1991 年 49 巻 7 号 p. 657-669
Optically active 2-methyl-3-hydroxy propionic acid derivatives which are expected to be useful building blocks for the synthesis of polyoxo-macrolide antibiotics or the related bioactive compounds have been synthesized based on the asymmetric hydrolysis using various industrialized lipases. As an example of synthetic studies using these synthons, a total synthesis of the aglycone of venturicidins A and B is described.
Hydrolysis of water-insoluble substrates with lipases immobilized with celite or prepolymer (ENTP-4000) proceeds even in organic solvent. However improvement of efficiency is required. Thus a new immobilization method was developed. Namely, an aggregate of lipases with various phospholipid analogue whose hydrophobic aliphatic chains are linked by ether bonding was found to catalyze an asymmetric hydrolysis much more effectively than the previous immobilization methods.