in the near infrared spectrum(NIR)region with high photo-and thermo-stability.The periphery alkoxy and alkyl substituents greatly affect their molecular packing structures in thin films and their thin film transistor performances.With the simple changes of the alkyl substituents,the packing structures changed from discrete-grain with H-aggregation type absorption to lamellar packing with J-aggregation type absorption,and the semiconducting properties were modulated from p-type to interesting ambipolar-type in solution-processed organic field effect transistors(OFETs)with hole and electron mobilities reaching to 0.42 and 0.17 cm^2 V^-1 s^-1,respectively.
基金the National Natural Science Foundation of China(Nos.22171230 and 21877088)the Project of Science and Technology of Social Development in Shaanxi Province(No.2021SF-120)。
文摘Drug loading capacity is very important in the construction of targeted drug delivery systems(TDDSs)for the improvement of drug delivery efficiency.However,the drug-loading capacity of most nanomaterials is non-idealistic,and developing the high drug-loading TDDSs is still a critical challenge.In this work,an ultrahigh loading system(denoted as HMPB_(2))was prepared via J-aggregation of an aza-boron dipyrromethene derivative(Bod)by using hollow MnO_(2)modified with glucosamine pillar[5]arene as a carrier,which was demonstrated to have typical J-aggregate absorption of Bod,specific cancer cells targeting ability,negligible dark cytotoxicity,and potent phototoxicity.This work provides a successful example to construct an ultrahigh drug-loading system via J-aggregation for targeted delivery.
基金Shanghai Municipal Commission of Science and Technology,Grant/Award Numbers:21430760800,19XD1400300National Natural Science Foundation of China,Grant/Award Numbers:81872826,81872815,81973247,82030107。
文摘Environment-responsive fluorophores with aggregation-caused quenching(ACQ)properties have been applied to track nanocarriers with reduced artefacts caused by unbound or free fluorophores but suffer from incomplete fluorescence quenching and significant re-illumination,which undermine bioimaging accuracy.Herein,through structural modifications to reinforce the hydrophobicity,planarity and rigidity of fluorophores with an aza-BODIPY framework,probes featuring absolute ACQ(aACQ)and negligible re-illumination are developed and evaluated in various nanocarriers.aACQ probes,FD-B21 and FD-C7,exhibit near-infrared emission,high quantum yield,photostability,water sensitivity,and negligible re-illumination in blood,plasma and 1%Tween-80 in contrast to ACQ probe P2 and conventional probe DiR.All nanocarriers can be labeled efficiently by the tested fluorophores.Polymeric micelles(PMs)labeled by different aACQ probes manifest similar biodistribution patterns,which however differ from that of DiR-labeled PMs and could be ascribed to the appreciable re-illumination of DiR.Significantly lower re-illumination is also found in aACQ probes(2%-3%)than DiR(20%-40%)in Caco-2,Hela,and Raw264.7 cells.Molecular dynamics simulations unravel the molecular mechanisms behind aggregation and re-illumination,supporting the hypothesis of planarity dependency.It is concluded that aACQ fluorophores demonstrate excellent water sensitivity and negligible fluorescence re-illumination,making themselves useful tools for more accurate bioimaging of nanocarriers.
