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ToolsLee, Hyang-Yeol, Yerkes, Nancy and O'Connor, Sarah E. (2009) Aza-Tryptamine Substrates in Monoterpene Indole Alkaloid Biosynthesis. Chemistry & Biology, 16 (12). pp. 1225-1229. ISSN 1879-1301
Full text not available from this repository. (Request a copy)Abstract
Biosynthetic pathways can be hijacked to yield novel compounds by introduction of novel starting materials. Here we have altered tryptamine, which serves as the starting substrate for a variety of alkaloid biosynthetic pathways, by replacing the indole with one of four aza-indole isomers. We show that two aza-tryptamine substrates can be successfully incorporated into the products of the monoterpene indole alkaloid pathway in Catharanthus roseus. Use of unnatural heterocycles in precursor-directed biosynthesis, in both microbial and plant natural product pathways, has not been widely demonstrated, and successful incorporation of starting substrate analogs containing the aza-indole functionality has not been previously reported. This work serves as a starting point to explore fermentation of aza-alkaloids from other tryptophan- and tryptamine-derived natural product pathways.
| Item Type: | Article |
|---|---|
| Faculty \ School: | Faculty of Science > School of Chemistry |
| Depositing User: | Rhiannon Harvey |
| Date Deposited: | 21 Mar 2012 14:17 |
| Last Modified: | 23 Oct 2022 01:45 |
| URI: | https://ueaeprints.uea.ac.uk/id/eprint/38407 |
| DOI: | 10.1016/j.chembiol.2009.11.016 |
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