2.7.1.136 ATP + azithromycin - Escherichia coli ADP + azithromycin 2'-O-phosphate - ? 379259 2.7.1.136 ATP + azithromycin - uncultured bacterium ADP + azithromycin 2'-O-phosphate - ? 379259 2.7.1.136 ATP + azithromycin 15% of the activity with oleandomycin Pseudomonas aeruginosa ADP + azithromycin 2'-O-phosphate - ? 379259 2.7.1.136 ATP + azithromycin 15-membered ring macrolide Escherichia coli ADP + azithromycin 2'-O-phosphate - ? 379259 2.7.1.136 ATP + azithromycin the mph(A) gene conferrs resistance to azithromycin Escherichia coli ADP + azithromycin 2'-O-phosphate - ? 379259 2.7.1.136 ATP + azithromycin the mph(A) gene conferrs resistance to azithromycin Salmonella enterica subsp. enterica serovar Typhimurium ADP + azithromycin 2'-O-phosphate - ? 379259 2.7.1.136 ATP + azithromycin the mph(A) gene conferrs resistance to azithromycin uncultured bacterium ADP + azithromycin 2'-O-phosphate - ? 379259 2.7.1.136 ATP + azithromycin recombinant expression of the pRSB111 plasmid in Pseudomonas sp. strain B13 uncultured bacterium ADP + azithromycin 2'-O-phosphate - ? 379259 2.7.1.136 ATP + azithromycin 15-membered ring macrolide Escherichia coli CU1 ADP + azithromycin 2'-O-phosphate - ? 379259 2.7.1.136 ATP + clarithromycin 46-55% activity with respect to oleandomycin for strain CU1, 17% activity with respect to oleandomycin for strain BM 2506 Escherichia coli ? - ? 357258 2.7.1.136 ATP + clarithromycin 77% activity with respect to oleandomycin Pseudomonas aeruginosa ? - ? 357258 2.7.1.136 ATP + clarithromycin - Escherichia coli ADP + clarithromycin 2'-O-phosphate - ? 379275 2.7.1.136 ATP + clarithromycin - uncultured bacterium ADP + clarithromycin 2'-O-phosphate - ? 379275 2.7.1.136 ATP + clarithromycin 14-membered ring macrolide Escherichia coli ADP + clarithromycin 2'-O-phosphate - ? 379275 2.7.1.136 ATP + clarithromycin 73% of the activity with oleandomycin Pseudomonas aeruginosa ADP + clarithromycin 2'-O-phosphate - ? 379275 2.7.1.136 ATP + clarithromycin recombinant expression of the pRSB111 plasmid in Pseudomonas sp. strain B13 uncultured bacterium ADP + clarithromycin 2'-O-phosphate - ? 379275 2.7.1.136 ATP + clarithromycin 14-membered ring macrolide Escherichia coli CU1 ADP + clarithromycin 2'-O-phosphate - ? 379275 2.7.1.136 ATP + erythromycin - Streptomyces coelicolor ADP + erythromycin-2'-O-phosphate - ? 357250 2.7.1.136 ATP + erythromycin - Escherichia coli ADP + erythromycin-2'-O-phosphate - ? 357250 2.7.1.136 ATP + erythromycin - uncultured bacterium ADP + erythromycin-2'-O-phosphate - ? 357250 2.7.1.136 ATP + erythromycin 87% activity with respect to oleandomycin Escherichia coli ADP + erythromycin-2'-O-phosphate - ? 357250 2.7.1.136 ATP + erythromycin 88% activity with respect to oleandomycin Pseudomonas aeruginosa ADP + erythromycin-2'-O-phosphate - ? 357250 2.7.1.136 ATP + erythromycin 81% activity with respect to oleandomycin for strain CU1, 24% activity with respect to oleandomycin for strain BM 2506 Escherichia coli ADP + erythromycin-2'-O-phosphate - ? 357250 2.7.1.136 ATP + erythromycin recombinant expression of the pRSB111 plasmid in Pseudomonas sp. strain B13 uncultured bacterium ADP + erythromycin-2'-O-phosphate - ? 357250 2.7.1.136 ATP + erythromycin - Streptomyces coelicolor UC 5240 ADP + erythromycin-2'-O-phosphate - ? 357250 2.7.1.136 ATP + erythromycin - Escherichia coli ADP + erythromycin 2'-O-phosphate - ? 379319 2.7.1.136 ATP + erythromycin 14-membered ring macrolide Escherichia coli ADP + erythromycin 2'-O-phosphate - ? 379319 2.7.1.136 ATP + erythromycin 88% of the activity with oleandomycin Pseudomonas aeruginosa ADP + erythromycin 2'-O-phosphate - ? 379319 2.7.1.136 ATP + erythromycin erythromycin resistance analyzed in recombinant Escherichia coli harbouring plasmid pRSB105 Escherichia coli ADP + erythromycin 2'-O-phosphate - ? 379319 2.7.1.136 ATP + josamycin 2% activity with respect to oleandomycin Pseudomonas aeruginosa ? - ? 357253 2.7.1.136 ATP + josamycin 1% activity with respect to oleandomycin Escherichia coli ? - ? 357253 2.7.1.136 ATP + josamycin 75-95% activity with respect to oleandomycin for strain CU1, 96% activity with respect to oleandomycin for strain BM 2506 Escherichia coli ? - ? 357253 2.7.1.136 ATP + josamycin 15-membered ring macrolide Escherichia coli ADP + josamycin 2'-O-phosphate - ? 