Enzymatic synthesis of short chain citronellyl esters by a new lipase from Rhizopus sp

Short chain citronellyl esters were synthesized by a new microbial lipase from Rhizopus sp strain isolated and lipase produced at UNICAMP, Brazil. Direct esterification and transesterification reactions have been performed to produce citronellyl acetate and butyrate in a free-solvent system and with...

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Autores principales: Alves Macedo,Gabriela, Soberón Lozano,Maria Mercedez, Pastore,Gláucia Maria
Lenguaje:English
Publicado: Pontificia Universidad Católica de Valparaíso 2003
Acceso en línea:http://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-34582003000100009
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spelling oai:scielo:S0717-345820030001000092003-08-18Enzymatic synthesis of short chain citronellyl esters by a new lipase from Rhizopus spAlves Macedo,GabrielaSoberón Lozano,Maria MercedezPastore,Gláucia Maria Short chain citronellyl esters were synthesized by a new microbial lipase from Rhizopus sp strain isolated and lipase produced at UNICAMP, Brazil. Direct esterification and transesterification reactions have been performed to produce citronellyl acetate and butyrate in a free-solvent system and with n-hexane in reaction medium. Reaction mixture for direct esterification and transesterification was carried out at 45ºC in equimolar concentration of substrates: acid or ester and alcohol. Only citronellyl butyrate was synthesized by direct esterification with yields from 95 to 100% after 24 hrs. of reaction time, with or without n-hexane. Citronellyl acetate was synthesized by transesterification with ethyl acetate and cytronellol, with yield of 58% after 48 hrs. and 48% of conversion for reaction butyl acetate and cytronellol. The results suggest that the size of the aliphatic chain from acyl donor was importance to conversion rate. Acids with more than two carbons showed to be better substrate for Rhizopus sp lipase. Transesterification reaction showed different behaviour, ester substrate with four carbons was better than six carbon for citronellyl acetate synthesis.info:eu-repo/semantics/openAccessPontificia Universidad Católica de ValparaísoElectronic Journal of Biotechnology v.6 n.1 20032003-04-01text/htmlhttp://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-34582003000100009en
institution Scielo Chile
collection Scielo Chile
language English
description Short chain citronellyl esters were synthesized by a new microbial lipase from Rhizopus sp strain isolated and lipase produced at UNICAMP, Brazil. Direct esterification and transesterification reactions have been performed to produce citronellyl acetate and butyrate in a free-solvent system and with n-hexane in reaction medium. Reaction mixture for direct esterification and transesterification was carried out at 45ºC in equimolar concentration of substrates: acid or ester and alcohol. Only citronellyl butyrate was synthesized by direct esterification with yields from 95 to 100% after 24 hrs. of reaction time, with or without n-hexane. Citronellyl acetate was synthesized by transesterification with ethyl acetate and cytronellol, with yield of 58% after 48 hrs. and 48% of conversion for reaction butyl acetate and cytronellol. The results suggest that the size of the aliphatic chain from acyl donor was importance to conversion rate. Acids with more than two carbons showed to be better substrate for Rhizopus sp lipase. Transesterification reaction showed different behaviour, ester substrate with four carbons was better than six carbon for citronellyl acetate synthesis.
author Alves Macedo,Gabriela
Soberón Lozano,Maria Mercedez
Pastore,Gláucia Maria
spellingShingle Alves Macedo,Gabriela
Soberón Lozano,Maria Mercedez
Pastore,Gláucia Maria
Enzymatic synthesis of short chain citronellyl esters by a new lipase from Rhizopus sp
author_facet Alves Macedo,Gabriela
Soberón Lozano,Maria Mercedez
Pastore,Gláucia Maria
author_sort Alves Macedo,Gabriela
title Enzymatic synthesis of short chain citronellyl esters by a new lipase from Rhizopus sp
title_short Enzymatic synthesis of short chain citronellyl esters by a new lipase from Rhizopus sp
title_full Enzymatic synthesis of short chain citronellyl esters by a new lipase from Rhizopus sp
title_fullStr Enzymatic synthesis of short chain citronellyl esters by a new lipase from Rhizopus sp
title_full_unstemmed Enzymatic synthesis of short chain citronellyl esters by a new lipase from Rhizopus sp
title_sort enzymatic synthesis of short chain citronellyl esters by a new lipase from rhizopus sp
publisher Pontificia Universidad Católica de Valparaíso
publishDate 2003
url http://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-34582003000100009
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AT soberonlozanomariamercedez enzymaticsynthesisofshortchaincitronellylestersbyanewlipasefromrhizopussp
AT pastoreglauciamaria enzymaticsynthesisofshortchaincitronellylestersbyanewlipasefromrhizopussp
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