A polymeric aminoglycoside was prepared by a facile chemoenzymatic reaction. Boc-protected aminoglycoside, amikacin, was chemoselectively esterified with divinyl sebacate at a hydroxyl group in the C6″ position by protease from Bacillus subtilis. The resulting 3,6′,3″,4‴ -tetra-N-Boc-6″-O-vinyl sebacate was copolymerized with maltitol 6-vinyl sebacate to yield a polymeric amikacin. The polymeric amikacin showed a modest inhibitory effect on in vitro protein synthesis, and a little antibiotic activity in minimum inhibitory concentration (MIC) assay in the presence of protease.
All Science Journal Classification (ASJC) codes
- Polymers and Plastics
- Materials Chemistry