| Download | - View accepted manuscript: Eight-membered ring-containing Jadomycins: implications for non-enzymatic natural products biosynthesis (PDF, 495 KiB)
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| DOI | Resolve DOI: https://doi.org/10.1021/ja5114672 |
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| Author | Search for: Robertson, Andrew W.; Search for: Martinez-Farina, Camilo F.; Search for: Smithen, Deborah A.; Search for: Yin, Huimin; Search for: Monro, Susan; Search for: Thompson, Alison; Search for: McFarland, Sherri A.; Search for: Syvitski, Raymond T.1; Search for: Jakeman, David L. |
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| Affiliation | - National Research Council of Canada. Aquatic and Crop Resource Development
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| Format | Text, Article |
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| 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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| Publication date | 2015-02-18 |
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| In | |
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| Language | English |
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| Peer reviewed | Yes |
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| NRC number | NRCC 56149 |
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| NPARC number | 21275442 |
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| Export citation | Export as RIS |
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| Report a correction | Report a correction (opens in a new tab) |
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| Record identifier | 565aaf4c-202c-4bd1-9904-0c961a34c2e4 |
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| Record created | 2015-07-14 |
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| Record modified | 2020-06-04 |
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