Quantification of triacylglycerol regioisomers in oils and fat using different mass spectrometric and liquid chromatographic methods.
Rapid Commun Mass Spectrom. 2007; 21(14):2361-73.RC

Abstract

The regioisomers (sn-ABA/sn-AAB) of four triacylglycerols (TAGs), 18:2/18:2/18:1 (LLO), 18:2/18:1/18:1 (LOO), 16:0/18:1/18:1 (POO), and 16:0/16:0/18:1 (PPO), were quantified in lard, rapeseed oil, and sunflower seed oil by three different mass spectrometric methods using liquid chromatography (LC) and two different mass spectrometers. The ionization methods used were positive ion atmospheric pressure chemical ionization (APCI), positive ion electrospray ionization (ESI), and negative ion chemical ionization (NICI) with ammonia as the reagent gas. The LC/APCI-MS results with two different instrumentation types, LC/ESI-MS/MS and direct inlet ammonia NICI-MS/MS, were compared. The LC/APCI-MS method is based on the preferential formation of diacylglycerol (DAG) fragment ions during ionization by loss of sn-1/3 fatty acids from [M+H]+ ions. Similar formation of the DAG ions from [M+NH4]+ ions by collision-induced dissociation (CID) in the LC/ESI-MS/MS method and the [M-H--RCOOH-100]- ions from [M-H]- ions by CID in the direct inlet ammonia NICI-MS/MS method is observed. These methods were found to be useful and reliable in determining the regioisomeric structure of TAGs. No statistically significant differences were found between the results obtained with these methods. For LLO, LOO, and POO the proportions of sn-ABA isomer calculated from the results from all four methods were in rapeseed oil 7.7 +/- 6.5, 57.9 +/- 3.3, and 4.5 +/- 6.1%, respectively, and in sunflower seed oil 12.2 +/- 6.9, 34.0 +/- 5.2, and 1.4 +/- 2.8%, respectively. The proportions of ABA of POO and PPO in lard were 95.3 +/- 3.2 and 4.9 +/- 5.6%, respectively. This study also proved that the LC/APCI-MS/MS method examined is not applicable in the quantification of TAG regioisomers because the formation of DAG ions is not clearly dependent on the positional distribution of the fatty acids.

Authors+Show Affiliations

Leskinen H

Department of Biochemistry and Food Chemistry, University of Turku, Vatselankatu 2, Turku 20014, Finland.

Suomela JP

No affiliation info available

Kallio H

No affiliation info available

MeSH

Chromatography, LiquidFatsFatty Acids, MonounsaturatedFood AnalysisIsomerismMass SpectrometryPlant OilsRapeseed OilReproducibility of ResultsSensitivity and SpecificityStereoisomerismSunflower OilTriglycerides

Pub Type(s)

Comparative Study

Evaluation Study

Journal Article

Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

17590869

Citation

Leskinen, Heidi, et al. "Quantification of Triacylglycerol Regioisomers in Oils and Fat Using Different Mass Spectrometric and Liquid Chromatographic Methods." Rapid Communications in Mass Spectrometry : RCM, vol. 21, no. 14, 2007, pp. 2361-73.

Leskinen H, Suomela JP, Kallio H. Quantification of triacylglycerol regioisomers in oils and fat using different mass spectrometric and liquid chromatographic methods. Rapid Commun Mass Spectrom. 2007;21(14):2361-73.

Leskinen, H., Suomela, J. P., & Kallio, H. (2007). Quantification of triacylglycerol regioisomers in oils and fat using different mass spectrometric and liquid chromatographic methods. Rapid Communications in Mass Spectrometry : RCM, 21(14), 2361-73.

Leskinen H, Suomela JP, Kallio H. Quantification of Triacylglycerol Regioisomers in Oils and Fat Using Different Mass Spectrometric and Liquid Chromatographic Methods. Rapid Commun Mass Spectrom. 2007;21(14):2361-73. PubMed PMID: 17590869.

* Article titles in AMA citation format should be in sentence-case

TY - JOUR T1 - Quantification of triacylglycerol regioisomers in oils and fat using different mass spectrometric and liquid chromatographic methods. AU - Leskinen,Heidi, AU - Suomela,Jukka-Pekka, AU - Kallio,Heikki, PY - 2007/6/26/pubmed PY - 2007/8/24/medline PY - 2007/6/26/entrez SP - 2361 EP - 73 JF - Rapid communications in mass spectrometry : RCM JO - Rapid Commun Mass Spectrom VL - 21 IS - 14 N2 - The regioisomers (sn-ABA/sn-AAB) of four triacylglycerols (TAGs), 18:2/18:2/18:1 (LLO), 18:2/18:1/18:1 (LOO), 16:0/18:1/18:1 (POO), and 16:0/16:0/18:1 (PPO), were quantified in lard, rapeseed oil, and sunflower seed oil by three different mass spectrometric methods using liquid chromatography (LC) and two different mass spectrometers. The ionization methods used were positive ion atmospheric pressure chemical ionization (APCI), positive ion electrospray ionization (ESI), and negative ion chemical ionization (NICI) with ammonia as the reagent gas. The LC/APCI-MS results with two different instrumentation types, LC/ESI-MS/MS and direct inlet ammonia NICI-MS/MS, were compared. The LC/APCI-MS method is based on the preferential formation of diacylglycerol (DAG) fragment ions during ionization by loss of sn-1/3 fatty acids from [M+H]+ ions. Similar formation of the DAG ions from [M+NH4]+ ions by collision-induced dissociation (CID) in the LC/ESI-MS/MS method and the [M-H--RCOOH-100]- ions from [M-H]- ions by CID in the direct inlet ammonia NICI-MS/MS method is observed. These methods were found to be useful and reliable in determining the regioisomeric structure of TAGs. No statistically significant differences were found between the results obtained with these methods. For LLO, LOO, and POO the proportions of sn-ABA isomer calculated from the results from all four methods were in rapeseed oil 7.7 +/- 6.5, 57.9 +/- 3.3, and 4.5 +/- 6.1%, respectively, and in sunflower seed oil 12.2 +/- 6.9, 34.0 +/- 5.2, and 1.4 +/- 2.8%, respectively. The proportions of ABA of POO and PPO in lard were 95.3 +/- 3.2 and 4.9 +/- 5.6%, respectively. This study also proved that the LC/APCI-MS/MS method examined is not applicable in the quantification of TAG regioisomers because the formation of DAG ions is not clearly dependent on the positional distribution of the fatty acids. SN - 0951-4198 UR - https://www.unboundmedicine.com/medline/citation/17590869/Quantification_of_triacylglycerol_regioisomers_in_oils_and_fat_using_different_mass_spectrometric_and_liquid_chromatographic_methods_ L2 - https://doi.org/10.1002/rcm.3090 DB - PRIME DP - Unbound Medicine ER -

Tags

Quantification of triacylglycerol regioisomers in oils and fat using different mass spectrometric and liquid chromatographic methods.Rapid Commun Mass Spectrom. 2007; 21(14):2361-73.RC