A kinetic study of candida rugosa lipase-catalyzed synthesis of 4,6-dimethyl-3-cyano-2-pyridone

Detalhes bibliográficos
Autor(a) principal: Prlainović,Nevena Ž
Data de Publicação: 2010
Outros Autores: Bezbradica,Dejan I., Knežević-Jugović,Zorica D., Kozlowska,Roksana T., Mijin,Dušan Ž.
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=S0103-50532010001200016
Resumo: The synthesis of 4,6-dimethyl-3-cyano-2-pyridone was studied in a reaction catalyzed with Candida rugosa lipase. A response surface methodology (RSM) was applied for the optimization of the experimental conditions. The study showed that temperature and molar ratio cyanoacetamide/acetylacetone have a great influence on the yield of the reaction; the maximum yield was achieved at 44 ºC with a molar ratio cyanoacetamide/acetylacetone of 36. The kinetics of the enzymatic synthesis of 4,6-dimethyl-3-cyano-2-pyridone was investigated, and it was determined that a ping-pong bi-ter mechanism with cyanoacetamide inhibition fits the obtained results. The mechanism of lipase-catalyzed reaction was proposed.
id SBQ-2_58fe7523a768b5f4523546a71d3bf427
oai_identifier_str oai:scielo:S0103-50532010001200016
network_acronym_str SBQ-2
network_name_str Journal of the Brazilian Chemical Society (Online)
repository_id_str
spelling A kinetic study of candida rugosa lipase-catalyzed synthesis of 4,6-dimethyl-3-cyano-2-pyridoneCandida rugosa lipaseping-pong kineticscyanoacetamide inhibitionacetylacetonepyridonThe synthesis of 4,6-dimethyl-3-cyano-2-pyridone was studied in a reaction catalyzed with Candida rugosa lipase. A response surface methodology (RSM) was applied for the optimization of the experimental conditions. The study showed that temperature and molar ratio cyanoacetamide/acetylacetone have a great influence on the yield of the reaction; the maximum yield was achieved at 44 ºC with a molar ratio cyanoacetamide/acetylacetone of 36. The kinetics of the enzymatic synthesis of 4,6-dimethyl-3-cyano-2-pyridone was investigated, and it was determined that a ping-pong bi-ter mechanism with cyanoacetamide inhibition fits the obtained results. The mechanism of lipase-catalyzed reaction was proposed.Sociedade Brasileira de Química2010-12-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersiontext/htmlhttp://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532010001200016Journal of the Brazilian Chemical Society v.21 n.12 2010reponame:Journal of the Brazilian Chemical Society (Online)instname:Sociedade Brasileira de Química (SBQ)instacron:SBQ10.1590/S0103-50532010001200016info:eu-repo/semantics/openAccessPrlainović,Nevena ŽBezbradica,Dejan I.Knežević-Jugović,Zorica D.Kozlowska,Roksana T.Mijin,Dušan Ž.eng2010-12-21T00:00:00Zoai:scielo:S0103-50532010001200016Revistahttp://jbcs.sbq.org.brONGhttps://old.scielo.br/oai/scielo-oai.php||office@jbcs.sbq.org.br1678-47900103-5053opendoar:2010-12-21T00:00Journal of the Brazilian Chemical Society (Online) - Sociedade Brasileira de Química (SBQ)false
dc.title.none.fl_str_mv A kinetic study of candida rugosa lipase-catalyzed synthesis of 4,6-dimethyl-3-cyano-2-pyridone
title A kinetic study of candida rugosa lipase-catalyzed synthesis of 4,6-dimethyl-3-cyano-2-pyridone
spellingShingle A kinetic study of candida rugosa lipase-catalyzed synthesis of 4,6-dimethyl-3-cyano-2-pyridone
Prlainović,Nevena Ž
Candida rugosa lipase
ping-pong kinetics
cyanoacetamide inhibition
acetylacetone
pyridon
title_short A kinetic study of candida rugosa lipase-catalyzed synthesis of 4,6-dimethyl-3-cyano-2-pyridone
title_full A kinetic study of candida rugosa lipase-catalyzed synthesis of 4,6-dimethyl-3-cyano-2-pyridone
title_fullStr A kinetic study of candida rugosa lipase-catalyzed synthesis of 4,6-dimethyl-3-cyano-2-pyridone
title_full_unstemmed A kinetic study of candida rugosa lipase-catalyzed synthesis of 4,6-dimethyl-3-cyano-2-pyridone
title_sort A kinetic study of candida rugosa lipase-catalyzed synthesis of 4,6-dimethyl-3-cyano-2-pyridone
author Prlainović,Nevena Ž
author_facet Prlainović,Nevena Ž
Bezbradica,Dejan I.
Knežević-Jugović,Zorica D.
Kozlowska,Roksana T.
Mijin,Dušan Ž.
author_role author
author2 Bezbradica,Dejan I.
Knežević-Jugović,Zorica D.
Kozlowska,Roksana T.
Mijin,Dušan Ž.
author2_role author
author
author
author
dc.contributor.author.fl_str_mv Prlainović,Nevena Ž
Bezbradica,Dejan I.
Knežević-Jugović,Zorica D.
Kozlowska,Roksana T.
Mijin,Dušan Ž.
dc.subject.por.fl_str_mv Candida rugosa lipase
ping-pong kinetics
cyanoacetamide inhibition
acetylacetone
pyridon
topic Candida rugosa lipase
ping-pong kinetics
cyanoacetamide inhibition
acetylacetone
pyridon
description The synthesis of 4,6-dimethyl-3-cyano-2-pyridone was studied in a reaction catalyzed with Candida rugosa lipase. A response surface methodology (RSM) was applied for the optimization of the experimental conditions. The study showed that temperature and molar ratio cyanoacetamide/acetylacetone have a great influence on the yield of the reaction; the maximum yield was achieved at 44 ºC with a molar ratio cyanoacetamide/acetylacetone of 36. The kinetics of the enzymatic synthesis of 4,6-dimethyl-3-cyano-2-pyridone was investigated, and it was determined that a ping-pong bi-ter mechanism with cyanoacetamide inhibition fits the obtained results. The mechanism of lipase-catalyzed reaction was proposed.
publishDate 2010
dc.date.none.fl_str_mv 2010-12-01
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=S0103-50532010001200016
url http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532010001200016
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv 10.1590/S0103-50532010001200016
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.21 n.12 2010
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_ 1750318171564277760

Registros relacionados