Biosynthesis of naphthomycin A in Streptomyces collinus
- 1 January 1994
- journal article
- Published by Canadian Science Publishing in Canadian Journal of Chemistry
- Vol. 72 (1) , 182-187
- https://doi.org/10.1139/v94-028
Abstract
The biosynthesis of naphthomycin A (1) in Streptomyces collinus was studied in feeding experiments with single and multiple 13C-labeled precursors followed by 13C NMR analysis of the labeling and 13C–13C coupling patterns in the product. The results indicate that 1 is assembled via the polyketide pathway from 3-amino-5-hydroxybenzoic acid (2) as the starter unit (mC7N unit) plus seven propionate and six acetate chain extension units. 2 is synthesized via the shikimate pathway by a process that attaches the nitrogen to the carbon derived from C1 of erythrose 4-phosphate, consistent with a new branch of the shikimate pathway recently discovered to operate in the biosynthesis of the mC7N unit of rifamycin B.Keywords
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