Determination of the absolute configuration and the conformation of carbohydrate molecules based on the approach of analytical organic chemistry
1995
Nishida, Y. (Tohoku Univ., Sendai (Japan). Faculty of Agriculture)
Conformation and absolute configuration are the main factors to define the three dimensional structures of carbohydrate molecules. In this study, analytical tools of nuclear magnetic resonance spectroscopy (NMR) and high performance liquid chromatography (HPLC) were coupled with new chemical manipulations to yield new analytical methods based on analytical organic chemistry. This allowed us to unambiguously determine both the absolute configuration and conformation of sugars. For the conformational analyses, stereoselective deuteration was coupled with NMR methods, while for the configurational analysis, a new fluorescent chiral derivatizing agent, (S)-TBMB carboxylic acid was developed and combined with the HPLC analysis. The backgrounds, the results and the application of these new methods were reviewed
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