Skip to main content
Log in

Identification of the Fatty Acyl Residues Composition and Molecular Species of Phosphatidylcholines in Soy Lecithin Powder by UPLC–ESI-MS/MS

  • Original
  • Published:
Chromatographia Aims and scope Submit manuscript

Abstract

The fatty acyl residues composition and molecular species of phosphatidylcholines (PCs) in soy lecithin powder were studied and characterized using ultra-performance liquid chromatography-electrospray tandem mass spectrometry (UPLC–ESI-MS/MS) via a two-step procedure. ESI-MS/MS by precursor ion scan (PIS) m/z 184.1 in positive ion mode first detected isobaric PCs, and further identified positional isomers and fatty acyl residue composition in negative ion mode. The results showed that the fatty acyl residue composition was in strong agreement with that detected by the classical analysis method. Likewise, ten peaks of isobaric PCs were obtained by ESI-MS/MS analysis in positive ion mode, and 20 positional isomers of PCs were characterized in negative ion mode. Thus, this study presents a simple and powerful way to analyze fatty acyl residue composition and molecular species of PCs without destroying chemical structure.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Fig. 1
Fig. 2
Fig. 3
Fig. 4
Fig. 5
Fig. 6

Similar content being viewed by others

References

  1. Restuccia D, Spizzirri UG, Puoci F, Cirillo G, Vinci G, Picci N (2012) Food Rev Int 28:1–46

    Article  CAS  Google Scholar 

  2. Kawai K, Fujita M, Nakao M (1974) Biochim Biophys Acta 369:222–233

    Article  CAS  Google Scholar 

  3. Kates M (1986) Identification of lipids. In: Burdon RH, van Knippenberg PH (eds) Laboratory techniques in biochemistry and molecular biology. Elsevier Science B.V, Amsterdam, pp 405–408

    Google Scholar 

  4. Alvarez MA, Seyler D, Madrigal-Carballo S, Vila AO, Molinaa F (2007) J Colloid Interface Sci 309:279–282

    Article  CAS  Google Scholar 

  5. Gregoriadis G (1995) Trends Biotechnol 13(12):527–537

    Article  CAS  Google Scholar 

  6. Lasic DD, Barenholtz Y (eds) (1996) Handbook of non-medical applications of liposomes. CRC Press, Newark, CA

    Google Scholar 

  7. Rodríguez-Alcalá LM, Fontecha J (2010) J Chromatogr A 1217:3063–3066

    Article  Google Scholar 

  8. Fuchs B, Süss R, Teuber K, Eibisch M, Schiller J (2011) J Chromatogr A 1218:2754–2774

    Article  CAS  Google Scholar 

  9. Gunawan S, Ismadji S, Ju YH (2008) J Chin Inst Chem Eng 39:625–633

    Article  CAS  Google Scholar 

  10. Cao D, Qiu AY, Wang XG, Liu Y (2001) China Oils Fats 26:51–53

    CAS  Google Scholar 

  11. Liu YF, Shan L, Wang XG (2009) J Am Oil Chem Soc 86:183–188

    Article  CAS  Google Scholar 

  12. Wang Y, Krull IS, Liu C, Orr JD (2003) J Chromatogr B Analyt Technol Biomed Life Sci 8:3–14

    Google Scholar 

  13. Kerwin JL, Tuininga AR, Ericsson LH (1994) J Lipid Res 35:1102–1114

    CAS  Google Scholar 

  14. Hvattum E, Hagelin G, Larsen Å (1998) Rapid Commun Mass Spectrom 12:1405–1409

    Article  CAS  Google Scholar 

  15. Ekroos K, Ejsing CS, Bahr U, Karas M, Simons K, Shevchenko A (2003) J Lipid Res 44:2181–2192

    Article  CAS  Google Scholar 

  16. Fuchs B, Süß R, Nimptsch A, Schiller J (2009) Chromatographia 69:S95–S105

    Article  Google Scholar 

  17. Nilsson R, Liljenberg C (1996) Phytochem Anal 7:228–232

    Article  CAS  Google Scholar 

  18. Kuypers FA, Obukowicz P, Shackleton CHL (1991) J Chromatogr A 562:191–206

    CAS  Google Scholar 

  19. Valeur A, Michelsen P, Odham G (1993) Lipids 28:255–259

    Article  CAS  Google Scholar 

  20. Brugger B, Erben G, Sandhoff R, Wieland FT, Lehmann WD (1997) Proc Natl Acad Sci USA 94:2339–2344

    Article  CAS  Google Scholar 

  21. Berdeauxa O, Juaneda P, Martine L, Cabaret S, Bretillon L, Acar N (2010) J Chromatogr A 1217:7738–7748

    Article  Google Scholar 

  22. Vernooij EAAM, Brouwers JFHM, den Kettenes-van BJJ, Crommelin DJA (2002) J Sep Sci 25:285–289

    Article  CAS  Google Scholar 

  23. Han XL, Gross RW (1995) J Am Soc Mass Spectr 6:1202–1210

    Article  CAS  Google Scholar 

  24. Smith PB, Snyder AP, Harden CS (1995) J Anal Chem 67:1824–1830

    Article  CAS  Google Scholar 

  25. Kerwin JL, Wiens AM, Ericsson LH (1996) J Mass Spectrom 31:184–192

    Article  CAS  Google Scholar 

Download references

Acknowledgments

The work is supported by Key Projects in the National Science & Technology Pillar Program during the Twelfth Five-Year Plan Period of China (contract no: 2011BAD02B04), the National Natural Science Foundation of China (NSFC, 31171703) and Program for New Century Excellent Talents in University (NECT). The authors also thank the Testing and Analysis Center of Jiangnan University.

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Yuanfa Liu.

Additional information

W. Cao and K. Zhang contributed equally to this work.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Cao, W., Zhang, K., Tao, G. et al. Identification of the Fatty Acyl Residues Composition and Molecular Species of Phosphatidylcholines in Soy Lecithin Powder by UPLC–ESI-MS/MS. Chromatographia 75, 1271–1278 (2012). https://doi.org/10.1007/s10337-012-2309-2

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10337-012-2309-2

Keywords

Navigation