Enantiomerically pure D-phenylglycine production using immobilized Pseudomonas aeruginosa 10145 in calcium alginate beads
Autor(a) principal: | |
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Data de Publicação: | 2007 |
Outros Autores: | , |
Tipo de documento: | Artigo |
Idioma: | eng |
Título da fonte: | Journal of the Brazilian Chemical Society (Online) |
Texto Completo: | http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532007000300011 |
Resumo: | In a preliminary work in our laboratory, a Pseudomonas aeruginosa strain was found to have enzymatic activity to convert arylaminonitriles into D-amino acids. This enzymatic activity was increased by induction to produce enantiomerically pure D-phenylglycine using 2-phenyl-2-aminoacetonitrile as starting material. In this work, the best conditions leading to this transformation are described. In order to increase the biocatalyst potential use, cells of Pseudomonas aeruginosa 10145 were entrapped in calcium alginate gel beads. Two different concentration of sodium alginate were used to immobilize these cells. Beads morphology was demonstrated by scanning electron microscopy (SEM). The beads with higher porosity, formed with 1.5% (m/v) of sodium alginate led to the best conversion of 2-phenyl-2-aminoacetonitrile into D-phenylglycine (20% of conversion, 3.0 h of reaction enantiomeric excess higher than 98%). Recycling was performed in four repeated batch reactions, which proved the biocatalyst activity maintenance. |
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Journal of the Brazilian Chemical Society (Online) |
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Enantiomerically pure D-phenylglycine production using immobilized Pseudomonas aeruginosa 10145 in calcium alginate beadsbiotransformationnitrilaseamidasenitrilehydrataseIn a preliminary work in our laboratory, a Pseudomonas aeruginosa strain was found to have enzymatic activity to convert arylaminonitriles into D-amino acids. This enzymatic activity was increased by induction to produce enantiomerically pure D-phenylglycine using 2-phenyl-2-aminoacetonitrile as starting material. In this work, the best conditions leading to this transformation are described. In order to increase the biocatalyst potential use, cells of Pseudomonas aeruginosa 10145 were entrapped in calcium alginate gel beads. Two different concentration of sodium alginate were used to immobilize these cells. Beads morphology was demonstrated by scanning electron microscopy (SEM). The beads with higher porosity, formed with 1.5% (m/v) of sodium alginate led to the best conversion of 2-phenyl-2-aminoacetonitrile into D-phenylglycine (20% of conversion, 3.0 h of reaction enantiomeric excess higher than 98%). Recycling was performed in four repeated batch reactions, which proved the biocatalyst activity maintenance.Sociedade Brasileira de Química2007-01-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersiontext/htmlhttp://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532007000300011Journal of the Brazilian Chemical Society v.18 n.3 2007reponame:Journal of the Brazilian Chemical Society (Online)instname:Sociedade Brasileira de Química (SBQ)instacron:SBQ10.1590/S0103-50532007000300011info:eu-repo/semantics/openAccessAlonso,Fábio O. M.Antunes,O. A. C.Oestreicher,Enrique G.eng2007-06-28T00:00:00Zoai:scielo:S0103-50532007000300011Revistahttp://jbcs.sbq.org.brONGhttps://old.scielo.br/oai/scielo-oai.php||office@jbcs.sbq.org.br1678-47900103-5053opendoar:2007-06-28T00:00Journal of the Brazilian Chemical Society (Online) - Sociedade Brasileira de Química (SBQ)false |
dc.title.none.fl_str_mv |
Enantiomerically pure D-phenylglycine production using immobilized Pseudomonas aeruginosa 10145 in calcium alginate beads |
title |
Enantiomerically pure D-phenylglycine production using immobilized Pseudomonas aeruginosa 10145 in calcium alginate beads |
