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Petroselinic acid purification and its use for the fermentation of new sophorolipids

Elisabeth Delbeke (UGent) , Jonas Everaert (UGent) , Evelien Uitterhaegen (UGent) , Stijn Verweire (UGent) , Arno Verlee (UGent) , Thierry Talou, Wim Soetaert (UGent) , Inge Van Bogaert (UGent) and Christian Stevens (UGent)
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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.
Keywords
Sophorolipid, Fermentation, Starmerella bombicola, Petroselinic acid, Chemical derivatization, CANDIDA-BOMBICOLA, ARACHIDONIC-ACID, LIPIDS, BIOSURFACTANTS

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Chicago
Delbeke, Elisabeth, Jonas Everaert, Evelien Uitterhaegen, Stijn Verweire, Arno Verlee, Thierry Talou, Wim Soetaert, Inge Van Bogaert, and Christian Stevens. 2016. “Petroselinic Acid Purification and Its Use for the Fermentation of New Sophorolipids.” Amb Express 6.
APA
Delbeke, E., Everaert, J., Uitterhaegen, E., Verweire, S., Verlee, A., Talou, T., Soetaert, W., et al. (2016). Petroselinic acid purification and its use for the fermentation of new sophorolipids. AMB EXPRESS, 6.
Vancouver
1.
Delbeke E, Everaert J, Uitterhaegen E, Verweire S, Verlee A, Talou T, et al. Petroselinic acid purification and its use for the fermentation of new sophorolipids. AMB EXPRESS. 2016;6.
MLA
Delbeke, Elisabeth, Jonas Everaert, Evelien Uitterhaegen, et al. “Petroselinic Acid Purification and Its Use for the Fermentation of New Sophorolipids.” AMB EXPRESS 6 (2016): n. pag. Print.
@article{7177443,
  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.},
  articleno    = {28},
  author       = {Delbeke, Elisabeth and Everaert, Jonas and Uitterhaegen, Evelien and Verweire, Stijn and Verlee, Arno and Talou, Thierry and Soetaert, Wim and Van Bogaert, Inge and Stevens, Christian},
  issn         = {2191-0855},
  journal      = {AMB EXPRESS},
  language     = {eng},
  pages        = {9},
  title        = {Petroselinic acid purification and its use for the fermentation of new sophorolipids},
  url          = {http://dx.doi.org/10.1186/s13568-016-0199-7},
  volume       = {6},
  year         = {2016},
}

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