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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. © Springer Science+Business Media, LLC, part of Springer Nature 2018.

Registro:

Documento: Artículo
Título:Chemoenzymatic synthesis of nitrogen polymers with biomedical applications catalyzed by lipases
Autor:Baldessari, A.; Liñares, G.G.
Filiación:Facultad de Ciencias Exactas y Naturales, Laboratorio de Biocatálisis, Departamento de Química Orgánica y UMYMFOR, Universidad de Buenos Aires, Buenos Aires, Argentina
Palabras clave:Aza-Michael addition and aminolysis reactions; Lipases; Nitrogen polymers; Polyamidoamine; Poly[N-(2-hydroxyethyl)-β-propylamide-g-polycaprolactone]; 1,3 propanediamine; acrylic acid ethyl ester; lipase B; n methyl 1,3 diaminopropane; nitrogen; oligomer; polyamidoamine; polycaprolactone; polymer; polypropylene; triacylglycerol lipase; unclassified drug; acetylation; aminolysis; aqueous solution; biocompatibility; Burkholderia cepacia; Candida antarctica; carbon nuclear magnetic resonance; catalyst; enzyme synthesis; matrix assisted laser desorption ionization time of flight mass spectrometry; Michael addition; molecular weight; nonhuman; polymerization; proton nuclear magnetic resonance; ring opening; scanning electron microscopy; ultraviolet radiation
Año:2018
Volumen:1835
Página de inicio:359
Página de fin:376
DOI: http://dx.doi.org/10.1007/978-1-4939-8672-9_20
Título revista:Methods in Molecular Biology
Título revista abreviado:Methods Mol. Biol.
ISSN:10643745
CAS:1,3 propanediamine, 109-76-2; acrylic acid ethyl ester, 140-88-5; nitrogen, 7727-37-9; polycaprolactone, 24980-41-4, 25248-42-4; polypropylene, 25085-53-4, 9003-07-0; triacylglycerol lipase, 9001-62-1
Registro:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_10643745_v1835_n_p359_Baldessari

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Citas:

---------- APA ----------
Baldessari, A. & Liñares, G.G. (2018) . Chemoenzymatic synthesis of nitrogen polymers with biomedical applications catalyzed by lipases. Methods in Molecular Biology, 1835, 359-376.
http://dx.doi.org/10.1007/978-1-4939-8672-9_20
---------- CHICAGO ----------
Baldessari, A., Liñares, G.G. "Chemoenzymatic synthesis of nitrogen polymers with biomedical applications catalyzed by lipases" . Methods in Molecular Biology 1835 (2018) : 359-376.
http://dx.doi.org/10.1007/978-1-4939-8672-9_20
---------- MLA ----------
Baldessari, A., Liñares, G.G. "Chemoenzymatic synthesis of nitrogen polymers with biomedical applications catalyzed by lipases" . Methods in Molecular Biology, vol. 1835, 2018, pp. 359-376.
http://dx.doi.org/10.1007/978-1-4939-8672-9_20
---------- VANCOUVER ----------
Baldessari, A., Liñares, G.G. Chemoenzymatic synthesis of nitrogen polymers with biomedical applications catalyzed by lipases. Methods Mol. Biol. 2018;1835:359-376.
http://dx.doi.org/10.1007/978-1-4939-8672-9_20