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Chemical modification in mass spectrometry IV—2-alkenyl-4,4-dimethyloxazolines as derivatives for the double bond location of long-chain olefinic acids
Abstract
Long-chain unsaturated fatty acids (UFA) can easily be converted on a microgram scale to the corresponding 2-alkenyl-4,4-dimethyloxazolines by condensation with 2-amino-2-methylpropanol (AMP). These modified molecules with a ‘hidden’ carboxyl group have been proved to be a class of useful derivatives for gas chromatography/mass spectrometry (GC/MS) of UFA mixtures. While possessing very good GC characteristics, the title compounds show regular, well-recognizable diagnostic ion peaks of the double bond position in the chain. Detailed description of the method as well as electron impact (E1) mass spectra of derivatives resulting from mono-, di and polyenoic (maximally containing six double bonds) acids are presented.
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Cited by
Production of very long chain polyunsaturated omega-3 and omega-6 fatty acids in plants
Qi, B., Fraser, T., Mugford, S., Dobson, G., Sayanova, O., Butler, J., Napier, J. A., Stobart, A. K., & Lazarus, C. M. (2004) · Nature Biotechnology · doi:10.1038/nbt972 · Cited by 426
Gas chromatography‐mass spectrometry methods for structural analysis of fatty acids
Christie, W. W. (1998) · Lipids · doi:10.1007/s11745-998-0214-x · Cited by 347
Sayanova, O., Smith, M. A., Lapinskas, P., Stobart, A. K., Dobson, G., Christie, W. W., Shewry, P. R., & Napier, J. A. (1997) · Proceedings of the National Academy of Sciences · doi:10.1073/pnas.94.8.4211 · Cited by 276
Metadata
- Authors
- Zhang, J. Y., Yu, Q. T., Liu, B. N., & Huang, Z. H.
- Venue
- Biological Mass Spectrometry
- Publisher
- Wiley
- Published
- 1988-01-01
- Volume
- 15
- Issue
- 1
- Pages
- 33-44
- ISSN
- 1076-5174 (ISSN-L)
- 0887-6134
- 1096-9888
- OpenAlex
- W2075546790
- Cited by
- 167
- References
- 0
- FWCI
- 3.51
- Type
- journal article
- Language
- en
- Open access
- closed
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- CoChat. (2026). Citation check: Chemical modification in mass spectrometry IV—2-alkenyl-4,4-dimethyloxazolines as derivatives for the double bond location of long-chain olefinic acids. https://app.cochat.ai/papers/10.1002/bms.1200150106
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- Zhang, J. Y., Yu, Q. T., Liu, B. N., & Huang, Z. H. (1988). Chemical modification in mass spectrometry IV—2-alkenyl-4,4-dimethyloxazolines as derivatives for the double bond location of long-chain olefinic acids. Biological Mass Spectrometry. https://doi.org/10.1002/bms.1200150106
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