The biological actions of mirror-image enantiomers, such as L- and D-enantiomers of amino acids, can differ significantly due to their distinct interactions with biological systems. This is particularly evident in the case of amino acids like L- and D-BAIBA (beta-aminoisobutyric acid) and AABA (alpha-aminoisobutyric acid). These enantiomers have similar physical and chemical properties, making it challenging to distinguish and quantify them accurately using conventional methods like LC-MS/MS (liquid chromatography-tandem mass spectrometry). LC-MS/MS protocols have traditionally quantified these amino acids together in general forms. For example, BAIBA was generally detected without separating L- from D-BAIBA isoform. In this study, we introduced a novel methodology that not only overcomes these challenges but also accurately identifies isomers and enantiomers of aminobutyric acid, thereby significantly advancing the fields of analytical chemistry, biochemistry, and pharmacology.

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Separation and Quantification of Isomeric Forms of Aminobutyric Acids

  • Kamal Awad,
  • Akhilla Kumar,
  • Marian N. Aziz,
  • Leticia Brotto,
  • Zhiying Wang,
  • Lynda Bonewald,
  • Marco Brotto

摘要

The biological actions of mirror-image enantiomers, such as L- and D-enantiomers of amino acids, can differ significantly due to their distinct interactions with biological systems. This is particularly evident in the case of amino acids like L- and D-BAIBA (beta-aminoisobutyric acid) and AABA (alpha-aminoisobutyric acid). These enantiomers have similar physical and chemical properties, making it challenging to distinguish and quantify them accurately using conventional methods like LC-MS/MS (liquid chromatography-tandem mass spectrometry). LC-MS/MS protocols have traditionally quantified these amino acids together in general forms. For example, BAIBA was generally detected without separating L- from D-BAIBA isoform. In this study, we introduced a novel methodology that not only overcomes these challenges but also accurately identifies isomers and enantiomers of aminobutyric acid, thereby significantly advancing the fields of analytical chemistry, biochemistry, and pharmacology.