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Chemoenzymatic Synthesis of Nitrogen Polymers with Biomedical Applications Catalyzed by Lipases

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Lipases and Phospholipases

Part of the book series: Methods in Molecular Biology ((MIMB,volume 1835))

Abstract

The application of Candida antarctica lipase B as catalyst in the synthesis of two examples of nitrogen polymers is described. Firstly, we report a novel linear polyamidoamine oligomer, obtained by polymerization of ethyl acrylate and N-methyl-1,3-diaminopropane, catalyzed by Candida antarctica lipase B immobilized on polypropylene. The second part of the chapter describes an efficient route for the synthesis of a novel β-peptoid oligomer with hydroxyalkyl pendant groups in the nitrogen atom, through the polymerization of ethyl N-(2-hydroxyethyl)-β-alaninate catalyzed by Candida antarctica lipase B physically adsorbed within a macroporous poly(methyl methacrylate-co-butyl methacrylate) resin. Moreover, two derivatives of the β-peptoid oligomer were prepared: by acetylation and by grafting polycaprolactone. This last process was performed through ring-opening polymerization of caprolactone from the β-peptoid pendant hydroxyl groups and afforded a brush copolymer. The products were blended with polycaprolactone to make films by solvent casting. The inclusion of the acyl derivatives of the β-peptoid to polycaprolactone affected the morphology of the film yielding micro- and nanostructured patterns. The obtained products showed biomedical applications.

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Authors and Affiliations

  1. Facultad de Ciencias Exactas y Naturales, Laboratorio de Biocatálisis, Departamento de Química Orgánica y UMYMFOR, Universidad de Buenos Aires, Buenos Aires, Argentina

    Alicia Baldessari & Guadalupe García Liñares

Authors
  1. Alicia Baldessari
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  2. Guadalupe García Liñares
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Correspondence to Alicia Baldessari .

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Editors and Affiliations

  1. CIATEJ, Guadalajara, Jalisco, Mexico

    Georgina Sandoval

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Baldessari, A., Liñares, G.G. (2018). Chemoenzymatic Synthesis of Nitrogen Polymers with Biomedical Applications Catalyzed by Lipases. In: Sandoval, G. (eds) Lipases and Phospholipases. Methods in Molecular Biology, vol 1835. Humana Press, New York, NY. https://doi.org/10.1007/978-1-4939-8672-9_20

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  • DOI: https://doi.org/10.1007/978-1-4939-8672-9_20

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