spellingShingle |
Enantiomerically pure D-phenylglycine production using immobilized Pseudomonas aeruginosa 10145 in calcium alginate beads Alonso,Fábio O. M. biotransformation nitrilase amidase nitrile hydratase |
title_short |
Enantiomerically pure D-phenylglycine production using immobilized Pseudomonas aeruginosa 10145 in calcium alginate beads |
title_full |
Enantiomerically pure D-phenylglycine production using immobilized Pseudomonas aeruginosa 10145 in calcium alginate beads |
title_fullStr |
Enantiomerically pure D-phenylglycine production using immobilized Pseudomonas aeruginosa 10145 in calcium alginate beads |
title_full_unstemmed |
Enantiomerically pure D-phenylglycine production using immobilized Pseudomonas aeruginosa 10145 in calcium alginate beads |
title_sort |
Enantiomerically pure D-phenylglycine production using immobilized Pseudomonas aeruginosa 10145 in calcium alginate beads |
author |
Alonso,Fábio O. M. |
author_facet |
Alonso,Fábio O. M. Antunes,O. A. C. Oestreicher,Enrique G. |
author_role |
author |
author2 |
Antunes,O. A. C. Oestreicher,Enrique G. |
author2_role |
author author |
dc.contributor.author.fl_str_mv |
Alonso,Fábio O. M. Antunes,O. A. C. Oestreicher,Enrique G. |
dc.subject.por.fl_str_mv |
biotransformation nitrilase amidase nitrile hydratase |
topic |
biotransformation nitrilase amidase nitrile hydratase |
description |
In a preliminary work in our laboratory, a Pseudomonas aeruginosa strain was found to have enzymatic activity to convert arylaminonitriles into D-amino acids. This enzymatic activity was increased by induction to produce enantiomerically pure D-phenylglycine using 2-phenyl-2-aminoacetonitrile as starting material. In this work, the best conditions leading to this transformation are described. In order to increase the biocatalyst potential use, cells of Pseudomonas aeruginosa 10145 were entrapped in calcium alginate gel beads. Two different concentration of sodium alginate were used to immobilize these cells. Beads morphology was demonstrated by scanning electron microscopy (SEM). The beads with higher porosity, formed with 1.5% (m/v) of sodium alginate led to the best conversion of 2-phenyl-2-aminoacetonitrile into D-phenylglycine (20% of conversion, 3.0 h of reaction enantiomeric excess higher than 98%). Recycling was performed in four repeated batch reactions, which proved the biocatalyst activity maintenance. |
publishDate |
2007 |
dc.date.none.fl_str_mv |
2007-01-01 |
dc.type.driver.fl_str_mv |
info:eu-repo/semantics/article |
dc.type.status.fl_str_mv |
info:eu-repo/semantics/publishedVersion |
format |
article |
status_str |
publishedVersion |
dc.identifier.uri.fl_str_mv |
http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532007000300011 |
url |
http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532007000300011 |
dc.language.iso.fl_str_mv |
eng |
language |
eng |
dc.relation.none.fl_str_mv |
10.1590/S0103-50532007000300011 |
dc.rights.driver.fl_str_mv |
info:eu-repo/semantics/openAccess |
eu_rights_str_mv |
openAccess |
dc.format.none.fl_str_mv |
text/html |
dc.publisher.none.fl_str_mv |
Sociedade Brasileira de Química |
publisher.none.fl_str_mv |
Sociedade Brasileira de Química |
dc.source.none.fl_str_mv |
Journal of the Brazilian Chemical Society v.18 n.3 2007 reponame:Journal of the Brazilian Chemical Society (Online) instname:Sociedade Brasileira de Química (SBQ) instacron:SBQ |
instname_str |
Sociedade Brasileira de Química (SBQ) |
instacron_str |
SBQ |
institution |
SBQ |
reponame_str |
Journal of the Brazilian Chemical Society (Online) |
collection |
Journal of the Brazilian Chemical Society (Online) |
repository.name.fl_str_mv |
Journal of the Brazilian Chemical Society (Online) - Sociedade Brasileira de Química (SBQ) |
repository.mail.fl_str_mv |
||office@jbcs.sbq.org.br |
_version_ |
1750318167852318720 |