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Efficient Labeling of Nanocellulose for High-Resolution Fluorescence Microscopy Applications
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    Efficient Labeling of Nanocellulose for High-Resolution Fluorescence Microscopy Applications
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    • Mouhanad Babi
      Mouhanad Babi
      Department of Chemistry and Chemical Biology, McMaster University, Hamilton, Ontario L8S 4M1, Canada
    • Ayodele Fatona
      Ayodele Fatona
      Department of Chemistry and Chemical Biology, McMaster University, Hamilton, Ontario L8S 4M1, Canada
    • Xiang Li
      Xiang Li
      Department of Chemistry and Chemical Biology, McMaster University, Hamilton, Ontario L8S 4M1, Canada
      More by Xiang Li
    • Christine Cerson
      Christine Cerson
      Department of Chemistry and Chemical Biology, McMaster University, Hamilton, Ontario L8S 4M1, Canada
    • Victoria M. Jarvis
      Victoria M. Jarvis
      McMaster Analytical X-ray Diffraction Facility, McMaster University, Hamilton, Ontario L8S 4M1, Canada
    • Tiffany Abitbol
      Tiffany Abitbol
      RISE Research Institutes of Sweden, Stockholm 114 28, Sweden
    • Jose M. Moran-Mirabal*
      Jose M. Moran-Mirabal
      Department of Chemistry and Chemical Biology, McMaster University, Hamilton, Ontario L8S 4M1, Canada
      Centre for Advanced Light Microscopy, McMaster University, Hamilton, Ontario L8S 4M1, Canada
      Brockhouse Institute for Materials Research, McMaster University, Hamilton, Ontario L8S 4M1, Canada
      *Email: [email protected]
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    Biomacromolecules

    Cite this: Biomacromolecules 2022, 23, 5, 1981–1994
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    https://doi.org/10.1021/acs.biomac.1c01698
    Published April 20, 2022
    Copyright © 2022 American Chemical Society

    Abstract

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    The visualization of naturally derived cellulose nanofibrils (CNFs) and nanocrystals (CNCs) within nanocomposite materials is key to the development of packaging materials, tissue culture scaffolds, and emulsifying agents, among many other applications. In this work, we develop a versatile and efficient two-step approach based on triazine and azide–alkyne click-chemistry to fluorescently label nanocelluloses with a variety of commercially available dyes. We show that this method can be used to label bacterial cellulose fibrils, plant-derived CNFs, carboxymethylated CNFs, and CNCs with Cy5 and fluorescein derivatives to high degrees of labeling using minimal amounts of dye while preserving their native morphology and crystalline structure. The ability to tune the labeling density with this method allowed us to prepare optimized samples that were used to visualize nanostructural features of cellulose through super-resolution microscopy. The efficiency, cost-effectiveness, and versatility of this method make it ideal for labeling nanocelluloses and imaging them through advanced microscopy techniques for a broad range of applications.

    Copyright © 2022 American Chemical Society

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    Supporting Information

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    The Supporting Information is available free of charge at https://pubs.acs.org/doi/10.1021/acs.biomac.1c01698.

    • List of reaction schemes; NMR and mass spectra of synthesized linkers and dyes; AFM and measured lengths, heights, and % Cr of labeled and non-labeled BC, CNCs, CNF, and CM-CNFs; localization density analysis of individual fibrils imaged with SRFM; defibrillation associated with twisting; and stability of labeling following acidic or basic or heating conditions (PDF)

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    Cited By

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    This article is cited by 14 publications.

