Preparation of AIEgen-based near-infrared afterglow luminescence nanoprobes for tumor imaging and image-guided tumor resection

Chao Chen, Xiaoyan Zhang, Zhiyuan Gao, Guangxue Feng, Dan Ding

Published: 2024-04-18 DOI: 10.1038/s41596-024-00990-4

Near-infrared fluorescence

AIEgen-based nanoprobes

Afterglow luminescence

Tumor imaging

Image-guided resection

AI 解读

Generation of mouse–human chimeric embryos

Genome-wide quantification of transcription factor binding at single-DNA-molecule resolution using methyl-transferase footprinting

Generation of CRISPR–Cas9-mediated genetic knockout human intestinal tissue–derived enteroid lines by lentivirus transduction and single-cell cloning

A puromycin-dependent activity-based sensing probe for histochemical staining of hydrogen peroxide in cells and animal tissues

Decoding personal biotic and abiotic airborne exposome

A clinically relevant model of focal embolic cerebral ischemia by thrombus and thrombolysis in rhesus monkeys

Bioengineering human intestinal mucosal grafts using patient-derived organoids, fibroblasts and scaffolds

Biomimetic tail-to-head terpene cyclizations using the resorcin[4]arene capsule catalyst

Neuroscience robotics for controlled induction and real-time assessment of hallucinations

Scanorama: integrating large and diverse single-cell transcriptomic datasets

Single-cell RNA sequencing (scRNA-seq)（单细胞RNA测序）

Data integration（数据集成）

Heterogeneity（异质性）

查看全部

Sections

Figures

References

Introduction
Materials
Procedure
Troubleshooting
Timing
Anticipated results
Acknowledgements

