Bacterial Aromatic Sulfonates - A Bucherer Reaction in Nature?

Siderophores of Marinobacter aquaeolei: petrobactin and its sulfonated derivatives

“…Except for aeruginosin B, the sulfonate group in the natural products mentioned above, is found adjacent to a hydroxyl group. By analogy to the first step in the Bucherer reaction, Budzikiewicz has postulated the formation of these products via attack of hydrogen sulfite on the aromatic ring (Budzikiewicz 2006). However, to our knowledge, bacterial enzymes that catalyze C-sulfonation have not been reported.…”

M13 bacteriophage nanomaterials for regenerative medicine

“…The construction of building blocks using self-assembly techniques is inspired by biological systems [2,[110][111][112]. Although mimicking the biological process of assembly is still in its infancy due to the uncertainty and complexity of the structure, using natural building blocks can be a solution to overcome this obstacle.…”

Microbial Siderophores

“…(Fig. 8, 28, 29) (183), one of the rare examples of bacterial metabolites containing an aromatic sulfonic acid (40). Chiralities of the constituents were not determined.…”

“…19, 62 and 63) (142, 149); cf. also (40). Petrobactin was originally obtained from Marinobacter hydrocarbonoclasticus (14) and subsequently from Bacillus anthracis (195,382), B. cereus and B. thuringiensis (195a), its sulfonated derivatives from Marinobacter spp.…”