Chemoenzymatic synthesis of novel N-(2-hydroxyethyl)-β-peptoid oligomer derivatives and application to porous polycaprolactone films

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The biocatalytic synthesis of a novel peptoid oligomer is reported. The oligomer is acetylated and a copolymer with polycaprolactone is prepared. These derivatives are employed for the preparation of nanoporous films. Poly[N-(2-hydroxyethyl)-β-propylamide] oligomer is synthesized using a simple enzy...

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Autores principales:	Monsalve, Leandro Nicolás, Baldessari, Alicia
Publicado:	2014
Materias:	Films Lipase Polycaprolactone Surface properties β-peptoid Acetylation Lipases Oligomers Ring opening polymerization Spectroscopic analysis Biocatalytic synthesis Candida antarctica lipase Chemo-enzymatic synthesis Chemoselective methods Low molecular weight Peptoid Polycaprolactone films Spectroscopic method Film preparation
Acceso en línea:	https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_09598103_v63_n8_p1523_Monsalve http://hdl.handle.net/20.500.12110/paper_09598103_v63_n8_p1523_Monsalve
Aporte de:	Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) de Universidad de Buenos Aires

id	paper:paper_09598103_v63_n8_p1523_Monsalve
record_format	dspace
spelling	paper:paper_09598103_v63_n8_p1523_Monsalve2023-06-08T15:57:11Z Chemoenzymatic synthesis of novel N-(2-hydroxyethyl)-β-peptoid oligomer derivatives and application to porous polycaprolactone films Monsalve, Leandro Nicolás Baldessari, Alicia Films Lipase Polycaprolactone Surface properties β-peptoid Acetylation Films Lipases Oligomers Polycaprolactone Ring opening polymerization Spectroscopic analysis Surface properties Biocatalytic synthesis Candida antarctica lipase Chemo-enzymatic synthesis Chemoselective methods Low molecular weight Peptoid Polycaprolactone films Spectroscopic method Film preparation The biocatalytic synthesis of a novel peptoid oligomer is reported. The oligomer is acetylated and a copolymer with polycaprolactone is prepared. These derivatives are employed for the preparation of nanoporous films. Poly[N-(2-hydroxyethyl)-β-propylamide] oligomer is synthesized using a simple enzymatic procedure involving Candida antarctica lipase B. This novel compound is obtained by a green and chemoselective method from economic reactants in good yield. The β-peptoid oligomer is characterized by spectroscopic methods showing low molecular weight and low dispersity. Two derivatives of the β-peptoid oligomer are prepared by acetylation and by grafting polycaprolactone by ring opening polymerization from the pendant hydroxyl groups. These products are blended with polycaprolactone to make films by solvent casting. The inclusion of the acyl derivatives of the β-peptoid to polycaprolactone affects the morphology of the film yielding microstructured and nanostructured patterns. © 2013 Society of Chemical Industry. Fil:Monsalve, L.N. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. Fil:Baldessari, A. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. 2014 https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_09598103_v63_n8_p1523_Monsalve http://hdl.handle.net/20.500.12110/paper_09598103_v63_n8_p1523_Monsalve
institution	Universidad de Buenos Aires
institution_str	I-28
repository_str	R-134
collection	Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA)
topic	Films Lipase Polycaprolactone Surface properties β-peptoid Acetylation Films Lipases Oligomers Polycaprolactone Ring opening polymerization Spectroscopic analysis Surface properties Biocatalytic synthesis Candida antarctica lipase Chemo-enzymatic synthesis Chemoselective methods Low molecular weight Peptoid Polycaprolactone films Spectroscopic method Film preparation
spellingShingle	Films Lipase Polycaprolactone Surface properties β-peptoid Acetylation Films Lipases Oligomers Polycaprolactone Ring opening polymerization Spectroscopic analysis Surface properties Biocatalytic synthesis Candida antarctica lipase Chemo-enzymatic synthesis Chemoselective methods Low molecular weight Peptoid Polycaprolactone films Spectroscopic method Film preparation Monsalve, Leandro Nicolás Baldessari, Alicia Chemoenzymatic synthesis of novel N-(2-hydroxyethyl)-β-peptoid oligomer derivatives and application to porous polycaprolactone films
topic_facet	Films Lipase Polycaprolactone Surface properties β-peptoid Acetylation Films Lipases Oligomers Polycaprolactone Ring opening polymerization Spectroscopic analysis Surface properties Biocatalytic synthesis Candida antarctica lipase Chemo-enzymatic synthesis Chemoselective methods Low molecular weight Peptoid Polycaprolactone films Spectroscopic method Film preparation
description	The biocatalytic synthesis of a novel peptoid oligomer is reported. The oligomer is acetylated and a copolymer with polycaprolactone is prepared. These derivatives are employed for the preparation of nanoporous films. Poly[N-(2-hydroxyethyl)-β-propylamide] oligomer is synthesized using a simple enzymatic procedure involving Candida antarctica lipase B. This novel compound is obtained by a green and chemoselective method from economic reactants in good yield. The β-peptoid oligomer is characterized by spectroscopic methods showing low molecular weight and low dispersity. Two derivatives of the β-peptoid oligomer are prepared by acetylation and by grafting polycaprolactone by ring opening polymerization from the pendant hydroxyl groups. These products are blended with polycaprolactone to make films by solvent casting. The inclusion of the acyl derivatives of the β-peptoid to polycaprolactone affects the morphology of the film yielding microstructured and nanostructured patterns. © 2013 Society of Chemical Industry.
author	Monsalve, Leandro Nicolás Baldessari, Alicia
author_facet	Monsalve, Leandro Nicolás Baldessari, Alicia
author_sort	Monsalve, Leandro Nicolás
title	Chemoenzymatic synthesis of novel N-(2-hydroxyethyl)-β-peptoid oligomer derivatives and application to porous polycaprolactone films
title_short	Chemoenzymatic synthesis of novel N-(2-hydroxyethyl)-β-peptoid oligomer derivatives and application to porous polycaprolactone films
title_full	Chemoenzymatic synthesis of novel N-(2-hydroxyethyl)-β-peptoid oligomer derivatives and application to porous polycaprolactone films
title_fullStr	Chemoenzymatic synthesis of novel N-(2-hydroxyethyl)-β-peptoid oligomer derivatives and application to porous polycaprolactone films
title_full_unstemmed	Chemoenzymatic synthesis of novel N-(2-hydroxyethyl)-β-peptoid oligomer derivatives and application to porous polycaprolactone films
title_sort	chemoenzymatic synthesis of novel n-(2-hydroxyethyl)-β-peptoid oligomer derivatives and application to porous polycaprolactone films
publishDate	2014
url	https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_09598103_v63_n8_p1523_Monsalve http://hdl.handle.net/20.500.12110/paper_09598103_v63_n8_p1523_Monsalve
work_keys_str_mv	AT monsalveleandronicolas chemoenzymaticsynthesisofnoveln2hydroxyethylbpeptoidoligomerderivativesandapplicationtoporouspolycaprolactonefilms AT baldessarialicia chemoenzymaticsynthesisofnoveln2hydroxyethylbpeptoidoligomerderivativesandapplicationtoporouspolycaprolactonefilms
_version_	1768543856220962816

Chemoenzymatic synthesis of novel N-(2-hydroxyethyl)-β-peptoid oligomer derivatives and application to porous polycaprolactone films

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