38 LC/MSを用いるペプチド中の構成アミノ酸絶対配置決定法の開発 : D,L-FDLAの導入と一級アミノ化合物への適用(口頭発表の部)

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The "Advanced Marfey's method" has been developed to non-empirically determine the absolute configuration of constituent amino acids in a peptide. This method consists of Marfey's method as chromatographic technique for the separation of amino acids into each enantiomer, the detection of an amino acid by mass spectrometry and a procedure for obtaining the corresponding enantioner from ether the L- or D-amino acid. We introduced the "D,L-FDLA derivatization" for a procedure for obtaining the corresponding enantioner instead of the conventional chemical racemization. The derivatization with an equal mixture of D- and L-FDLA was able to give the desired enantiomer from its L- or D-amino acid on the HPLC chromatogram. The procedure was successfully applied to the determination of the absolute configuration of Ahp, one of constituent amino acids in aeruginopeptin 228-A (1) by a cyanobacterium. It was also suggested that the "Advanced Marfey's method" including "D,L-FDLA derivatization" is also applicable to the determination of absolute configuration of primary amino compounds except for amino acids on the basis of the proposed separation mechanism of this method. Therefore, we carried out the fundamental approaches of this method to primary amino compounds. As the results, we confirmed its applicability to several primary amino compounds, and the method was successfully applied to the characterization of not only constituent amino acids but also an amino compound in microginin (3) produced by a cyanobacterium.
天然有機化合物討論会の論文
1997-07-20

38 LC/MSを用いるペプチド中の構成アミノ酸絶対配置決定法の開発 : D,L-FDLAの導入と一級アミノ化合物への適用(口頭発表の部)

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