Fabrication of magnetic and fluorescent chitin and dibutyrylchitin sub-micron particles by oil-in-water emulsification

Barbara Blanco-Fernandez, Shatadru Chakravarty, Michael K. Nkansah, Erik M. Shapiro

    Research output: Contribution to journalArticle

    Abstract

    Chitin is a carbohydrate polymer with unique pharmacological and immunological properties, however, because of its unwieldy chemistry, the synthesis of discreet sized sub-micron particles has not been well reported. This work describes a facile and flexible method to fabricate biocompatible chitin and dibutyrylchitin sub-micron particles. This technique is based on an oil-in-water emulsification/evaporation method and involves the hydrophobization of chitin by the addition of labile butyryl groups onto chitin, disrupting intermolecular hydrogen bonds and enabling solubility in the organic solvent used as the oil phase during fabrication. The subsequent removal of butyryl groups post-fabrication through alkaline saponification regenerates native chitin while keeping particles morphology intact. Examples of encapsulation of hydrophobic dyes and nanocrystals are demonstrated, specifically using iron oxide nanocrystals and coumarin 6. The prepared particles had diameters between 300–400 nm for dibutyrylchitin and 500–600 nm for chitin and were highly cytocompatible. Moreover, they were able to encapsulate high amounts of iron oxide nanocrystals and were able to label mammalian cells. Statement of Significance We describe a technique to prepare sub-micron particles of highly acetylated chitin (>90%) and dibutyrylchitin and demonstrate their utility as carriers for imaging. Chitin is a polysaccharide capable of stimulating the immune system, a property that depends on the acetamide groups, but its insolubility limits its use. No method for sub-micron particle preparation with highly acetylated chitins have been published. The only approach for the preparation of sub-micron particles uses low acetylation chitins. Dibutyrylchitin, a soluble chitin derivative, was used to prepare particles by oil in water emulsification. Butyryl groups were then removed, forming chitin particles. These particles could be suitable for encapsulation of hydrophobic payloads for drug delivery and cell imaging, as well as, adjuvants for vaccines.

    Original languageEnglish (US)
    Pages (from-to)276-285
    Number of pages10
    JournalActa Biomaterialia
    Volume45
    DOIs
    StatePublished - Nov 1 2016

    Profile

    Chitin
    Oils
    Water
    Nanoparticles
    Emulsification
    Nanocrystals
    Fabrication
    Nicarbazin
    beta-Amylase
    Fallopian Tubes
    Oxides
    Iron
    Iron oxides
    Encapsulation
    Solubility
    Imaging techniques
    Adenofibroma
    Leukopenia
    Cardiac Catheterization
    Acetylation

    Keywords

    • Chitin
    • Dibutyrylchitin
    • Fluorescence
    • Iron oxide nanocrystals

    ASJC Scopus subject areas

    • Biotechnology
    • Biochemistry
    • Biomaterials
    • Biomedical Engineering
    • Molecular Biology

    Cite this

    Fabrication of magnetic and fluorescent chitin and dibutyrylchitin sub-micron particles by oil-in-water emulsification. / Blanco-Fernandez, Barbara; Chakravarty, Shatadru; Nkansah, Michael K.; Shapiro, Erik M.

    In: Acta Biomaterialia, Vol. 45, 01.11.2016, p. 276-285.

    Research output: Contribution to journalArticle

    Blanco-Fernandez, Barbara; Chakravarty, Shatadru; Nkansah, Michael K.; Shapiro, Erik M. / Fabrication of magnetic and fluorescent chitin and dibutyrylchitin sub-micron particles by oil-in-water emulsification.

    In: Acta Biomaterialia, Vol. 45, 01.11.2016, p. 276-285.

    Research output: Contribution to journalArticle

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