Biosynthetic origin of the rare nitroaryl moiety of the polyketide antibiotic aureothin: involvement of an unprecedented N-oxygenase.
The antibiotic aureothin is a rare natural nitroaromatic compound produced by Streptomyces thioluteus. By labeling experiments, we demonstrate for the first time that p-nitrobenzoate (PNBA) serves as a polyketide synthase starter unit. Cloning, heterologous expression, and inactivation experiments reveal that this unusual primer is synthesized from p-aminobenzoate (PABA) by means of AurF, a novel N-oxygenase.
He
Jing
J
Hans-Knöll-Institute for Natural Products Research, Beutenbergstrasse 11a, 07745 Jena, Germany.
Hertweck
Christian
C
D000900:Anti-Bacterial Agents / Q000096:biosynthesis* / Q000737:chemistry; D002867:Chromones / Q000737:chemistry / Q000378:metabolism*; D005798:Genes, Bacterial; D015394:Molecular Structure; D005810:Multigene Family; D016296:Mutagenesis; D009579:Nitrobenzoates / Q000737:chemistry / Q000378:metabolism*; D010105:Oxygenases / Q000235:genetics / Q000378:metabolism*; D013302:Streptomyces / Q000201:enzymology* / Q000235:genetics
D000900:Anti-Bacterial Agents; D002867:Chromones; D009579:Nitrobenzoates; D010105:Oxygenases; C012198:aureothin; C008629:4-nitrobenzoic acid