Research Abstract |
We have open a way to the chiral discrimination of enantiomers having chiral center far remote from the diastereomeric-derivatizable functional groups that has been thought impossible for long time. Thus, a new chiral derivatization reagents, (R)-and (S)-2A-1P-O-Tf (1) and (R)-and (S)-1A-2P-O-Tf (2) are developed and the chiral discriminations of the carboxylic acids with methyl branching at from 2 to 11 by ^1H-NMR and those from 2 to 8 by HPLC were attainedby labelling with 1 and 2. A new reagent to improve the shortcomings of 1 and 2, (R,R)-and (S,S)-2A-CH-OH (3), was developed and the chiral discrimination of methyl branched fatty acids with branching from 2 to 24 was attained with 3. By these system, the absolute configuration of ceramides, gangliosides, and glycerol were determined using μ〜ng of samples. Chiral derivatization reagents for chiral alcohols (R,R)-and (S,S)-2A-CH-COOH (4) and 3,4,6-O-Ac-2A-2d-β-Glu-Br (5) were prepared, and a system for the determination of absolute configuration of chiral alcohols by use of 4 was developed.
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