Zhu, S., Tian, R., Antaris, A. L., Chen, X. & Dai, H. Near-infrared-II molecular dyes for cancer imaging and surgery. Adv. Mater. 31, 1900321 (2019).
Smith, A. M., Mancini, M. C. & Nie, S. Second window for in vivo imaging. Nat. Nanotechnol. 4, 710–711 (2009).
Chen, S. et al. Near-infrared deep brain stimulation via upconversion nanoparticle mediated optogenetics. Science 359, 679–684 (2018).
Kobayashi, H., Ogawa, M., Alford, R., Choyke, P. L. & Urano, Y. New strategies for fluorescent probe design in medical diagnostic imaging. Chem. Rev. 110, 2620–2640 (2010).
Gao, M., Yu, F., Lv, C., Choo, J. & Chen, L. Fluorescent chemical probes for accurate tumor diagnosis and targeting therapy. Chem. Soc. Rev. 46, 2237–2271 (2017).
Zhang, Y., Zhang, G., Zeng, Z. & Pu, K. Activatable molecular probes for fluorescence-guided surgery, endoscopy and tissue biopsy. Chem. Soc. Rev. 51, 566–593 (2022).
Hong, G., Antaris, A. L. & Dai, H. Near-infrared fluorophores for biomedical imaging. Nat. Biomed. Eng. 1, 0010 (2017).
Li, J. & Pu, K. Development of organic semiconducting materials for deep-tissue optical imaging, phototherapy and photoactivation. Chem. Soc. Rev. 48, 38–71 (2019).
Kenry, Duan, Y. & Liu, B. Recent advances of optical imaging in the second near-infrared window. Adv. Mater. 30, 1802394 (2018).
Yang, Q. et al. Donor engineering for NIR-II molecular fluorophores with enhanced fluorescent performance. J. Am. Chem. Soc. 140, 1715–1724 (2018).
Wan, H. et al. A bright organic NIR-II nanofluorophore for three-dimensional imaging into biological tissues. Nat. Commun. 9, 1171 (2018).
Vahrmeijer, A. L., Hutteman, M., van der Vorst, J. R., van de Velde, C. J. H. & Frangioni, J. V. Image-guided cancer surgery using near-infrared fluorescence. Nat. Rev. Clin. Oncol. 10, 507–518 (2013).
Hu, Z. et al. First-in-human liver-tumour surgery guided by multispectral fluorescence imaging in the visible and near-infrared-I/II windows. Nat. Biomed. Eng. 4, 259–271 (2020).
Jiang, Y. & Pu, K. Molecular probes for autofluorescence-free optical imaging. Chem. Rev. 121, 13086–13131 (2021).
Sun, S. K., Wang, H. F. & Yan, X. P. Engineering persistent luminescence nanoparticles for biological applications: from biosensing/bioimaging to theranostics. Acc. Chem. Res. 51, 1131–1143 (2018).
He, S., Xie, C., Jiang, Y. & Pu, K. An organic afterglow protheranostic nanoassembly. Adv. Mater. 31, 1902672 (2019).
Hananya, N. & Shabat, D. A glowing trajectory between bio- and chemiluminescence: from luciferin-based probes to triggerable dioxetanes. Angew. Chem. Int. Ed. Engl. 56, 16454–16463 (2017).
Maldiney, T. et al. The in vivo activation of persistent nanophosphors for optical imaging of vascularization, tumours and grafted cells. Nat. Mater. 13, 418–426 (2014).
Yang, M. et al. Chemiluminescence for bioimaging and therapeutics: recent advances and challenges. Chem. Soc. Rev. 49, 6800–6815 (2020).
Miao, Q. et al. Molecular afterglow imaging with bright, biodegradable polymer nanoparticles. Nat. Biotechnol. 35, 1102–1110 (2017).
Yang, Y. & Zhang, F. Activatable chemiluminescent molecular probes for bioimaging and biosensing. Anal. Sens. 1, 75–89 (2021).
Cao, J., Campbell, J., Liu, L., Mason, R. P. & Lippert, A. R. In vivo chemiluminescent imaging agents for nitroreductase and tissue oxygenation. Anal. Chem. 88, 4995–5002 (2016).
Bruemmer, K. J., Green, O., Su, T. A., Shabat, D. & Chang, C. J. Chemiluminescent probes for activity-based sensing of formaldehyde released from folate degradation in living mice. Angew. Chem. Int. Ed. Engl. 57, 7508–7512 (2018).
Lippert, A. R. Unlocking the potential of chemiluminescence imaging. ACS Cent. Sci. 3, 269–271 (2017).
Hananya, N. & Shabat, D. Recent advances and challenges in luminescent imaging: bright outlook for chemiluminescence of dioxetanes in water. ACS Cent. Sci. 5, 949–959 (2019).
Kagalwala, H. N. & Lippert, A. R. Energy transfer chemiluminescent spiroadamantane 1,2-dioxetane probes for bioanalyte detection and imaging. Angew. Chem. Int. Ed. Engl. 61, e202210057 (2022).
Han, J., Jose, J., Mei, E. & Burgess, K. Chemiluminescent energy-transfer cassettes based on fluorescein and nile red. Angew. Chem. Int. Ed. Engl. 46, 1684–1687 (2007).
Hananya, N., Green, O., Blau, R., Satchi-Fainaro, R. & Shabat, D. A highly efficient chemiluminescence probe for the detection of singlet oxygen in living cells. Angew. Chem. Int. Ed. Engl. 56, 11793–11796 (2017).
Green, O. et al. Near-infrared dioxetane luminophores with direct chemiluminescence emission mode. J. Am. Chem. Soc. 139, 13243–13248 (2017).
Hananya, N., Eldar Boock, A., Bauer, C. R., Satchi-Fainaro, R. & Shabat, D. Remarkable enhancement of chemiluminescent signal by dioxetane–fluorophore conjugates: turn-on chemiluminescence probes with color modulation for sensing and imaging. J. Am. Chem. Soc. 138, 13438–13446 (2016).
Lu, L. et al. NIR-II bioluminescence for in vivo high contrast imaging and in situ ATP-mediated metastases tracing. Nat. Commun. 11, 4192 (2020).
Chen, Z. et al. Design and synthesis of a small molecular NIR-II chemiluminescence probe for in vivo-activated H2S imaging. Proc. Natl Acad. Sci. USA 120, e2205186120 (2023).
Huang, J., Jiang, Y., Li, J., Huang, J. & Pu, K. Molecular chemiluminescent probes with a very long near-infrared emission wavelength for in vivo imaging. Angew. Chem. Int. Ed. Engl. 60, 3999–4003 (2021).
Luo, J. et al. Aggregation-induced emission of 1-methyl-1,2,3,4,5-pentaphenylsilole. Chem. Commun. 18, 1740–1741 (2001).
