Regioisomeric and enantiomeric analysis of triacylglycerols

Řezanka, Tomáš; Pádrová, Karolína; Sigler, Karel

doi:10.1016/j.ab.2016.05.028

Cited by 36 publications

(21 citation statements)

References 70 publications

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“…Using a C30 column in combination with non-aqueous reversed-phase elution regime, we have shown, for the first time, the complex profiles of TAG 52:2 and TAG 54:2 and the implication of isomer species in determining the % of OPO and OSO in milk samples. The separation of OOP/POO and OOS/SOO enantiomers was not attempted in this work, which appears to be possible only with chiral columns [ 27 , 28 ].…”

Section: Resultsmentioning

confidence: 99%

Bovine Milk Triacylglycerol Regioisomer Ratio Shows Remarkable Inter-Breed and Inter-Cow Variation

Liu

Rochfort

2021

Molecules

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Regioisomers (or positional isomers) of triacylglycerols (TAGs) of milk are known to show differential outcome in relation to human absorption. Quantitation of TAG regioisomers remains a big challenge due to the lack of facile chromatographic separation technique. The feasibility of using fragment ion intensity ratio to determine the ratio of co-eluting AAB/ABA-type regioisomer pairs was confirmed in this study. The ability of C30 stationary phase in resolving interfering TAG isomers was demonstrated for the first time. This allowed us to reveal the complexity of using fragment ion intensity to quantify 1,2-olein-3-palmitin (OOP), 1,3-olein-2-palmitin (OPO), 1,2-olein-3-stearin (OOS), and 1,3-olein-2-stearin (OSO) regioisomers in milk samples. A novel algorithm was proposed to consider the contribution of OPO/OOP and OSO/OOS double bond (DB)-isomers and to eliminate the interference of isobaric ions from other isomers, an aspect overlooked in previous studies. This liquid chromatography-mass spectrometry method that requires no pre-fractioning and a moderate chromatographic separation time of 36 min is simple and, thus, suitable for screening a large number of samples for genetic analysis of this trait. Preliminary results using a small cohort of animals showed that OPO/OOP ratio differs significantly between Jersey and Holstein cows, and a large variation was also observed across individual Holstein cows.

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Section: Resultsmentioning

confidence: 99%

Bovine Milk Triacylglycerol Regioisomer Ratio Shows Remarkable Inter-Breed and Inter-Cow Variation

Liu

Rochfort

2021

Molecules

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“…In general, a molecule with a short fatty acid chain will elute before a long-chain molecule, and a molecule with a high degree of unsaturation will elute before a highly saturated molecule [10,11]. As most natural TG molecules contain fatty acids in the range of C 16 –C 22 , the utilization of a C 18 stationary phase will allow the maximum separation of TG molecules [12]. Electrospray ionization (ESI) is a soft ionization technique used for generating gas phase ions.…”

Section: Introductionmentioning

confidence: 99%

Comparison of the Fatty Acid and Triglyceride Profiles of Big Eye Tuna (Thunnus obesus), Atlantic salmon (Salmo salar) and Bighead Carp (Aristichthysnobilis) Heads

et al. 2019

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Big eye tuna (Thunnus obesus), Atlantic salmon (Salmo salar) and bighead carp (Aristichthys nobilis) are three representative marine and fresh water fishes. In this study, the content of total lipids (TL), triglyceride (TG) fraction, and the fatty acid profiles in the corresponding fish heads were analyzed. Meanwhile, their complicated TG molecular species were further characterized. The results showed that TG was the major lipid in these three fish heads (60.58–86.69%). Compared with other two fish heads, big eye tuna head was the most abundant in polyunsaturated fatty acids, among which eicosapentaenoic acid (EPA) + docosahexaenoic acid (DHA) accounted for 64.29% and 32.77% in the TL and TG fraction, respectively. It is also worth noting that EPA+DHA/total fatty acid (TFA) value of TL and TG fraction from bighead carp head showed no significant difference with Atlantic salmon head, a typical marine fish. There were 146 TG molecules detected in big eye tuna head, 90 in Atlantic salmon and 87 in bighead carp heads. DHA or EPA accounted for 56.12%, 22.88%, and 5.46% of the total TG molecules in these three fish heads, respectively. According to principal component analysis, orthogonal projection to latent structures-discriminant analysis and the constructed heat map, the three samples could be completely differentiated based on their TG molecule fingerprints. This study is the first to compare marine and fresh water fish from the perspective of their heads’ fatty acid and TG molecule profiles.

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“…27 However, this approach can lead to pyrolytic decomposition of the analytes, particularly highly unsaturated species. 40,[51][52][53][54] Liquid chromatography presents a more suitable approach for the characterisation of these lipid classes. In the context of latent fingermark analysis, it has thus far seen very limited use, with focus constrained only to a narrow range of targeted compounds.…”

Section: Introductionmentioning

confidence: 99%

An untargeted lipidomic approach for qualitative determination of latent fingermark glycerides using UPLC-IMS-QToF-MS^E

Frick

Weyermann

2019

Analyst

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Regioisomeric and enantiomeric analysis of triacylglycerols

Cited by 36 publications

References 70 publications

Bovine Milk Triacylglycerol Regioisomer Ratio Shows Remarkable Inter-Breed and Inter-Cow Variation

Bovine Milk Triacylglycerol Regioisomer Ratio Shows Remarkable Inter-Breed and Inter-Cow Variation

Comparison of the Fatty Acid and Triglyceride Profiles of Big Eye Tuna (Thunnus obesus), Atlantic salmon (Salmo salar) and Bighead Carp (Aristichthysnobilis) Heads

An untargeted lipidomic approach for qualitative determination of latent fingermark glycerides using UPLC-IMS-QToF-MS^E

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Regioisomeric and enantiomeric analysis of triacylglycerols

Cited by 36 publications

References 70 publications

Bovine Milk Triacylglycerol Regioisomer Ratio Shows Remarkable Inter-Breed and Inter-Cow Variation

Bovine Milk Triacylglycerol Regioisomer Ratio Shows Remarkable Inter-Breed and Inter-Cow Variation

Comparison of the Fatty Acid and Triglyceride Profiles of Big Eye Tuna (Thunnus obesus), Atlantic salmon (Salmo salar) and Bighead Carp (Aristichthysnobilis) Heads

An untargeted lipidomic approach for qualitative determination of latent fingermark glycerides using UPLC-IMS-QToF-MSE

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An untargeted lipidomic approach for qualitative determination of latent fingermark glycerides using UPLC-IMS-QToF-MS^E