Plant Lipidomics Based on Hydrophilic Interaction Chromatography Coupled to Ion Trap Time-of-flight Mass Spectrometry

Overview

Journal Metabolomics

Publisher Springer

Specialty Endocrinology

Date 2013 Mar 7

PMID 23463370

Citations 36

Authors

Yozo Okazaki

Yukiko Kamide

Masami Yokota Hirai

Kazuki Saito

Affiliations

Soon will be listed here.

Abstract

Plants synthesize a wide range of hydrophobic compounds, generally known as lipids. Here, we report an application of liquid chromatography ion trap time-of-flight mass spectrometry (LC-IT-TOF-MS) for plant lipidomics. Using hydrophilic interaction chromatography (HILIC) for class separation, typical membrane lipids including glycerolipids, steryl glucosides and glucosylceramides, and hydrophobic plant secondary metabolites such as saponins were analyzed simultaneously. By this method, we annotated approximately 100 molecules from . To demonstrate the application of this method to biological study, we analyzed mutant (), which has a complex metabolic phenotype including the accumulation of unusual forms of galactolipids. Lipid profiling by LC-MS revealed that accumulated an unusual form of digalactosyldiacylglycerol, annotated as Gal(β1 → 6)βGalDG. The compositional difference between normal and unusual forms of digalactosyldiacylglycerol was detected by this method. In addition, we analyzed well-known mutants -, - and -, which are also disrupted in lipid metabolic genes. Untargeted lipidome analysis coupled with multivariate analysis clearly discriminated the mutants and their distinctive metabolites. These results indicated that HILIC-MS is an efficient method for plant lipidomics.

Citing Articles

Lipidome Profiling of Phosphorus Deficiency-Tolerant Rice Cultivars Reveals Remodeling of Membrane Lipids as a Mechanism of Low P Tolerance.

Honda S, Yamazaki Y, Mukada T, Cheng W, Chuba M, Okazaki Y Plants (Basel). 2023; 12(6).

PMID: 36987053 PMC: 10057753. DOI: 10.3390/plants12061365.

Lipidomics-Assisted GWAS (lGWAS) Approach for Improving High-Temperature Stress Tolerance of Crops.

Pranneshraj V, Sangha M, Djalovic I, Miladinovic J, Djanaguiraman M Int J Mol Sci. 2022; 23(16).

PMID: 36012660 PMC: 9409476. DOI: 10.3390/ijms23169389.

Plants Metabolome Study: Emerging Tools and Techniques.

Patel M, Pandey S, Kumar M, Haque M, Pal S, Yadav N Plants (Basel). 2021; 10(11).

PMID: 34834772 PMC: 8621461. DOI: 10.3390/plants10112409.

Effects of extraction parameters on lipid profiling of mosses using UPLC-ESI-QTOF-MS and multivariate data analysis.

Lu Y, Eiriksson F, Thorsteinsdottir M, Simonsen H Metabolomics. 2021; 17(11):96.

PMID: 34669052 DOI: 10.1007/s11306-021-01847-7.

HILIC-ESI-MS analysis of phosphatidic acid methyl esters artificially generated during lipid extraction from microgreen crops.

Castellaneta A, Losito I, Losacco V, Leoni B, Santamaria P, Calvano C J Mass Spectrom. 2021; 56(10):e4784.

PMID: 34528340 PMC: 9286551. DOI: 10.1002/jms.4784.

References

Sugawara T, Miyazawa T . Separation and determination of glycolipids from edible plant sources by high-performance liquid chromatography and evaporative light-scattering detection. Lipids. 1999; 34(11):1231-7. DOI: 10.1007/s11745-999-0476-3. View

Xu C, Fan J, Riekhof W, Froehlich J, Benning C . A permease-like protein involved in ER to thylakoid lipid transfer in Arabidopsis. EMBO J. 2003; 22(10):2370-9. PMC: 155992. DOI: 10.1093/emboj/cdg234. View

Uemura M, Joseph R, Steponkus P . Cold Acclimation of Arabidopsis thaliana (Effect on Plasma Membrane Lipid Composition and Freeze-Induced Lesions). Plant Physiol. 1995; 109(1):15-30. PMC: 157560. DOI: 10.1104/pp.109.1.15. View

Jao C, Roth M, Welti R, Salic A . Metabolic labeling and direct imaging of choline phospholipids in vivo. Proc Natl Acad Sci U S A. 2009; 106(36):15332-7. PMC: 2741251. DOI: 10.1073/pnas.0907864106. View

