Phenylethanolamine Chiral Synthesis Research

For many compounds containing vicinal hydroxyl and amino groups, R-type enantiomer is usually effective while S-type enantiomer is ineffective, and even poisonous. Therefore, it is of great significance to explore the synthesis of chiral phenyoethanolamine and its analogues.Various factors affecting chiral resolution of phenylethanolamine, such as cyclodextrin type, concentration, buffer pH, and temperature were investigated, and two simple methods for determination of chiral phenylethanolamine were established by capillary zone electrophoresis.With 0.1% phenylethanolamine as the sole carbon source, 15 strains which could resolve phenylethanolamine were isolated from soil samples. Among of them, strain M123 showed highest enantioselectivity. The strain was identified to be Bacillus mycoides by BIOLOG system.The fermentation condition of Bacillus mycoides M123 was studied. The optimal medium was as follows: 1.0%glucose 1.0%tryptone 1.0% NaCl, and initial pH was adjusted to 6.0.The optimal conditon for bioreduction of aminoacetophenone to R-pheny?lethanolamine was as follows. 0.12 g wet cells were suspended in 50 mmol/L phosphoric acid buffer (pH 8.0) containing 5% (w/v) glucose, and added with 0.6% aminoacetophenone. After 8h at 30, R-phenylethanolamine of 100% ee was obtained with 52.1% conversion rate.