Simultaneous Determination of Absolute Configuration and Quantity of Lipopeptides Using Chiral Liquid Chromatography/Mass Spectrometry and Diastereomeric Internal Standards

作者：Nemati Reza; Dietz Christopher; Anstadt Emily; Clark Robert; Smith Michael; Nichols Frank; Yao Xudong^*

来源：Analytical Chemistry, 2017, 89(6): 3583-3589.

DOI：10.1021/acs.analchem.6b04901

Lipopeptides promote innate immune response and are related to disease pathology. To investigate the newly emerging roles of lipopeptides, accurate measurements of stereoisomers with multiple chiral centers are essential yet challenging. This work uses (3R)- and (35)-(15-Inethyl-3-((13-methyltetradecanoy1)oxy)hexadecanoyOglycyl-L-serine, abbreviated as L-serine-(R+S)-Lipid 654, to develop a method that combines chiral liquid chromatography, a cliastereomeric mixture of isotopically labeled internal standards, and multiple reaction monitoring mass spectrometry. The new method allows for simultaneously determining the absolute configuration and quantity of stereoisomers of bacteria-derived lipopeptides. Total lipid extracts of nine evaluated bacteria strains had different amounts, but only the (R)-isoform of L-serine-Lipid 654. The developed method also allowed for the first quantitative analysis of hydrolysis of a nonphospholipid as a novel substrate of honey bee venom phospholipase A2.

• 出版日期2017-3-21