title: Petroselinic acid purification and its use for the fermentation of new sophorolipids.
abstract: Petroselinic acid, a positional isomer of oleic acid, was isolated from the vegetable oil of Coriandrum sativum fruits. This uncommon fatty acid was subsequently used as substrate for sophorolipid fermentation with a Starmerella bombicola lactone esterase overexpression (oe sble) strain. A petroselinic acid based diacetylated sophorolipid lactone was obtained in high purity without incorporation of de novo synthesized fatty acids such as oleic acid. A total production of 40 g/L was obtained. The petroselinic acid based sophorolipid lactone was subsequently hydrolyzed towards the petroselinic acid based sophorolipid acid. For both compounds, their critical micelle concentration (CMC) and corresponding surface tension were compared to their oleic acid based counterparts. Both petroselinic acid based sophorolipids displayed a much lower CMC value than their oleic acid based counterparts, although their minimal surface tension was the same. Besides, the sophorolipid fermentation product was chemically modified towards a novel C12 sophorolipid aldehyde. This derivative constitutes an interesting building block for further modification towards new-to-nature sophorolipids with high potential for self-assembly applications.
authors.affiliation: SynBioC, Department of Sustainable Organic Chemistry and Technology, Ghent University, Coupure Links 653, 9000, Ghent, Belgium.
authors.forename: Elisabeth I P
authors.initials: EIP
authors.lastname: Delbeke
authors.affiliation: SynBioC, Department of Sustainable Organic Chemistry and Technology, Ghent University, Coupure Links 653, 9000, Ghent, Belgium.|InBio, Department of Biochemical and Microbial Technology, Ghent University, Coupure Links 653, 9000, Ghent, Belgium.
authors.forename: Jonas
authors.initials: J
authors.lastname: Everaert
authors.affiliation: SynBioC, Department of Sustainable Organic Chemistry and Technology, Ghent University, Coupure Links 653, 9000, Ghent, Belgium.|Laboratoire de Chimie Agro-industrielle, ENSIACET, Université de Toulouse, INP, 4 Allée Emile Monso, BP 44362, 31030, Toulouse Cedex 4, France.
authors.forename: Evelien
authors.initials: E
authors.lastname: Uitterhaegen
authors.affiliation: InBio, Department of Biochemical and Microbial Technology, Ghent University, Coupure Links 653, 9000, Ghent, Belgium.
authors.forename: Stijn
authors.initials: S
authors.lastname: Verweire
authors.affiliation: SynBioC, Department of Sustainable Organic Chemistry and Technology, Ghent University, Coupure Links 653, 9000, Ghent, Belgium.
authors.forename: Arno
authors.initials: A
authors.lastname: Verlee
authors.affiliation: Laboratoire de Chimie Agro-industrielle, ENSIACET, Université de Toulouse, INP, 4 Allée Emile Monso, BP 44362, 31030, Toulouse Cedex 4, France.
authors.forename: Thierry
authors.initials: T
authors.lastname: Talou
authors.affiliation: InBio, Department of Biochemical and Microbial Technology, Ghent University, Coupure Links 653, 9000, Ghent, Belgium.
authors.forename: Wim
authors.initials: W
authors.lastname: Soetaert
authors.affiliation: InBio, Department of Biochemical and Microbial Technology, Ghent University, Coupure Links 653, 9000, Ghent, Belgium.
authors.forename: Inge N A
authors.initials: INA
authors.lastname: Van Bogaert
authors.affiliation: SynBioC, Department of Sustainable Organic Chemistry and Technology, Ghent University, Coupure Links 653, 9000, Ghent, Belgium. Chris.Stevens@UGent.be.
authors.forename: Christian V
authors.initials: CV
authors.lastname: Stevens
keywords: Chemical derivatization; Fermentation; Petroselinic acid; Sophorolipid; Starmerella bombicola