Studies related to fatty acid desaturation, III: Preparation and use of thiaoleic acids

Article abstract of DOI:10.1002/jlac.199719970108

New thiaoleic acid methyl esters 1 have been prepared as models for studies on Δ12-saturation, Convergent synthetic pathways to those acids from the 10-(tetrahydropyranyloxy)-dec-1-yne 2 are described. After saponification, their inhibitory effect on the in vivo desaturation of [1-¹⁴C] oleic acid into [1-¹⁴C] linoleic acid has been evaluated using green algae, Chlorella sorokiniana, as a biological model. This result may indicate that the oleyl-desaturase initiates dehydrogenation of a normal substrate by hydrogen atom abstraction at C-13. VCH Verlagsgesellschaft mbH, 1997.