Handbook of Aggregation-Induced Emission, Volume 2. Группа авторов

Demchenko, A.P. (2010). The concept of lambda‐ratiometry in fluorescence sensing and imaging. Journal of Fluorescence 20 (5): 1099–1128.

      69 69 Lee, D.E., Koo, H., Sun, I.C. et al. (2012). Multifunctional nanoparticles for multimodal imaging and theragnosis. Chemical Society Reviews 41 (7): 2656–2672.

      70 70 Zhang, X.Y., Zhang, X.Q., Yang, B. et al. (2014). Aggregation‐induced emission dye based luminescent silica nanoparticles: Facile preparation, biocompatibility evaluation and cell imaging applications. RSC Advances 4 (20): 10060–10066.

      71 71 Zhang, X.Q., Zhang, X.Y., Wang, S.Q. et al. (2013). Surfactant modification of aggregation‐induced emission material as biocompatible nanoparticles: Facile preparation and cell imaging. Nanoscale 5 (1): 147–150.

      72 72 Kim, S., Ohulchanskyy, T.Y., Pudavar, H.E. et al. (2007). Organically modified silica nanoparticles co‐encapsulating photosensitizing drug and aggregation‐enhanced two‐photon absorbing fluorescent dye aggregates for two‐photon photodynamic therapy. Journal of the American Chemical Society 129 (9): 2669–2675.

      73 73 Kim, S., Pudavar, H.E., Bonoiu, A. et al. (2007). Aggregation‐enhanced fluorescence in organically modified silica nanoparticles: A novel approach toward high‐signal‐output nanoprobes for two‐photon fluorescence bioimaging. Advanced Materials 19 (22): 3791–3795.

      74 74 Han, W.K., Zhang, S., Qian, J.Y. et al. (2019). Redox‐responsive fluorescent nanoparticles based on diselenide‐containing aiegens for cell imaging and selective cancer therapy. Chemistry—An Asian Journal 14 (10): 1745–1753.

      75 75 Lu, H.G., Zhao, X.W., Tian, W.J. et al. (2014). Pluronic F127‐folic acid encapsulated nanoparticles with aggregation‐induced emission characteristics for targeted cellular imaging. RSC Advances 4 (35): 18460–18466.

      76 76 Zhang, J.X., Xu, B., Tian, W.J. et al. (2018). Tailoring the morphology of AIEgen fluorescent nanoparticles for optimal cellular uptake and imaging efficacy. Chemical Science 9 (9): 2620–2627.

      77 77 Jing, J., Xue, Y.‐R., Liu, Y.‐X. et al. (2020). Co‐assembly of HPV capsid proteins and aggregation‐induced emission fluorogens for improved cell imaging. Nanoscale 12 (9): 5501–5506.

      78 78 Ma, K., Liu, G.J., Yan, L.L. et al. (2019). AIEgen based poly(l‐lactic‐co‐glycolic acid) magnetic nanoparticles to localize cytokine VEGF for early cancer diagnosis and photothermal therapy. Nanomedicine 14 (9): 1191–1201.

      79 79 Lu, H.G., Su, F.Y., Mei, Q. et al. (2012). Using fluorine‐containing amphiphilic random copolymers to manipulate the quantum yields of aggregation‐induced emission fluorophores in aqueous solutions and the use of these polymers for fluorescent bioimaging. Journal of Materials Chemistry 22 (19): 9890–9900.

      80 80 Zhang, Y., Chen, Y.J., Li, X. et al. (2014). Folic acid‐functionalized AIE Pdots based on amphiphilic PCL‐b‐PEG for targeted cell imaging. Polymer Chemistry 5 (12): 3824–3830.

      81 81 Wang, Z.L., Yan, L.L., Zhang, L. et al. (2014). Ultra bright red AIE dots for cytoplasm and nuclear imaging. Polymer Chemistry 5 (24): 7013–7020.

      82 82 Zhong, W.Y., Yu, J.S., Huang, W.L. et al. (2001). Spectroscopic studies of interaction of chlorobenzylidine with DNA. Biopolymers 62 (6): 315–323.

      83 83 Liu, J.N., Bu, W.B., Pan, L.M. et al. (2012). Simultaneous nuclear imaging and intranuclear drug delivery by nuclear‐targeted multifunctional upconversion nanoprobes. Biomaterials 33 (29): 7282–7290.

      84 84 Gottesman, M.M., Fojo, T., and Bates, S.E. (2002). Multidrug resistance in cancer: Role of ATP‐dependent transporters. Nature Reviews Cancer 2 (1): 48–58.

