We measured the constituent triacylglycerol of cotton oil, the only edible oil containing a cyclo fatty acid. Due to the difficulty of obtaining a standard for triacylglycerols containing cyclo fatty acids, cotton oil is analyzed using cyclo triacylglycerol in kapok oil as a reference. Analytical methods used liquid chromatography fast atom bombardment mass spectrometry (LC / FAB-MS) using a matrix of 3% m-NBA containing 3 mM NaCl, and orthogonal transfer method for APCI / TOF-MS. FAB mass spectral properties of triacylglycerols containing cyclo fatty acids can be observed with [M + Na]+, [M-1]+ molecular ions, and [M- (RCOO)] + fragments. In the orthogonal APCI / TOF-MS spectrum, only the [M-1] + molecular ion appears, so that the presence of triacylglycerol containing CPFA becomes apparent. On the other hand, chain triacylglycerol can be observed as [M + 1]+ molecular ions and [M- (RCOO)]+ fragments. Based on these observations, triacylglycerols containing ten types of cyclo fatty acids were successfully successfully detected in crude cottonseed oil. In addition, the APCI/TOF-MS technique successfully detected dilinoleoyl-marvalyl-glycerol and palmtoyl-linoleoyl-marvalyl glycerol in the purified cottonseed oil.
| Published in | Science Journal of Analytical Chemistry (Volume 8, Issue 1) |
| DOI | 10.11648/j.sjac.20200801.13 |
| Page(s) | 12-17 |
| Creative Commons |
This is an Open Access article, distributed under the terms of the Creative Commons Attribution 4.0 International License (http://creativecommons.org/licenses/by/4.0/), which permits unrestricted use, distribution and reproduction in any medium or format, provided the original work is properly cited. |
| Copyright |
Copyright © The Author(s), 2020. Published by Science Publishing Group |
LC/FAB-MS, Cyclo Fatty Acid, Kapok Oil, Cottonseed Oil
| [1] | Macfarlane, J, J.; Shenstone, F, S.; Vickery, J, R (1957). Malvalic Acid and its Structure. Nature. 179: 830-831. |
| [2] | Wilson, T. L.; Smith, C. R.; Mikolajczak, J. R.; Mikolajczak, K. L (1961). Characterization of Cyclopropenoid Acids in Selected Seed Oils. J. Am. Oil Chem. Soc. 38: 696-699. |
| [3] | Johnson, A. R.; Pearson, J. A.; Shenstone, F. S.; Fogerty, A. C.; Giovanelli, J (1965). The Biosynthesis of Cyclopropane and Cyclopropene Fatty Acids in Plant Tissues. Lipids. 2: 308-315. |
| [4] | Schneider, E. L.; Loke, S. P.; Hopkins, D. T (1968). Gas-Liquid Chromatographic Analysis of Cyclopropenoid Fatty Acids. J. Am. Oil Chem. Soc. 45: 585-590. |
| [5] | Ralaimanarivo, A.; Gaydou, E. M.; Bianchini, J. P (1982). Fatty Acid Composition of Seed Oils from Six Adansonia Species with Particular Reference to Cyclopropane and Cyclopropropene Acids. Lipids. 17: 1-10. |
| [6] | Obert, J. C.; Hughes, D.; Sorenson, W. R.; Mccann, M.; Ridley, W. P (2007). A Quantitative Method for the Determination of Cyclopropennoid Fatty Acids in Cottonseed Oil (Gossypium hirsutm) by High-Performance Lquid Chromatography. J. Agric. Food Chem. 55: 2062-2067. |
| [7] | Standard Methods for the Analysis of Fats, Oils and Related Materials. (2013) Differential Method 2.1.1, Japan Oil Chemists Society. |
| [8] | Horn, P. J.; Ledbetter, N. R.; James, C. N.; Hoffman, W. D.; Case, C. R.; Verbeck, G. F.; Chapman, K. D (2011). Visualization of Lpid Droplet Composition by Direct Organelle Mass Spectrometry. J Biol Chem. 286: 3298-3306. |
| [9] | Bland, J. M.; Conkerton, E. J.; Abraham, G (1991). Triacylglyceride Composition of Oil by HPLC and GC. J. Am. Oil Chem. Soc. 68: 840-843. |
| [10] | Hirayama, S.; Matsuda, T.; Izumi, Y (2015). Analysis of Triacylglycerol by Frit-FAB/LCMS. Chromatography. 36: 133-138. |
APA Style
Shuji Hirayama, Daichi Shinozaki, Yoshiya Izumi. (2020). LC/MS Analysis of Cyclo Fatty Acid-containing Triacylglycerols in Cottonseed Oil. Science Journal of Analytical Chemistry, 8(1), 12-17. https://doi.org/10.11648/j.sjac.20200801.13
ACS Style