    1. Célestin Bourgery, David Joram Mendoza, Gil Garnier, Louis M. M. Mouterde, Florent Allais. Immobilization of Adenosine Derivatives onto Cellulose Nanocrystals via Click Chemistry for Biocatalysis Applications. ACS Applied Materials & Interfaces 2024, 16 (9) , 11315-11323. https://doi.org/10.1021/acsami.3c19025
    2. Keita Sakakibara, Yoshinobu Tsujii. Visualization of Fibrillated Cellulose in Polymer Composites Using a Fluorescent-Labeled Polymer Dispersant. ACS Sustainable Chemistry & Engineering 2023, 11 (16) , 6332-6342. https://doi.org/10.1021/acssuschemeng.3c00044
    3. Mouhanad Babi, Alyssa Williams, Marcia Reid, Kathryn Grandfield, Nabil D. Bassim, Jose M. Moran-Mirabal. Unraveling the Supramolecular Structure and Nanoscale Dislocations of Bacterial Cellulose Ribbons Using Correlative Super-Resolution Light and Electron Microscopy. Biomacromolecules 2023, 24 (1) , 258-268. https://doi.org/10.1021/acs.biomac.2c01108
    4. Mingyang Chen, Jintao Zhu, Liao-Liang Ke. Load transfer characteristics in biocomposites reinforced by periodically graded cellulose microfibrils. Composite Structures 2024, 345 , 118404. https://doi.org/10.1016/j.compstruct.2024.118404
    5. Lucas J. Andrew, Erlantz Lizundia, Mark J. MacLachlan. Designing for Degradation: Transient Devices Enabled by (Nano)Cellulose. Advanced Materials 2024, 4 https://doi.org/10.1002/adma.202401560
    6. Mingyang Chen, Chi Zhang, Liao-Liang Ke. How to regulate moisture-induced stresses in composites: The answer from nanostructure of S2 layer in Wood cell wall. Composites Part A: Applied Science and Manufacturing 2024, 177 , 107889. https://doi.org/10.1016/j.compositesa.2023.107889
    7. Xiaoli Tang, Zhuqun Wang, Maosen Wang, Shuyu Zhou, Jinghua Chen, Shuqin Xu. Nanoarchitectonics of cellulose nanocrystal conjugated with a tetrasaccharide-glycoprobe for targeting oligodendrocyte precursor cells. Carbohydrate Polymers 2023, 317 , 121086. https://doi.org/10.1016/j.carbpol.2023.121086
    8. Yucheng Sun, Zengnan Wu, Yuting Shang, Seong Ho Kang, Jin-Ming Lin. Single-molecule detection-based super-resolution imaging in single-cell analysis: Inspiring progress and future prospects. TrAC Trends in Analytical Chemistry 2023, 167 , 117255. https://doi.org/10.1016/j.trac.2023.117255
    9. Chandravati Yadav, Jeong-Min Lee, Paritosh Mohanty, Xinping Li, Woo-Dong Jang. Graft onto approaches for nanocellulose-based advanced functional materials. Nanoscale 2023, 15 (37) , 15108-15145. https://doi.org/10.1039/D3NR03087C
    10. Fang Wang, Shoudao Ma, Tao Ma, Hua Liu, , . Research on refractive index sensing of a mid-infrared asymmetric Mach-Zehnder interferometer sensing structure based on sensing arm suspension. 2023, 18. https://doi.org/10.1117/12.2686709
    11. Go Takayama, Tetsuo Kondo. In situ visualization of the tensile deformation mechanism of bacterial cellulose network. Carbohydrate Polymers 2023, 313 , 120883. https://doi.org/10.1016/j.carbpol.2023.120883
    12. Xuehe Jiang, J. Benedikt Mietner, Julien R. G. Navarro. A combination of surface-initiated controlled radical polymerization (SET-LRP) and click-chemistry for the chemical modification and fluorescent labeling of cellulose nanofibrils: STED super-resolution imaging of a single fibril and a single fibril embedded in a composite. Cellulose 2023, 30 (5) , 2929-2950. https://doi.org/10.1007/s10570-022-04983-y
    13. Aiswarya Poulose, Jyotishkumar Parameswaranpillai, Jinu Jacob George, Jineesh Ayippadath Gopi, Senthilkumar Krishnasamy, Midhun Dominic C. D., Nishar Hameed, Nisa V. Salim, Sabarish Radoor, Natalia Sienkiewicz. Nanocellulose: A Fundamental Material for Science and Technology Applications. Molecules 2022, 27 (22) , 8032. https://doi.org/10.3390/molecules27228032
    14. Ruhua Zha, Tuo Shi, Liu He, Min Zhang. Nanoengineering and green chemistry-oriented strategies toward nanocelluloses for protein sensing. Advances in Colloid and Interface Science 2022, 308 , 102758. https://doi.org/10.1016/j.cis.2022.102758

    Biomacromolecules

    Cite this: Biomacromolecules 2022, 23, 5, 1981–1994
    Click to copy citationCitation copied!
    https://doi.org/10.1021/acs.biomac.1c01698
    Published April 20, 2022
    Copyright © 2022 American Chemical Society

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