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Unique pathway for pyrrole biosynthesis discovered
Prof. Greg Challis and Dr Lijiang Song, in collaboration with researchers at the University of Paris, report in Angewandte Chemie a hitherto unanticipated pathway for the biosynthesis of pyrroles from sugars. Using a combination of genetic engineering, isolation, structure elucidation, synthesis and feeding of biosynthetic intermediates, and incorporation of stable isotope-labelled precursors, the researchers showed that a carbohydrate, most likely N-acetylglucosamine-1-phosphate, is elaborated to the 4-acetamidopyrrole-2-carboxylate building blocks of the DNA-binding antibiotic congocidine (also known as netropsin). The assembly of pyrroles from carbohydrates is unprecedented in Nature and raises several intriguing questions regarding the mechanisms of the reactions involved. See http://onlinelibrary.wiley.com/doi/10.1002/anie.201201445/abstract for further details.