Several fast-growing Mycobacterium strains were found to inactivate rifampin. Two inactivated compounds (RIP-Ma and RIP-Mb) produced by these organisms were different from previously reported derivatives, i.e., phosphorylated or glucosylated derivatives, of the antibiotic. The structures of RIP-Ma and RIP-Mb were determined to be those of 3-formyl-23-[O-(α-D-ribofuranosyl)]rifamycin SV and 23-[O-(α-D-ribofuranosyl)]rifampin, respectively. To our knowledge, this is the first known example of ribosylation as a mechanism of antibiotic inactivation.
NCBI PubMed ID: 7785970Publication DOI: 10.1128/aac.39.4.1007Journal NLM ID: 0315061Institutions: Division of Experimental Chemotherapy, Chiba University, Japan