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Updated: Sep 28, 2026

Constructing Cyclic Peptides Using an On-Tether Sulfonium Center
Published on: September 28, 2022
Biosynthesis of the lipophilic side chain in the cyclic hexadepsipeptide antibiotic IC101
Kazuo Umezawa1, Yoko Ikeda, Hiroshi Naganawa
1Department of Applied Chemistry, Faculty of Science and Technology, Keio University, 3-14-1 Hiyoshi, Kohoku-ku, Yokohama 223-0061, Japan. umezawa@applc.keio.ac.jp
Abstract:
Antibiotic IC101 is a cyclic hexadepsipeptide having a C(15) lipophilic side chain. The side chain was shown to be synthesized in Streptomyces from acetate, propionate, and 3-methylbutyrate derived from leucine. Thus, the terminal isopentyl structure came from leucine and not from the mevalonate pathway.
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