Shuji Hirayama; Daichi Shinozaki; Yoshiya Izumi. LC/MS Analysis of Cyclo Fatty Acid-containing Triacylglycerols in Cottonseed Oil. Sci. J. Anal. Chem. 2020, 8(1), 12-17. doi: 10.11648/j.sjac.20200801.13
AMA Style
Shuji Hirayama, Daichi Shinozaki, Yoshiya Izumi. LC/MS Analysis of Cyclo Fatty Acid-containing Triacylglycerols in Cottonseed Oil. Sci J Anal Chem. 2020;8(1):12-17. doi: 10.11648/j.sjac.20200801.13
Share This Article
Twitter
Linked In
Facebook
Copy
Download@article{10.11648/j.sjac.20200801.13,
author = {Shuji Hirayama and Daichi Shinozaki and Yoshiya Izumi},
title = {LC/MS Analysis of Cyclo Fatty Acid-containing Triacylglycerols in Cottonseed Oil},
journal = {Science Journal of Analytical Chemistry},
volume = {8},
number = {1},
pages = {12-17},
doi = {10.11648/j.sjac.20200801.13},
url = {https://doi.org/10.11648/j.sjac.20200801.13},
eprint = {https://article.sciencepublishinggroup.com/pdf/10.11648.j.sjac.20200801.13},
abstract = {We measured the constituent triacylglycerol of cotton oil, the only edible oil containing a cyclo fatty acid. Due to the difficulty of obtaining a standard for triacylglycerols containing cyclo fatty acids, cotton oil is analyzed using cyclo triacylglycerol in kapok oil as a reference. Analytical methods used liquid chromatography fast atom bombardment mass spectrometry (LC / FAB-MS) using a matrix of 3% m-NBA containing 3 mM NaCl, and orthogonal transfer method for APCI / TOF-MS. FAB mass spectral properties of triacylglycerols containing cyclo fatty acids can be observed with [M + Na]+, [M-1]+ molecular ions, and [M- (RCOO)] + fragments. In the orthogonal APCI / TOF-MS spectrum, only the [M-1] + molecular ion appears, so that the presence of triacylglycerol containing CPFA becomes apparent. On the other hand, chain triacylglycerol can be observed as [M + 1]+ molecular ions and [M- (RCOO)]+ fragments. Based on these observations, triacylglycerols containing ten types of cyclo fatty acids were successfully successfully detected in crude cottonseed oil. In addition, the APCI/TOF-MS technique successfully detected dilinoleoyl-marvalyl-glycerol and palmtoyl-linoleoyl-marvalyl glycerol in the purified cottonseed oil.},
year = {2020}
}
TY - JOUR T1 - LC/MS Analysis of Cyclo Fatty Acid-containing Triacylglycerols in Cottonseed Oil AU - Shuji Hirayama AU - Daichi Shinozaki AU - Yoshiya Izumi Y1 - 2020/01/31 PY - 2020 N1 - https://doi.org/10.11648/j.sjac.20200801.13 DO - 10.11648/j.sjac.20200801.13 T2 - Science Journal of Analytical Chemistry JF - Science Journal of Analytical Chemistry JO - Science Journal of Analytical Chemistry SP - 12 EP - 17 PB - Science Publishing Group SN - 2376-8053 UR - https://doi.org/10.11648/j.sjac.20200801.13 AB - We measured the constituent triacylglycerol of cotton oil, the only edible oil containing a cyclo fatty acid. Due to the difficulty of obtaining a standard for triacylglycerols containing cyclo fatty acids, cotton oil is analyzed using cyclo triacylglycerol in kapok oil as a reference. Analytical methods used liquid chromatography fast atom bombardment mass spectrometry (LC / FAB-MS) using a matrix of 3% m-NBA containing 3 mM NaCl, and orthogonal transfer method for APCI / TOF-MS. FAB mass spectral properties of triacylglycerols containing cyclo fatty acids can be observed with [M + Na]+, [M-1]+ molecular ions, and [M- (RCOO)] + fragments. In the orthogonal APCI / TOF-MS spectrum, only the [M-1] + molecular ion appears, so that the presence of triacylglycerol containing CPFA becomes apparent. On the other hand, chain triacylglycerol can be observed as [M + 1]+ molecular ions and [M- (RCOO)]+ fragments. Based on these observations, triacylglycerols containing ten types of cyclo fatty acids were successfully successfully detected in crude cottonseed oil. In addition, the APCI/TOF-MS technique successfully detected dilinoleoyl-marvalyl-glycerol and palmtoyl-linoleoyl-marvalyl glycerol in the purified cottonseed oil. VL - 8 IS - 1 ER -
Information
Email: