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Rapid Identification and Relative Quantification of the Phospholipid Composition in Commercial Lecithins by 31P NMR

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Journal of the American Oil Chemists' Society

Abstract

31P NMR analysis of samples prepared in a sodium cholate detergent system was used as a method for the identification and quantification of enzymatic hydrolysis products of lecithin. To precisely characterize all of the hydrolysis products from commercial lecithin, a series of enzymatic reactions of each phospholipid with phospholipase PLA1 were conducted and monitored by 31P NMR at different times. Twenty-six phosphorus-containing hydrolysis products from six classes of phospholipids (PC, PI, PS, PE, PG, PA) were found and determined by 31P NMR measurement. The impact of pH on the chemical shift values for these hydrolysis products was observed and reported. To the best of our knowledge, this is the first report of 31P-NMR chemical shift values for entire lyso-phospholipids hydrolyzed from 6 classes of phospholipids. Rapid and routine analysis of phospholipid composition in commercial lecithins by 31P NMR was achieved without the need of phospholipid standards.

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Abbreviations

GPA:

Glycerophosphoric acid

GPC:

Glycerophosphocholine

GPE:

Glycerophosphoethanolamine

GPG:

Glycerophosphoglycerol

GPI:

Glycerophosphoinositol

GPS:

Glycerophosphoserine

H3PO4 :

Phosphoric acid

LPA:

Lyso-phosphatidic acid (acylated at the glycerol 1-carbon: 1LPA; 2-carbon: 2LPA)

LPC:

Lyso-phosphatidylcholine (acylated at the glycerol 1-carbon: 1LPC; 2-carbon: 2LPC)

LPE:

Lyso-phosphatidylethanolamine (acylated at the glycerol 1-carbon: 1LPE; 2-carbon: 2LPE)

LPG:

Lyso-phosphatidylglycerol (acylated at the glycerol 1-carbon: 1LPG; 2-carbon: 2LPG)

LPI:

Lyso-phosphatidylinositol (acylated at the glycerol 1-carbon: 1LPI; 2-carbon: 2LPI)

LPS:

Lyso-phosphatidylserine (acylated at the glycerol 1-carbon: 1LPS; 2-carbon: 2LPS)

PA:

Phosphatidic acid

PC:

Phosphatidylcholine

P-choline:

Phosphocholine

PE:

Phosphatidylethanolamine

PG:

Phosphatidylglycerol

PI:

Phosphatidylinositol

PL:

Phospholipid

PMG:

Phosphonomethylglycine

PS:

Phosphatidylserine

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Acknowledgements

The authors would like to thank the IFF Technical Release Review and the Authorization Committee for approving the publication of this work.

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Authors and Affiliations

  1. International Flavors & Fragrances Inc, R&D, Union Beach, NJ, USA

    Ying Yang, Richard Hiserodt & Jing Li

Authors
  1. Ying Yang
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  2. Richard Hiserodt
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  3. Jing Li
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Correspondence to Ying Yang.

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Yang, Y., Hiserodt, R. & Li, J. Rapid Identification and Relative Quantification of the Phospholipid Composition in Commercial Lecithins by 31P NMR. J Am Oil Chem Soc 94, 885–892 (2017). https://doi.org/10.1007/s11746-017-2992-0

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  • DOI: https://doi.org/10.1007/s11746-017-2992-0

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