Herkunft des Kohlenstoff‐Grundskeletts von F‐Säuren

Abstract

Origin of the Basic Carbon Chain of F Acids Feeding experiments with sodium [2‐13C]acetate on suspension cultures of Saccharum spec. show that the basic carbon chain of F acids 1 is derived from acetate units via the fatty acid pathway. Incorporation of 13C label was confirmed by GC/MS analysis of the corresponding tetrahydrofuran derivatives 2.

Characterization of the Lipid Fraction of Wild Sea Urchin from the Sardinian Sea (Western Mediterranean)

“…In deep sea habitats, C16:1 n 7 and C18:1 n 7 indicate bacterial food sources, especially when C20:1 n 7 and 22:1 n −7 are present, and the microalgal indicator FAs, C20:5 n 3 and C22:6 n 3, are absent (Ben‐Mlih and others ). Regarding FFAs, the base skeleton is synthesized by plants from acetate (Scheinkönig and Spiteller ). Investigation of algal cell cultures proved that FFAs with a pentyl side chain originated from C18:2 n 6 and those with a propyl side chain were not derived from C18:2 n 6 but from C18:2 n 4 (Batna and others ), afterward primary FFAs are elongated by acetate units to higher homologues.…”

Furan fatty acids: Occurrence, synthesis, and reactions. Are furan fatty acids responsible for the cardioprotective effects of a fish diet?

“…The observation that F-acids are generated in plants allowed further studies in cell cultures by feeding labeled compounds. It was thus recognized that plants synthesize the basic skeleton of F-acids from acetate (98). The methyl groups in the β-position of the furan ring originate from methionine (99,100), and the furan oxygen is derived from air (101).…”

Biosynthesis of fatty acids and related metabolites

“…are assembled from an acetate derived fatty acid chain, dioxygen derived oxygen and methionine derived methyl groups. [139][140][141] Naturally occurring F-acids possess either a propanyl or pentanyl side chain, and are usually either unmethylated, such as 7-(5-pentylfuran-2yl)heptanoic acid 65, monomethylated at the '3' position of the furan ring such as 7-(3-methyl-5-pentylfuran-2-yl)heptanoic acid 66, or dimethylated, such as 7-(3,4-dimethyl-5pentylfuran-2-yl)heptanoic acid 67. To probe whether unmethylated F-acid could act as a substrate for the methyltransferases, Spiteller and co-workers added the unnatural synthetic butyl homologue, 7-(5-butylfuran-2-yl)heptanoic acid 68, to suspension cultures of Saccharum sp.…”