Brugger B, Erben G, Sandhoff R, Wieland F, Lehmann W . Quantitative analysis of biological membrane lipids at the low picomole level by nano-electrospray ionization tandem mass spectrometry. Proc Natl Acad Sci U S A. 1997; 94(6):2339-44. PMC: 20089. DOI: 10.1073/pnas.94.6.2339. View

Shibano M, Lin A, Itokawa H, Lee K . Separation and characterization of active flavonolignans of Silybum marianum by liquid chromatography connected with hybrid ion-trap and time-of-flight mass spectrometry (LC-MS/IT-TOF). J Nat Prod. 2007; 70(9):1424-8. DOI: 10.1021/np070136b. View

Markham J, Jaworski J . Rapid measurement of sphingolipids from Arabidopsis thaliana by reversed-phase high-performance liquid chromatography coupled to electrospray ionization tandem mass spectrometry. Rapid Commun Mass Spectrom. 2007; 21(7):1304-14. DOI: 10.1002/rcm.2962. View

Xu C, Fan J, Froehlich J, Awai K, Benning C . Mutation of the TGD1 chloroplast envelope protein affects phosphatidate metabolism in Arabidopsis. Plant Cell. 2005; 17(11):3094-110. PMC: 1276032. DOI: 10.1105/tpc.105.035592. View

Welti R, Wang X . Lipid species profiling: a high-throughput approach to identify lipid compositional changes and determine the function of genes involved in lipid metabolism and signaling. Curr Opin Plant Biol. 2004; 7(3):337-44. DOI: 10.1016/j.pbi.2004.03.011. View

10.

Friedman M . Tomato glycoalkaloids: role in the plant and in the diet. J Agric Food Chem. 2002; 50(21):5751-80. DOI: 10.1021/jf020560c. View

11.

Dormann P, Balbo I, Benning C . Arabidopsis galactolipid biosynthesis and lipid trafficking mediated by DGD1. Science. 1999; 284(5423):2181-4. DOI: 10.1126/science.284.5423.2181. View

12.

Yunoki K, Sato M, Seki K, Ohkubo T, Tanaka Y, Ohnishi M . Simultaneous quantification of plant glyceroglycolipids including sulfoquinovosyldiacylglycerol by HPLC-ELSD with binary gradient elution. Lipids. 2008; 44(1):77-83. DOI: 10.1007/s11745-008-3248-4. View

13.

Kelly A, Dormann P . DGD2, an arabidopsis gene encoding a UDP-galactose-dependent digalactosyldiacylglycerol synthase is expressed during growth under phosphate-limiting conditions. J Biol Chem. 2001; 277(2):1166-73. DOI: 10.1074/jbc.M110066200. View

14.

Saito K, Matsuda F . Metabolomics for functional genomics, systems biology, and biotechnology. Annu Rev Plant Biol. 2009; 61:463-89. DOI: 10.1146/annurev.arplant.043008.092035. View

15.

BLIGH E, Dyer W . A rapid method of total lipid extraction and purification. Can J Biochem Physiol. 1959; 37(8):911-7. DOI: 10.1139/o59-099. View

16.

Awai K, Xu C, Tamot B, Benning C . A phosphatidic acid-binding protein of the chloroplast inner envelope membrane involved in lipid trafficking. Proc Natl Acad Sci U S A. 2006; 103(28):10817-22. PMC: 1502314. DOI: 10.1073/pnas.0602754103. View

17.

Welti R, Wang X, Williams T . Electrospray ionization tandem mass spectrometry scan modes for plant chloroplast lipids. Anal Biochem. 2003; 314(1):149-52. DOI: 10.1016/s0003-2697(02)00623-1. View

18.

Rocha J, Kalo P, Ollilainen V, Malcata F . Separation and identification of neutral cereal lipids by normal phase high-performance liquid chromatography, using evaporative light-scattering and electrospray mass spectrometry for detection. J Chromatogr A. 2010; 1217(18):3013-25. DOI: 10.1016/j.chroma.2010.02.034. View

19.

Aboshi T, Yoshinaga N, Nishida R, Mori N . Phospholipid biosynthesis in the gut of Spodoptera litura larvae and effects of tannic acid ingestion. Insect Biochem Mol Biol. 2010; 40(4):325-30. DOI: 10.1016/j.ibmb.2010.02.007. View

20.

Houjou T, Yamatani K, Imagawa M, Shimizu T, Taguchi R . A shotgun tandem mass spectrometric analysis of phospholipids with normal-phase and/or reverse-phase liquid chromatography/electrospray ionization mass spectrometry. Rapid Commun Mass Spectrom. 2005; 19(5):654-66. DOI: 10.1002/rcm.1836. View