Designed and synthesized a new highly water soluble N,N^1-bis(2-((5-((dimethylamino)methyl)furan-2-yl)methylthio)ethyl)-perylene -3,4,9,10-tetracarboxylic diimide from 2-((5-((dimethylamino)methyl)fura...Designed and synthesized a new highly water soluble N,N^1-bis(2-((5-((dimethylamino)methyl)furan-2-yl)methylthio)ethyl)-perylene -3,4,9,10-tetracarboxylic diimide from 2-((5-((dimethylamino)methyl)furan-2-yl)methylthio)ethanamine and perylene-3,4,9,10- tetracarboxylic dianhydride.The compound was characterized by ~1H,^(13)C,2D NMR,mass and IR techniques.The compound is highly fluorescent with good solubility in water and other polar solvents.展开更多
Hydrophilic dendrimers, especially poly(amidoamine)(PAMAM) dendrimers are widely applied in modifying fluorescent dyes to endow them with water solubility and biocompatibility for biologic fluorescence imaging.Com...Hydrophilic dendrimers, especially poly(amidoamine)(PAMAM) dendrimers are widely applied in modifying fluorescent dyes to endow them with water solubility and biocompatibility for biologic fluorescence imaging.Common preparation strategies of fluorescent dendrimers including encapsulating dyes or attaching dyes at periphery of dendrimers might cause uncertain constituent and lower biocompatibility. Here, we have developed a series of watersoluble fluorescent dendrimers with dye as core and fanshaped PAMAM as arms. Carboxylated perylene bisimides(PBI) dye and squarylium indocyanine(SICy) dye were conjugated with PAMAM dendrons by amidation to obtain a series of fluorescent dendrimers with enhanced water-solubility. Two PBI based dendrimers(PBI-G2.5 and PBI-G1.5)were chosen as model compounds for further optical, selfassembly and biological studies. In aqueous environment,PBI-G2.5 exhibited strong fluorescence, small size(~30 nm)and slightly positive surface charge(~2.46 mV), which are ideal for biomedical applications. In vitro assays demonstrated that PBI-G2.5 nanoparticles accumulated in the cytoplasm of He La cells with rapid cellular uptake. The strong fluorescence in He La cells remained for over 48 h. To conclude, our study provides an effective strategy for preparing water-soluble fluorescent dendrimers towards long-term live cell imaging.展开更多
以R-联萘酚、氯氰胺、间苯二胺、1,2二苯基乙二胺、乙二胺为原料合成了3个水溶性手性大环荧光传感器;利用核磁共振(1 H NMR和13 C NMR)、质谱、红外光谱验证了合成产物的结构,利用元素分析仪测定了其组成,并利用X射线衍射分析确定了单晶...以R-联萘酚、氯氰胺、间苯二胺、1,2二苯基乙二胺、乙二胺为原料合成了3个水溶性手性大环荧光传感器;利用核磁共振(1 H NMR和13 C NMR)、质谱、红外光谱验证了合成产物的结构,利用元素分析仪测定了其组成,并利用X射线衍射分析确定了单晶R-3的晶体结构.结果表明,R-3属于单斜晶系,P2(1)/n空间群,晶胞参数为:a=1.128 6nm,b=1.566 1nm,c=2.293 9nm,β=90°,Z=4,Dc=1.328g.cm-3,F(000)=1 684.展开更多
A water soluble poly-[tetrakis-(2,3-dicarboxylate phenoxy) methyl methan] aluminum phthalocyanine (AlPPc.(COOH)x) has been synthesized from the cyclization of tetranuclear phthalonitrile and successive hydrolysis of c...A water soluble poly-[tetrakis-(2,3-dicarboxylate phenoxy) methyl methan] aluminum phthalocyanine (AlPPc.(COOH)x) has been synthesized from the cyclization of tetranuclear phthalonitrile and successive hydrolysis of cyano in alkaline solution. The absorption spectra showed low aggregation of this compound in pH 9.18 buffer than that of existing water soluble phthalocyanine compounds. With the addition of Triton X 100, an enhancement of fluorescence emission with quantum yield from 0.4 to 0.83 was observed; contrarily, it was thoroughly quenched by the addition of CATB in suit. A longer life time of singlet state was also detected in presence of Triton X 100. The result indicates that AlPPc.(COOH)x is desired to investigate in fluorescent probe or in fluorescence imaging diagnose.展开更多
文摘Designed and synthesized a new highly water soluble N,N^1-bis(2-((5-((dimethylamino)methyl)furan-2-yl)methylthio)ethyl)-perylene -3,4,9,10-tetracarboxylic diimide from 2-((5-((dimethylamino)methyl)furan-2-yl)methylthio)ethanamine and perylene-3,4,9,10- tetracarboxylic dianhydride.The compound was characterized by ~1H,^(13)C,2D NMR,mass and IR techniques.The compound is highly fluorescent with good solubility in water and other polar solvents.
