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Bulletin of the Korean Chemical Society (BKCS)

ISSN 0253-2964(Print)
ISSN 1229-5949(Online)
Volume 32, Number 7
BKCSDE 32(7)
July 20, 2011 
 
Title
 Chiral Separation of Lactic Acid in Culture Media and Cells of Lactobacillus delbrueckii subsp. lactis as O-Pentafluoropropionylated (S)-(+)-3-Methyl-2-Butyl Ester by Achiral Gas Chromatography-Mass Spectrometry
Author
 Man-Jeong Paik, Duc-Toan Nguyen, Jaehwan Yoon, Han Seung Chae, Kyoung-Rae Kim, Gwang Lee, Pyung Cheon Lee*,
Keywords
 Chiral separation, Lactic acid, Diastereomeric O-pentafluoropropionylated (S)-(+)-3-methyl-2- butyl ester, Achiral gas chromatography-mass spectrometry, Lactobacillus delbrueckii subsp. lactis 304
Abstract
 The enantiomeric separation of lactic acid for its absolute configuration has become important task for understanding its biological origin and metabolic process involved in the formation of lactic acid. It involves the conversion of enantiomers as diastereomeric O-pentafluoropropionylated (S)-(+)-3-methyl-2-butyl ester and the direct separation by gas chromatography-mass spectrometry on a achiral capillary column. The (R)- and (S)-lactic acids were completely separated with a high resolution of 1.9. The newly developed method showed good linearity (r ≥ 0.999), precision (% relative standard deviation = 3.4-6.2), and accuracy (% relative error = −7.7-1.4) with the detection limit of 0.011 μg/mL. When the method was applied to determine the absolute configuration of lactic acid in Lactobacillus delbrueckii subsp. lactis 304 (LAB 304), the composition (%) of (R)-lactic acid in the cell pellet and in the culture medium were 89.0 ± 0.1 and 78.2 ± 0.4, respectively. Thus, it was verified that the present method is useful for the identification and composition test of lactic enantiomers in microorganisms.
Page
 2418 - 2422
Full Text
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