Effect of fatty alcohol acyl receptor on enantiomeric resolution of mandelic acid enantiomers by enzymatic method [脂肪醇族酰基受体对酶法拆分扁桃酸对映体的影响]

作者：Zhao Z.; Li Z.^*; Yang B.

来源：Chemical Reaction Engineering and Technology, 2019, 35(5): 416-421 and 428.

DOI：10.11730/j.issn.1001-7631.2019.05.0416.06

• Aliphatic alcohol
• Amyl mandelate
• Lipase
• Mandelic acid
• Optical resolution

Resolution of chiral acids by lipase is a hot and difficult topic. As acyl receptors in chiral resolution, aliphatic alcohols have great influence on their selectivity. The aim of this study is to investigate the effect of aliphatic alcohols with different carbon chain lengths as acyl receptors on the resolution of mandelic acid enantiomers. Different aliphatic alcohols were selected and esterified with mandelic acid in isopropyl ether. The results showed that with the increase of chain length of aliphatic alcohols, the selectivity decreased and the conversion increased. The selectivity of medium-chain aliphatic alcohols with 5-8 carbon atoms was not significantly different from that of short-chain aliphatic alcohols with 1-4 carbon atoms, but the conversion increased greatly, while the selectivity of long-chain aliphatic alcohols with more than 8 carbon atoms was poor. Among the middle-chain aliphatic alcohols, n-amyl alcohol was superior to the others. The effects of various conditions on the reaction of mandelic acid and n-amyl alcohol were investigated, and the optimal condition was obtained as follows: reaction time 5 h, temperature erature 30℃, shaking speed 200 r/min, enzyme dosage 200 mg, and the molar ratio of mandelic acid to amyl alcohol 1:4. In this condition, enantiomeric excess of amyl mandelate was 70.09% and conversion was 23.40%. ? 2019, Editorial Board of Journal of Chemical Reaction Engineering and Technology. All right reserved.

• 出版日期2019
• 单位华南理工大学