      85 85 Kang, B., Mackey, M.A., and El‐Sayed, M.A. (2010). Nuclear targeting of gold nanoparticles in cancer cells induces dna damage, causing cytokinesis arrest and apoptosis. Journal of the American Chemical Society 132 (5): 1517–1519.

      86 86 Li, H.Y., Zhang, X.Q., Zhang, X.Y. et al. (2014). Biocompatible fluorescent polymeric nanoparticles based on AIE dye and phospholipid monomers. RSC Advances 4 (41): 21588–21592.

      87 87 Ma, K., Li, X., Xu, B. et al. (2014). A sensitive and selective “turn‐on” fluorescent probe for Hg2+ based on thymine‐Hg2+‐thymine complex with an aggregation‐induced emission feature. Analytical Methods 6 (7): 2338–2342.

      88 88 Ma, K., Wang, H., Li, X. et al. (2015). Turn‐on sensing for Ag+ based on AIE‐active fluorescent probe and cytosine‐rich DNA. Analytical and Bioanalytical Chemistry 407 (9): 2625–2630.

      89 89 Li, X., Ma, K., Zhu, S.J. et al. (2014). Fluorescent aptasensor based on aggregation‐induced emission probe and graphene oxide. Analytical Chemistry 86 (1): 298–303.

      90 90 Ma, L., Xu, B., Liu, L.J. et al. (2018). A label‐free fluorescent aptasensor for turn‐on monitoring ochratoxin a based on AIE‐active probe and graphene oxide. Chemical Research in Chinese Universities 34 (3): 363–368.

      91 91 Zhu, Z.C., Zhou, J., Li, Z. et al. (2015). Dinuclear zinc complex for fluorescent indicator‐displacement assay of citrate. Sensors and Actuators B‐Chemical 208: 151–158.

      92 92 Lu, H.G., Xu, B., Dong, Y.J. et al. (2010). Novel fluorescent pH sensors and a biological probe based on anthracene derivatives with aggregation‐induced emission characteristics. Langmuir 26 (9): 6838–6844.

      93 93 Zhang, S., Ma, L., Ma, K. et al. (2018). Label‐free aptamer‐based biosensor for specific detection of chloramphenicol using AIE probe and graphene oxide. Acs Omega 3 (10): 12886–12892.

      94 94 Li, X., Ma, K., Lu, H.G. et al. (2014). Highly sensitive determination of ssDNA and real‐time sensing of nuclease activity and inhibition based on the controlled self‐assembly of a 9,10‐distyrylanthracene probe. Analytical and Bioanalytical Chemistry 406 (3): 851–858.

      95 95 Wang, H., Ma, K., Xu, B. et al. (2016). Tunable supramolecular interactions of aggregation‐induced emission probe and graphene oxide with biomolecules: An approach toward ultrasensitive label‐free and “turn‐on” DNA sensing. Small 12 (47): 6613–6622.

      96 96 Ma, K., Wang, H., Li, H. et al. (2017). Label‐free detection for SNP using AIE probes and carbon nanotubes. Sensors and Actuators B—Chemical 253: 92–96.

      97 97 Wang, Z.L., Ma, K., Xu, B. et al. (2013). A highly sensitive “turn‐on” fluorescent probe for bovine serum albumin protein detection and quantification based on AIE‐active distyrylanthracene derivative. Science China—Chemistry 56 (9): 1234–1238.

      98 98 Sun, B.J., Yang, X.J., Ma, L. et al. (2013). Design and application of anthracene derivative with aggregation‐induced emission charateristics for visualization and monitoring of erythropoietin unfolding. Langmuir 29 (6): 1956–1962.

      99 99 Ma, K., Wang, H., Li, H.L. et al. (2016). A label‐free aptasensor for turn‐on fluorescent detection of ATP based on AIE‐active probe and water‐soluble carbon nanotubes. Sensors and Actuators B—Chemical 230: 556–558.

3 Typical AIEgens Design: Salicylaldehyde Schiff Base

       Yue Zheng and Aijun Tong

       Department of Chemistry, Tsinghua University, Beijing, China

3.1 Introduction

       3.1.1 AIE and ESIPT of Salicylaldehyde Schiff Base

A Schiff base (named after Hugo Schiff [1]) is a compound with the general structure R₂C = NR′ (R′ ≠ H). It is a subclass of imines, being either secondary ketimines or aldimines formed by the condensation of active carbonyl groups of ketones or aldehydes with primary amines, respectively [2]. In salicylaldehyde Schiff base (SSB) derivatives, including salicylaldehyde azine and salicylidene aniline, imine and ortho‐hydroxyl groups can form stable six‐membered ring structures through intramolecular hydrogen bonding, which allows the entire molecule to rotate freely around nitrogen–nitrogen