Ribosylation by mycobacterial strains as a new mechanism of rifampin inactivation.
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-(alpha-D-ribofuranosyl)]rifamycin SV and 23-[O-(alpha-D-ribofuranosyl)]rifampin, respectively. To our knowledge, this is the first known example of ribosylation as a mechanism of antibiotic inactivation.
Dabbs
E R
ER
Division of Experimental Chemotherapy, Chiba University, Japan.
Yazawa
K
K
Mikami
Y
Y
Miyaji
M
M
Morisaki
N
N
Iwasaki
S
S
Furihata
K
K
D008658:Inactivation, Metabolic; D009161:Mycobacterium / Q000378:metabolism*; D012293:Rifampin / Q000378:metabolism*
D012293:Rifampin