Biosynthesis of ethyl caproate and other short ethyl esters catalyzed by cutinase in organic solvent
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2009
Authors
de Barros, Dragana P. C.
Fonseca, Luis P.

Fernandes, P.

Cabral, Joaquim M. S.

Mojović, Ljiljana

Article (Published version)

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The main objective of this work was to study the enzymatic synthesis of short chain ethyl esters, a group of relevant aroma molecules, by Fusarium solani pisi cutinase in an organic solvent media (iso-octane), and to assess the influence of different parameters on the reaction yield. Cutinase displayed high initial esterification rates in iso-octane. which amounted to 1.15 mu mol min(-1) mg(-1) for ethyl butyrate (C-4 acid chain) and 1.06 mu mol min(-1) mg(-1) for ethyl valerate (C-S acid chain). High product yields, 84% for ethyl butyrate and 96% for ethyl valerate, were observed after 6 h of reaction, for an initial equimolar concentration of substrates (0.1 M). The highest product yield (97%) was observed for ethyl caproate (C-6) synthesis, a compound which is a part of natural apple and pineapple flavour, for an alcohol:acid molar ratio of 2 (0.2 M ethanol concentration). Cutinase affinity for short chain length carboxylic acids (C-4-C-6) in ester synthesis in iso-octane confirmed ...previous observations in reversed micellar system.
Keywords:
Ethyl caproate / Short chain ethyl esters / Cutinase / Organic solvent / Iso-octaneSource:
Journal of Molecular Catalysis B-Enzymatic, 2009, 60, 3-4, 178-185Publisher:
- Elsevier Science Bv, Amsterdam
Funding / projects:
- Fundacao para a Ciencia e a Tecnologia (Portugal)Portuguese Foundation for Science and Technology [SFRH/BD/24703/2005]
DOI: 10.1016/j.molcatb.2009.05.004
ISSN: 1381-1177
WoS: 000269466600013
Scopus: 2-s2.0-68149151029
Institution/Community
Tehnološko-metalurški fakultetTY - JOUR AU - de Barros, Dragana P. C. AU - Fonseca, Luis P. AU - Fernandes, P. AU - Cabral, Joaquim M. S. AU - Mojović, Ljiljana PY - 2009 UR - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/1423 AB - The main objective of this work was to study the enzymatic synthesis of short chain ethyl esters, a group of relevant aroma molecules, by Fusarium solani pisi cutinase in an organic solvent media (iso-octane), and to assess the influence of different parameters on the reaction yield. Cutinase displayed high initial esterification rates in iso-octane. which amounted to 1.15 mu mol min(-1) mg(-1) for ethyl butyrate (C-4 acid chain) and 1.06 mu mol min(-1) mg(-1) for ethyl valerate (C-S acid chain). High product yields, 84% for ethyl butyrate and 96% for ethyl valerate, were observed after 6 h of reaction, for an initial equimolar concentration of substrates (0.1 M). The highest product yield (97%) was observed for ethyl caproate (C-6) synthesis, a compound which is a part of natural apple and pineapple flavour, for an alcohol:acid molar ratio of 2 (0.2 M ethanol concentration). Cutinase affinity for short chain length carboxylic acids (C-4-C-6) in ester synthesis in iso-octane confirmed previous observations in reversed micellar system. PB - Elsevier Science Bv, Amsterdam T2 - Journal of Molecular Catalysis B-Enzymatic T1 - Biosynthesis of ethyl caproate and other short ethyl esters catalyzed by cutinase in organic solvent EP - 185 IS - 3-4 SP - 178 VL - 60 DO - 10.1016/j.molcatb.2009.05.004 ER -
@article{ author = "de Barros, Dragana P. C. and Fonseca, Luis P. and Fernandes, P. and Cabral, Joaquim M. S. and Mojović, Ljiljana", year = "2009", abstract = "The main objective of this work was to study the enzymatic synthesis of short chain ethyl esters, a group of relevant aroma molecules, by Fusarium solani pisi cutinase in an organic solvent media (iso-octane), and to assess the influence of different parameters on the reaction yield. Cutinase displayed high initial esterification rates in iso-octane. which amounted to 1.15 mu mol min(-1) mg(-1) for ethyl butyrate (C-4 acid chain) and 1.06 mu mol min(-1) mg(-1) for ethyl valerate (C-S acid chain). High product yields, 84% for ethyl butyrate and 96% for ethyl valerate, were observed after 6 h of reaction, for an initial equimolar concentration of substrates (0.1 M). The highest product yield (97%) was observed for ethyl caproate (C-6) synthesis, a compound which is a part of natural apple and pineapple flavour, for an alcohol:acid molar ratio of 2 (0.2 M ethanol concentration). Cutinase affinity for short chain length carboxylic acids (C-4-C-6) in ester synthesis in iso-octane confirmed previous observations in reversed micellar system.", publisher = "Elsevier Science Bv, Amsterdam", journal = "Journal of Molecular Catalysis B-Enzymatic", title = "Biosynthesis of ethyl caproate and other short ethyl esters catalyzed by cutinase in organic solvent", pages = "185-178", number = "3-4", volume = "60", doi = "10.1016/j.molcatb.2009.05.004" }
de Barros, D. P. C., Fonseca, L. P., Fernandes, P., Cabral, J. M. S.,& Mojović, L.. (2009). Biosynthesis of ethyl caproate and other short ethyl esters catalyzed by cutinase in organic solvent. in Journal of Molecular Catalysis B-Enzymatic Elsevier Science Bv, Amsterdam., 60(3-4), 178-185. https://doi.org/10.1016/j.molcatb.2009.05.004
de Barros DPC, Fonseca LP, Fernandes P, Cabral JMS, Mojović L. Biosynthesis of ethyl caproate and other short ethyl esters catalyzed by cutinase in organic solvent. in Journal of Molecular Catalysis B-Enzymatic. 2009;60(3-4):178-185. doi:10.1016/j.molcatb.2009.05.004 .
de Barros, Dragana P. C., Fonseca, Luis P., Fernandes, P., Cabral, Joaquim M. S., Mojović, Ljiljana, "Biosynthesis of ethyl caproate and other short ethyl esters catalyzed by cutinase in organic solvent" in Journal of Molecular Catalysis B-Enzymatic, 60, no. 3-4 (2009):178-185, https://doi.org/10.1016/j.molcatb.2009.05.004 . .