Specific bioconjugation for native primary amines is highly valuable for both chemistry and biomedical research.Despite all the efforts,scientists lack a proper strategy to achieve high selectivity for primary amines,...Specific bioconjugation for native primary amines is highly valuable for both chemistry and biomedical research.Despite all the efforts,scientists lack a proper strategy to achieve high selectivity for primary amines,not to mention the requirement of fast response in real applications.Herein,we report a chromone-based aggregation-induced emission(AIE)fluorogen called CMVMN as a self-reporting bioconjugation reagent for selective primary amine identification,and its applications for monitoring bioprocesses of amination and protein labeling.CMVMN is AIE-active and capable of solid-state sensing.Thus,its electrospun films are manufactured for visualization of amine diffusion and leakage process.CMVMN also shows good biocompatibility and potential mitochondria-staining ability,which provides new insight for organelle-staining probe design.Combined with its facile synthesis and good reversibility,CMVMN would not only show wide potential applications in biology,but also offer new possibilities for molecular engineering.展开更多
Two types of palladiu m(Ⅱ)-based metallacalixarenes[ML]^(2+)and[ML_(2)]^(2+)have been synthesized through coordination-driven self-assembly from a series of flexible pyridine-bridged diimidazole ligands[2,6-bis((1 H-...Two types of palladiu m(Ⅱ)-based metallacalixarenes[ML]^(2+)and[ML_(2)]^(2+)have been synthesized through coordination-driven self-assembly from a series of flexible pyridine-bridged diimidazole ligands[2,6-bis((1 H-imidazol-1-yl)methyl)pyridine(L^(1)),2,6-bis((1 H-benzo[d]imidazol-1-yl)methyl)pyridine(L^(2)),2,6-bis((1 H-naphtho[2,3-d]imidazol-1-yl)methyl)pyridine(L^(3))],with palladium(II)-based building blocks[Pd(BF_(4))_(2)(M^(1)-BF_4)and(tmeda)Pd(NO_(3))_(2)(M^(2)-NO_(3))(tmeda=N,N,N',N'-tetramethyl-ethylenediamine)].All complexes were characterized by NMR spectroscopy(^(1)H NMR and^(13)C NMR),mass spectrometry(CSIMS,ESI-HRMS)and elemental analysis.The single crystal X-ray diffraction analysis of[M^(1)L^(2)_2](NO_(3))_(2),[M^(1)L^(3)_2](NO_(3))_(2),[M^(1)L^(3)_2](PF_6)_2 and[M~2 L^(3)](NO_(3))_(2)further confirmed the uniquely single bowl-shape and double bowl-shape structures.The anion binding properties within the metallacalixarenes as receptors were also investigated by NMR titration experiments in DMSO.展开更多
基金National Natural Science Foundation of China,Grant/Award Number:21788102Research Grants Council of Hong Kong,Grant/Award Numbers:16307020,16306620,16305518,N_HKUST609/19,C6009-17G,C6014-20w+1 种基金Innovation and Technology Commission,Grant/Award Numbers:ITC-CNERC14SC01,ITCPD/17-9Natural Science Foundation of Guangdong Province,Grant/Award Number:201913121205002。
文摘Specific bioconjugation for native primary amines is highly valuable for both chemistry and biomedical research.Despite all the efforts,scientists lack a proper strategy to achieve high selectivity for primary amines,not to mention the requirement of fast response in real applications.Herein,we report a chromone-based aggregation-induced emission(AIE)fluorogen called CMVMN as a self-reporting bioconjugation reagent for selective primary amine identification,and its applications for monitoring bioprocesses of amination and protein labeling.CMVMN is AIE-active and capable of solid-state sensing.Thus,its electrospun films are manufactured for visualization of amine diffusion and leakage process.CMVMN also shows good biocompatibility and potential mitochondria-staining ability,which provides new insight for organelle-staining probe design.Combined with its facile synthesis and good reversibility,CMVMN would not only show wide potential applications in biology,but also offer new possibilities for molecular engineering.
基金supported by the National Natural Science Foundation of China(No.21906002)Beijing Municipal Science and Technology Project(No.KM202010005010)+2 种基金Beijing Municipal Natural Science Fund Project of Beijing Education Committee science and technology project key project(No.KZ201710005001)Beijing municipal high level innovative team building program(No.IDHT20180504)Beijing Outstanding Young Scientist Program(No.BJJWZYJH01201910005017)。
文摘Two types of palladiu m(Ⅱ)-based metallacalixarenes[ML]^(2+)and[ML_(2)]^(2+)have been synthesized through coordination-driven self-assembly from a series of flexible pyridine-bridged diimidazole ligands[2,6-bis((1 H-imidazol-1-yl)methyl)pyridine(L^(1)),2,6-bis((1 H-benzo[d]imidazol-1-yl)methyl)pyridine(L^(2)),2,6-bis((1 H-naphtho[2,3-d]imidazol-1-yl)methyl)pyridine(L^(3))],with palladium(II)-based building blocks[Pd(BF_(4))_(2)(M^(1)-BF_4)and(tmeda)Pd(NO_(3))_(2)(M^(2)-NO_(3))(tmeda=N,N,N',N'-tetramethyl-ethylenediamine)].All complexes were characterized by NMR spectroscopy(^(1)H NMR and^(13)C NMR),mass spectrometry(CSIMS,ESI-HRMS)and elemental analysis.The single crystal X-ray diffraction analysis of[M^(1)L^(2)_2](NO_(3))_(2),[M^(1)L^(3)_2](NO_(3))_(2),[M^(1)L^(3)_2](PF_6)_2 and[M~2 L^(3)](NO_(3))_(2)further confirmed the uniquely single bowl-shape and double bowl-shape structures.The anion binding properties within the metallacalixarenes as receptors were also investigated by NMR titration experiments in DMSO.