Hong, Y., Lam, J. W. Y. & Tang, B. Z. Aggregation-induced emission: phenomenon, mechanism and applications. Chem. Commun. 7, 4332–4353 (2009).
Mei, J., Leung, N. L. C., Kwok, R. T. K., Lam, J. W. Y. & Tang, B. Z. Aggregation-induced emission: together we shine, united we soar! Chem. Rev. 115, 11718–11940 (2015).
Mei, J. et al. Aggregation-induced emission: the whole is more brilliant than the parts. Adv. Mater. 26, 5429–5479 (2014).
Peng, Q. & Shuan, Z. Molecular mechanism of aggregation-induced emission. Aggregate 2, e91 (2021).
Feng, G. & Liu, B. Aggregation-induced emission (AIE) dots: emerging theranostic nanolights. Acc. Chem. Res. 51, 1404–1414 (2018).
Ding, D., Li, K., Liu, B. & Tang, B. Z. Bioprobes based on AIE fluorogens. Acc. Chem. Res. 46, 2441–2453 (2013).
Qian, J. & Tang, B. Z. AIE luminogens for bioimaging and theranostics: from organelles to animals. Chem 3, 56–91 (2017).
Lim, X. The nanolight revolution is coming. Nature 531, 26–28 (2016).
Li, Y. et al. Design of AIEgens for near-infrared IIb imaging through structural modulation at molecular and morphological levels. Nat. Commun. 11, 1255 (2020).
Feng, G. et al. Ultrabright organic dots with aggregation-induced emission characteristics for cell tracking. Biomaterials 35, 8669–8677 (2014).
Qi, J. et al. Real-time and high-resolution bioimaging with bright aggregation-induced emission dots in short-wave infrared region. Adv. Mater. 30, 1706856 (2018).
Li, D., Qin, W., Xu, B., Qian, J. & Tang, B. Z. AIE nanoparticles with high stimulated emission depletion efficiency and photobleaching resistance for long-term super-resolution bioimaging. Adv. Mater. 29, 1703643 (2017).
Ding, D. et al. Ultrabright organic dots with aggregation-induced emission characteristics for real-time two-photon intravital vasculature imaging. Adv. Mater. 25, 6083–6088 (2013).
Wang, Y. et al. Aggregation-induced emission luminogen with deep-red emission for through-skull three-photon fluorescence imaging of mouse. ACS Nano 11, 10452–10461 (2017).
Kang, M. et al. Aggregation-enhanced theranostics: AIE sparkles in the biomedical field. Aggregate 1, 80–106 (2020).
Sheng, Z. et al. Bright aggregation-induced-emission dots for targeted synergetic NIR-II fluorescence and NIR-I photoacoustic imaging of orthotopic brain tumors. Adv. Mater. 30, 1800766 (2018).
Ni, X. et al. Near-infrared afterglow luminescent aggregation-induced emission dots with ultrahigh tumor-to-liver signal ratio for promoted image-guided cancer surgery. Nano Lett. 19, 318–330 (2019).
Denk, W., Strickler, J. & Webb, W. Two-photon laser scanning fluorescence microscopy. Science 248, 73–76 (1990).
Yang, J. et al. Rational design of pyrrole derivatives with aggregation-induced phosphorescence characteristics for time-resolved and two-photon luminescence imaging. Nat. Commun. 12, 4883 (2021).
Xiao, F. et al. Guest-host doped strategy for constructing ultralong-lifetime near-infrared organic phosphorescence materials for bioimaging. Nat. Commun. 13, 186 (2022).
Yang, Y. et al. NIR-II chemiluminescence molecular sensor for in vivo high-contrast inflammation imaging. Angew. Chem. Int. Ed. Engl. 59, 18380–18385 (2020).
Chen, C. et al. Amplification of activated near-infrared afterglow luminescence by introducing twisted molecular geometry for understanding neutrophil-involved diseases. J. Am. Chem. Soc. 144, 3429–3441 (2022).
Xu, C. et al. Nanoparticles with ultrasound-induced afterglow luminescence for tumour-specific theranostics. Nat. Biomed. Eng. 7, 298–312 (2023).
Jiang, Y. et al. A generic approach toward afterglow luminescent nanoparticles for ultrasensitive in vivo imaging. Nat. Commun. 10, 2064 (2019).
Kagalwala, H. N., Gerberich, J., Smith, C. J., Mason, R. P. & Lippert, A. R. Chemiluminescent 1,2-dioxetane iridium complexes for near-infrared oxygen sensing. Angew. Chem. Int. Ed. Engl. 61, e202115704 (2022).
Gao, X., Cui, Y., Levenson, R. M., Chung, L. W. K. & Nie, S. In vivo cancer targeting and imaging with semiconductor quantum dots. Nat. Biotechnol. 22, 969–976 (2004).
Betzig, E. et al. Imaging intracellular fluorescent proteins at nanometer resolution. Science 313, 1642–1645 (2006).
Green, O. et al. Opening a gateway for chemiluminescence cell imaging: distinctive methodology for design of bright chemiluminescent dioxetane probes. ACS Cent. Sci. 3, 349–358 (2017).
Li, K. & Liu, B. Polymer-encapsulated organic nanoparticles for fluorescence and photoacoustic imaging. Chem. Soc. Rev. 43, 6570–6597 (2014).
Jana, D., Boxi, S., Parui, P. P. & Ghorai, B. K. Planar-rotor architecture based pyrene-vinyl-tetraphenylethylene conjugated systems: photophysical properties and aggregation behavior. Org. Biomol. Chem. 13, 10663–10674 (2015).
Rathahao-Paris, E., Alves, S., Junot, C. & Tabet, J. High-resolution mass spectrometry for structural identification of metabolites in metabolomics. Metabolomics 16, 1–15 (2016).
Elyashberg, M. Identification and structure elucidation by NMR spectroscopy. Trends Anal. Chem. 69, 88–97 (2015).
Dickinson, B. C., Lin, V. S. & Chang, C. J. Preparation and use of MitoPY1 for imaging hydrogen peroxide in mitochondria of live cells. Nat. Protoc. 8, 1249–1259 (2013).

Preparation of AIEgen-based near-infrared afterglow luminescence nanoprobes for tumor imaging and image-guided tumor resection

Extended

Supplementary information

Supplementary Information

Reporting Summary

推荐阅读