基金financially supported by the National Natural Science Foundation of China (21774007, 21574009 and 51521062)the Higher Education and High-quality and World-class Universities (PY201605)
文摘Hydrophilic dendrimers, especially poly(amidoamine)(PAMAM) dendrimers are widely applied in modifying fluorescent dyes to endow them with water solubility and biocompatibility for biologic fluorescence imaging.Common preparation strategies of fluorescent dendrimers including encapsulating dyes or attaching dyes at periphery of dendrimers might cause uncertain constituent and lower biocompatibility. Here, we have developed a series of watersoluble fluorescent dendrimers with dye as core and fanshaped PAMAM as arms. Carboxylated perylene bisimides(PBI) dye and squarylium indocyanine(SICy) dye were conjugated with PAMAM dendrons by amidation to obtain a series of fluorescent dendrimers with enhanced water-solubility. Two PBI based dendrimers(PBI-G2.5 and PBI-G1.5)were chosen as model compounds for further optical, selfassembly and biological studies. In aqueous environment,PBI-G2.5 exhibited strong fluorescence, small size(~30 nm)and slightly positive surface charge(~2.46 mV), which are ideal for biomedical applications. In vitro assays demonstrated that PBI-G2.5 nanoparticles accumulated in the cytoplasm of He La cells with rapid cellular uptake. The strong fluorescence in He La cells remained for over 48 h. To conclude, our study provides an effective strategy for preparing water-soluble fluorescent dendrimers towards long-term live cell imaging.
文摘以R-联萘酚、氯氰胺、间苯二胺、1,2二苯基乙二胺、乙二胺为原料合成了3个水溶性手性大环荧光传感器;利用核磁共振(1 H NMR和13 C NMR)、质谱、红外光谱验证了合成产物的结构,利用元素分析仪测定了其组成,并利用X射线衍射分析确定了单晶R-3的晶体结构.结果表明,R-3属于单斜晶系,P2(1)/n空间群,晶胞参数为:a=1.128 6nm,b=1.566 1nm,c=2.293 9nm,β=90°,Z=4,Dc=1.328g.cm-3,F(000)=1 684.
基金the National Natural Science Foundation of China (Grant Nos.20333080, 20572059 and 20502013)National Basic Research Program of China(Grant No. 2007CB808000)
文摘A water soluble poly-[tetrakis-(2,3-dicarboxylate phenoxy) methyl methan] aluminum phthalocyanine (AlPPc.(COOH)x) has been synthesized from the cyclization of tetranuclear phthalonitrile and successive hydrolysis of cyano in alkaline solution. The absorption spectra showed low aggregation of this compound in pH 9.18 buffer than that of existing water soluble phthalocyanine compounds. With the addition of Triton X 100, an enhancement of fluorescence emission with quantum yield from 0.4 to 0.83 was observed; contrarily, it was thoroughly quenched by the addition of CATB in suit. A longer life time of singlet state was also detected in presence of Triton X 100. The result indicates that AlPPc.(COOH)x is desired to investigate in fluorescent probe or in fluorescence imaging diagnose.