16725-36-3Relevant articles and documents
Identification of 2-methoxyhexadecanoic acid in Amphimedon compressa
Carballeira,Colon,Emiliano
, p. 675 - 676 (1998)
The phospholipid fatty acid composition of Amphimedon compressa was reinvestigated and the 2-methoxyhexadecanoic acid was identified for the first time in nature. Structure characterization was accomplished by means of gas chromatography-mass spectrometry and total synthesis from commercially available 2-hydroxyhexadecanoic acid.
Gas chromatography/electron-capture negative ion mass spectrometry for the quantitative determination of 2- and 3-hydroxy fatty acids in bovine milk fat
Jenske, Ramona,Vetter, Walter
experimental part, p. 5500 - 5505 (2010/03/25)
2- and 3-hydroxy fatty acids (2- and 3-OH-FAs) are bioactive substances reported in sphingolipids and bacteria. Little is known of their occurrence in food. For this reason, a method suitable for the determination of OH-FAs at trace levels in bovine milk fat was developed. OH-FAs (and conventional fatty acids in samples) were converted into methyl esters and the hydroxyl group was derivatized with pentafluorobenzoyl (PFBO) chloride to give PFBO-O-FA methyl esters. These derivatives with strong electron affinity were determined by gas chromatography interfaced to mass spectrometry using electron-capture negative ion in the selected ion monitoring mode (GC/ECNI-MS-SIM). This method proved to be highly sensitive and selective for PFBO-O-FA methyl esters. For the analysis of samples, two internal standards were used. For this purpose, 9,10-dideutero-2-OH-18:0 methyl ester (ISTD-1) from 2-OH-18:1(9c) methyl ester as well as the ethyl ester of 3-PFBO-O-12:0 (ISTD-2) was synthesized. ISTD-1 served as a recovery standard whereas ISTD-2 was used for GC/MS measurements. The whole-sample cleanup consisted of accelerated solvent extraction of dry bovine milk, addition of ISTD 1, saponification, conversion of fatty acids into methyl esters by use of boron trifluoride, separation of the methyl esters of OH-FAs from nonsubstituted FAs on activated silica, conversion of OH-FAs methyl esters into PFBO-O-FA methyl esters, addition of ISTD-2, and measurement by GC/ECNI-MS-SIM. By this method, ten OH-FAs were quantified in bovine milk fat with high precision in the range from 0.02 ± 0.00 to 4.49 ± 0.29 mg/100 g of milk fat.
THERAPEUTICALLY ACTIVE SUBSTITUTED SATURATED AND MONO-AND POLYUNSATURATED ALKYL-GLYCERYLETHERS
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, (2008/06/13)
Pharmaceutical preparations containing alkyl and alkenyl glycerol ethers substituted in the side chain and esters thereof having the general formula wherein R1 and R2 are the same or different in each is selected from the group consisting of hydrogen and aliphatic acyl groups of at most 24 carbon atoms, one of R3 and R4being hydrogen and the other being selected from the group consisting of straight, branched, saturated and unsaturated alkoxy groups of at most seven carbon atoms, and Rsis selected from the group consisting of straight, branched, alkyl and alkenyl groups of 4-21 carbon atoms. The compounds are useful as antibiotics in the treatment of infectious diseases and for inhibiting the growth of tumors.