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Updated: Apr 17, 2026

A Customizable Approach for the Enzymatic Production and Purification of Diterpenoid Natural Products
Published on: October 4, 2019
Eight-membered ring-containing jadomycins: implications for non-enzymatic natural products biosynthesis
Andrew W Robertson1, Camilo F Martinez-Farina, Deborah A Smithen
1Department of Chemistry and ⊥College of Pharmacy, Dalhousie University , Halifax, Nova Scotia B3H 4R2, Canada.
Abstract:
Jadomycin Oct (1) was isolated from Streptomyces venezuelae ISP5230 and characterized as a structurally unique eight-membered l-ornithine ring-containing jadomycin. The structure was elucidated through the semisynthetic derivatization of starting material via chemoselective acylation of the l-ornithine α-amino group using activated succinimidyl esters. Incorporation of 5-aminovaleric acid led to jadomycin AVA, a second eight-membered ring-containing jadomycin. These natural products illustrate the structural diversity permissible from a non-enzymatic step within a biosynthetic pathway and exemplifies the potential for discovery of novel scaffolds.
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