Chapter title |
Chemoenzymatic Synthesis of Nitrogen Polymers with Biomedical Applications Catalyzed by Lipases
|
---|---|
Chapter number | 20 |
Book title |
Lipases and Phospholipases
|
Published in |
Methods in molecular biology, August 2018
|
DOI | 10.1007/978-1-4939-8672-9_20 |
Pubmed ID | |
Book ISBNs |
978-1-4939-8671-2, 978-1-4939-8672-9
|
Authors |
Alicia Baldessari, Guadalupe García Liñares, Baldessari, Alicia, Liñares, Guadalupe García |
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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