Chemoenzymatic Synthesis of a Multivalent Aminoglycoside

Yoshiko Miura, Takayasu Ikeda, Natsuko Wada, Kazukiyo Kobayashi

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4 Citations (Scopus)

Abstract

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.

Original languageEnglish
Pages (from-to)662-667
Number of pages6
JournalMacromolecular Bioscience
Volume3
Issue number11
DOIs
Publication statusPublished - Nov 24 2003
Externally publishedYes

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All Science Journal Classification (ASJC) codes

  • Biotechnology
  • Bioengineering
  • Biomaterials
  • Polymers and Plastics
  • Materials Chemistry

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