title: Isolation of a furan fatty acid from Hevea brasiliensis latex employing the combined use of pH-zone-refining and conventional countercurrent chromatography.
abstract: Furan fatty acids are valuable and bioactive minor fatty acids that usually contribute <0.1% to the fatty acid content of food samples. Their biological role still remains unclear as authentic furan fatty acid standards are not readily available and thorough experimental studies verifying the relevance of furan fatty acids are thus virtually impossible. An efficient protocol for the isolation of the furan fatty acid 9-(3-methyl-5-pentylfuran-2-yl)-nonanoic acid from hydrolyzed and centrifuged latex of Hevea brasiliensis was developed using countercurrent chromatography. A first run using pH-zone-refining countercurrent chromatography provided 48.4 mg of 9-(3-methyl-5-pentylfuran-2-yl)-nonanoic acid from 210 mg latex extract in a purity of 95%. The purity was increased to 99% by means of one second run in conventional countercurrent chromatography mode. The Structure and purity of 9-(3-methyl-5-pentylfuran-2-yl)-nonanoic acid were determined by gas chromatography coupled to mass spectrometry and (1)H and (13)C NMR spectroscopy.
authors.affiliation: Institute of Food Chemistry, University of Hohenheim, Stuttgart, Germany.
authors.forename: Michael
authors.initials: M
authors.lastname: Englert
authors.affiliation: Institute of Food Chemistry, University of Hohenheim, Stuttgart, Germany.
authors.forename: Kerstin
authors.initials: K
authors.lastname: Ulms
authors.affiliation: Institute of Food Chemistry, University of Hohenheim, Stuttgart, Germany.
authors.forename: Christine
authors.initials: C
authors.lastname: Wendlinger
authors.affiliation: Institute of Food Chemistry, University of Hohenheim, Stuttgart, Germany.
authors.forename: Walter
authors.initials: W
authors.lastname: Vetter
mesh_terms: D066241:Carbon-13 Magnetic Resonance Spectroscopy; D003377:Countercurrent Distribution / Q000379:methods*; D005227:Fatty Acids / Q000737:chemistry / Q000302:isolation & purification*; D005663:Furans / Q000737:chemistry*; D008401:Gas Chromatography-Mass Spectrometry; D028482:Hevea / Q000737:chemistry*; D006863:Hydrogen-Ion Concentration; D007840:Latex / Q000737:chemistry*; D066244:Proton Magnetic Resonance Spectroscopy
chemical_list: D005227:Fatty Acids; D005663:Furans; D007840:Latex
keywords: Countercurrent chromatography; Furan fatty acids; Hevea brasiliensis; Latex; pH-zone-refining