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PreprintCC BYChemRxiv

Discovery of new octadecanoids in γ-linolenic acid rich oils

Abstract

17 novel hydroxy fatty acids derived from LA, ALA, and GLA were characterized in evening 2 primrose, borage and hemp oil. Structural characterization was based on semi-synthetic 3 standards generated by autoxidation, photoxidation and enzymatic conversions, combined 4 with LC-MS and GC-MS analysis with multiple derivatization strategies. Novel oxylipins 6-5 HODE and 7-HODE, presumably formed as site-products of Δ6-desaturase, showed 6 characteristic patterns in GLA-rich oils: 6-HODE occurred at high levels in in evening primrose 7 oil (23 ± 1 mg/100 g) and in borage oil (84 ± 7 mg/100 g), whereas 7-HODE (28.7 ± 8 0.6 mg/100 g) was abundant in hemp oil. These novel oxylipins occurred in similar 9 concentrations in both cold-pressed and refined oils and did not relate to the oxidation status. 10 Although, the occurrence of autoxidatively formed hydroxy-LA, ALA and GLA correlated with 11 peroxide value. Overall, these findings highlight novel oxylipins as promising markers of oil 12 quality and authenticity. 13 14 15 16

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BibTeX
@misc{lowen2026discovery,
  title = {{Discovery of new octadecanoids in γ-linolenic acid rich oils}},
  author = {Ariane Löwen and Lia Warja Musielak and Kathrin Plitzko and Nils Helge Schebb},
  howpublished = {ChemRxiv},
  year = {2026},
  month = oct,
  doi = {10.26434/chemrxiv.15009843/v1},
  url = {https://chemrxiv.org/doi/full/10.26434/chemrxiv.15009843/v1},
  note = {CC BY},
}
RIS
TY  - UNPB
TI  - Discovery of new octadecanoids in γ-linolenic acid rich oils
AU  - Ariane Löwen
AU  - Lia Warja Musielak
AU  - Kathrin Plitzko
AU  - Nils Helge Schebb
PY  - 2026
DA  - 2026/10/05
PB  - ChemRxiv
DO  - 10.26434/chemrxiv.15009843/v1
UR  - https://chemrxiv.org/doi/full/10.26434/chemrxiv.15009843/v1
AB  - 17 novel hydroxy fatty acids derived from LA, ALA, and GLA were characterized in evening 2 primrose, borage and hemp oil. Structural characterization was based on semi-synthetic 3 standards generated by autoxidation, photoxidation and enzymatic conversions, combined 4 with LC-MS and GC-MS analysis with multiple derivatization strategies. Novel oxylipins 6-5 HODE and 7-HODE, presumably formed as site-products of Δ6-desaturase, showed 6 characteristic patterns in GLA-rich oils: 6-HODE occurred at high levels in in evening primrose 7 oil (23 ± 1 mg/100 g) and in borage oil (84 ± 7 mg/100 g), whereas 7-HODE (28.7 ± 8 0.6 mg/100 g) was abundant in hemp oil. These novel oxylipins occurred in similar 9 concentrations in both cold-pressed and refined oils and did not relate to the oxidation status. 10 Although, the occurrence of autoxidatively formed hydroxy-LA, ALA and GLA correlated with 11 peroxide value. Overall, these findings highlight novel oxylipins as promising markers of oil 12 quality and authenticity. 13 14 15 16
ER  -