Lipozyme 435-Mediated Synthesis of Xylose Oleate in Methyl Ethyl Ketone

Author(s)

Goncalves, Maria Carolina Pereira ^[1] ; Amaral, Jessica Cristina ^[2] ; Fernandez-Lafuente, Roberto ^{[3, 4, 5]} ; de Sousa Junior, Ruy ^[6] ; Tardioli, Paulo Waldir ^[1]

Affiliation

^[1] Fed Univ Sao Carlos UFSCar, Dept Chem Engn, Lab Enzyme Technol LabEnz, Postgrad Program Chem Engn, Rodovia Washington Luis, Km 235, BR-13565905 Sao Carlos, SP - Brazil

^[2] Fed Univ Sao Carlos UFSCar, Dept Chem, Lab Nat Prod, Postgrad Program Chem, Rodovia Washington Luis, Km 235, BR-13565905 Sao Carlos, SP - Brazil

^[3] ICP CSIC, Dept Biocatalisis, Campus UAM CSIC, Madrid 28049 - Spain

^[4] King Abdulaziz Univ, Ctr Excellence Bionanosci Res, Jeddah 21589 - Saudi Arabia

^[5] King Abdulaziz Univ, External Sci Advisory Board, Jeddah 21589 - Saudi Arabia

^[6] Fed Univ Sao Carlos UFSCar, Dept Chem Engn, Lab Dev & Automat Bioproc LaDABio, Postgrad Program Chem Engn, Rodovia Washington Luis, Km 235, BR-13565905 Sao Carlos, SP - Brazil

• Document type: Journal article
• Source: Molecules; v. 26, n. 11 JUN 2021.
• Web of Science Citations: 0

Abstract

In this paper, we have performed the Lipozyme 435-catalyzed synthesis of xylose oleate in methyl ethyl ketone (MEK) from xylose and oleic acid. The effects of substrates' molar ratios, reaction temperature, reaction time on esterification rates, and Lipozyme 435 reuse were studied. Results showed that an excess of oleic acid (xylose: oleic acid molar ratio of 1:5) significantly favored the reaction, yielding 98% of xylose conversion and 31% oleic acid conversion after 24 h-reaction (mainly to xylose mono- and dioleate, as confirmed by mass spectrometry). The highest Lipozyme 435 activities occurred between 55 and 70 degrees C. The predicted Ping Pong Bi Bi kinetic model fitted very well to the experimental data and there was no evidence of inhibitions in the range assessed. The reaction product was purified and presented an emulsion capacity close to that of a commercial sugar ester detergent. Finally, the repeated use of Lipozyme 435 showed a reduction in the reaction yields (by 48 and 19% in the xylose and oleic acid conversions, respectively), after ten 12 h-cycles. (AU)

• FAPESP's process: 19/23908-4 - Design of new biocatalizers by surface modifications of post-immobilization lipases for application in xylose oleate synthesis
• Grantee: Maria Carolina Pereira Gonçalves
• Support Opportunities: Scholarships in Brazil - Doctorate
• FAPESP's process: 16/10636-8 - From the cell factory to the Biodiesel-Bioethanol integrated biorefinery: a systems approach applied to complex problems in micro and macroscales
• Grantee: Roberto de Campos Giordano
• Support Opportunities: Program for Research on Bioenergy (BIOEN) - Thematic Grants