Mild method for preparation of 4,4-dimethyloxazoline derivatives of polyunsaturated fatty acids for GC-MS

Lipids

Volumn 46, Issue 5, 2011, Pages 463-467

  Svetashev, Vasily I ^a  

^a INSTITUTE OF MARINE BIOLOGY   (Russian Federation)

Author keywords

DMOX derivatives; Fatty acid structure analysis; GLC MS

Indexed keywords

2 AMINO 2 METHYLPROPANOL; 2 METHYLPROPANOLAMIDE; 4 PHENYLOXAZOLINE DERIVATIVE; 4,4 DIMETHYLOXAZOLINE DERIVATIVE; AMIDE; BENZOXAZOLINE DERIVATIVE; FATTY ACID DERIVATIVE; FATTY ACID ESTER; HEXANE DIETHYL ETHER; METHOXIDE SODIUM; OLEIC ACID; OLEOYL 2 METHYLPROPANOLAMIDE; OXAZOLINE DERIVATIVE; POLYUNSATURATED FATTY ACID; REAGENT; TRIFLUOROACETIC ANHYDRIDE; UNCLASSIFIED DRUG; WATER;

ARTICLE; CHEMICAL STRUCTURE; DERIVATIZATION; FATTY ACID SYNTHESIS; FERN; GAS CHROMATOGRAPHY; INCUBATION TEMPERATURE; INCUBATION TIME; MASS FRAGMENTOGRAPHY; METHODOLOGY; PROTON NUCLEAR MAGNETIC RESONANCE; ROOM TEMPERATURE; THIN LAYER CHROMATOGRAPHY;

CHROMATOGRAPHY, GAS; CHROMATOGRAPHY, THIN LAYER; FATTY ACIDS, UNSATURATED; GAS CHROMATOGRAPHY-MASS SPECTROMETRY; OXAZOLES;

ANIMALIA;

EID: 79955699096     PISSN: 00244201     EISSN: 15589307     Source Type: Journal    
DOI: 10.1007/s11745-011-3550-4     Document Type: Article

References (19)

1. Dobson G, Christie WW (2002) Spectroscopy and spectrometry of lipids-Part 2 Mass spectrometry of fatty acid derivatives. Eur J Lipid Sci Technol 104:36-43
2. Andersson BA, Holman RT (1974) Pyrrolidides for mass spectrometric determination of the position of the double bond in monounsaturated fatty acids. Lipids 9:185-190
3. Andersson BA, Christie WW, Holman RT (1975) Mass spectrometric determination of positions of double bonds in polyunsaturated fatty acid pyrrolidides. Lipids 10:215-219
4. Yu QT, Liu BN, Zhang JY, Huang ZH (1989) Location of double bonds in fatty acids of fish oil and rat testis lipids. Gas chromatography-mass spectrometry of the oxazoline derivatives. Lipids 24:79-83
5. Spitzer V (1997) Structure analysis of fatty acids by gas chromatography-low resolution electron impact mass spectrometry of their 4, 4-dimethyloxazoline derivatives - a review. Prog Lipid Res 35:387-408
6. Harvey DJ (1992) Mass spectrometry of picolinyl and other nitrogen-containing derivatives of fatty acids. In: Christie WW (ed) Advances in lipid methodology. The Oily Press, Ayr, pp 19-80
7. Christie WW Mass spectrometry of fatty acid derivatives. www.lipidlibrary.aocs.org./ms/masspec.html. Accessed 4 August, 2010
8. Fay L, Richli U (1991) Location of double bonds in polyunsaturated fatty acids by gas chromatography-mass spectrometry after 4, 4-dimethyloxazoline derivatization. J Chromatogr 541:89-98
9. Christie WW (1998) Gas chromatography-mass spectrometry methods for structural analysis of fatty acids. Lipids 33:343-353
10. Lamberto M, Ackman RG (1995) Positional isomerization of trans-3-hexadecenoic acid employing 2-amino-2methyl-propanol as a derivatizing agent for ethylenic bond location by gas chromatography/ mass spectrometry. Anal Biochem 230:224-228
11. Kuklev DV, Smith WL (2003) A procedure for preparing oxazolines of highly unsaturated fatty acids to determine double bond positions by mass spectrometry. J Lipid Res 44:1060-1066 (Pubitemid 37279665)
12. Christie WW (1998) Mass spectrometry of fatty acids with methylene-interrupted ene-yne systems. Chem Phys Lipids 94:35-41
13. Kangani CO, Kelley DE, Evans RW (2007) Synthesis and mass spectrometry of benzoxazoline, dimethyloxazoline and 4-phenyloxazoline derivatives of polyunsaturated fatty acids. Rapid Commun Mass Spectrom 21:2129-2136 (Pubitemid 46999267)
14. Bligh EG, Dyer WJ (1959) A rapid method of total lipid extraction and purification. Can J Biochem Physiol 37:911-917
15. Carreau JP, Dubacq JP (1978) Adaptation of macro-scale method to the micro-scale for fatty acid methyl transesterification of biological lipid extracts. J Chromatogr 151:384-390 (Pubitemid 8343999)
16. Jordan EF, Port WS (1961) Low temperature aminolysis of methyl stearate catalyzed by sodium methoxide. JAOCS 38:600-605
17. Kolancilar H (2004) Preparation of laurel oil alkanolamide from laurel oil. JAOCS 81:597-598
18. Christie WW, Robertson GW, McRoberts WC, Hamilton JTG (2000) Mass spectrometry of the 4,4-dimethyloxazoline derivatives of isomeric octadecenoates (monoenes). Eur J Lipid Sci Technol 102:23-29
19. Vysotskii MV, Svetashev VI (1991) Identification, isolation and characterization of tetracosapolyenoic acids in lipids of marine coelenterates. Biochim Biophys Acta 1083:161-165