379375 2.7.1.136 ATP + kitasamycin 52% activity with respect to oleandomycin for strain CU1, 61% activity with respect to oleandomycin for strain BM 2506 Escherichia coli ? - ? 357260 2.7.1.136 ATP + kitasamycin 15-membered ring macrolide Escherichia coli ADP + kitasamycin 2'-O-phosphate - ? 379380 2.7.1.136 ATP + midecamycin 3% activity with respect to oleandomycin Escherichia coli ? - ? 357251 2.7.1.136 ATP + midecamycin 2% activity with respect to oleandomycin Pseudomonas aeruginosa ? - ? 357251 2.7.1.136 ATP + neomycin - Escherichia coli ADP + ? - ? 422990 2.7.1.136 ATP + oleandomycin - Escherichia coli ADP + oleandomycin 2'-O-phosphate - ? 357249 2.7.1.136 ATP + oleandomycin - Pseudomonas aeruginosa ADP + oleandomycin 2'-O-phosphate - ? 357249 2.7.1.136 ATP + oleandomycin - Streptomyces coelicolor ADP + oleandomycin 2'-O-phosphate - ? 357249 2.7.1.136 ATP + oleandomycin 14-membered ring macrolide Escherichia coli ADP + oleandomycin 2'-O-phosphate - ? 357249 2.7.1.136 ATP + oleandomycin - Streptomyces coelicolor UC 5240 ADP + oleandomycin 2'-O-phosphate - ? 357249 2.7.1.136 ATP + oleandomycin 14-membered ring macrolide Escherichia coli CU1 ADP + oleandomycin 2'-O-phosphate - ? 357249 2.7.1.136 ATP + rokitamycin 15-membered ring macrolide Escherichia coli ADP + rokitamycin 2'-O-phosphate - ? 379477 2.7.1.136 ATP + roxithromycin 42% activity with respect to oleandomycin for strain CU1, about 2% activity with respect to oleandomycin for strain BM 2506 Escherichia coli ? - ? 357257 2.7.1.136 ATP + roxithromycin 44% activity with respect to oleandomycin Pseudomonas aeruginosa ? - ? 357257 2.7.1.136 ATP + roxithromycin - uncultured bacterium ADP + roxithromycin 2'-O-phosphate - ? 379478 2.7.1.136 ATP + roxithromycin 14-membered ring macrolide Escherichia coli ADP + roxithromycin 2'-O-phosphate - ? 379478 2.7.1.136 ATP + roxithromycin 44% of the activity with oleandomycin Pseudomonas aeruginosa ADP + roxithromycin 2'-O-phosphate - ? 379478 2.7.1.136 ATP + roxithromycin recombinant expression of the pRSB111 plasmid in Pseudomonas sp. strain B13 uncultured bacterium ADP + roxithromycin 2'-O-phosphate - ? 379478 2.7.1.136 ATP + spectinomycin 5% activity with respect to oleandomycin Escherichia coli ? - ? 357252 2.7.1.136 ATP + spiramycin - Streptomyces coelicolor ADP + spiramycin 2'-O-phosphate - ? 357255 2.7.1.136 ATP + spiramycin - Escherichia coli ADP + spiramycin 2'-O-phosphate - ? 357255 2.7.1.136 ATP + spiramycin 2% activity with respect to oleandomycin Pseudomonas aeruginosa ADP + spiramycin 2'-O-phosphate - ? 357255 2.7.1.136 ATP + spiramycin 57-75% activity with respect to oleandomycin for strain CU1, 26% activity with respect to oleandomycin for strain BM 2506 Escherichia coli ADP + spiramycin 2'-O-phosphate - ? 357255 2.7.1.136 ATP + spiramycin 15-membered ring macrolide Escherichia coli ADP + spiramycin 2'-O-phosphate - ? 357255 2.7.1.136 ATP + spiramycin - Streptomyces coelicolor UC 5240 ADP + spiramycin 2'-O-phosphate - ? 357255 2.7.1.136 ATP + spiramycin 15-membered ring macrolide Escherichia coli CU1 ADP + spiramycin 2'-O-phosphate - ? 357255 2.7.1.136 ATP + telithromycin - Escherichia coli ADP + telithromycin 2'-O-phosphate - ? 388152 2.7.1.136 ATP + telithromycin the mph(A) gene conferrs resistance to telithromycin Escherichia coli ADP + telithromycin 2'-O-phosphate - ? 388152 2.7.1.136 ATP + telithromycin the mph(A) gene conferrs resistance to telithromycin Salmonella enterica subsp. enterica serovar Typhimurium ADP + telithromycin 2'-O-phosphate - ? 388152 2.7.1.136 ATP + telithromycin the mph(A) gene conferrs resistance to telithromycin uncultured bacterium ADP + telithromycin 2'-O-phosphate - ? 388152 2.7.1.136 ATP + triacetyloleandomycin 100% activity with respect to oleandomycin Pseudomonas aeruginosa ? - ? 357256 2.7.1.136 ATP + triacetyloleandomycin + H2O as active as oleandomycin Pseudomonas aeruginosa ADP + triacetyloleandomycin 2'-O-phosphate + acetate - ? 379495 2.7.1.136 ATP + troleandomycin 82% activity with respect to oleandomycin for strain CU1, 105% activity with respect to oleandomycin for strain BM 2506 Escherichia coli ? - ? 357259 2.7.1.136 ATP + troleandomycin + H2O 14-membered ring macrolide Escherichia coli ADP + troleandomycin 2'-O-phosphate + acetate - ? 379496 2.7.1.136 ATP + tylosin - Streptomyces coelicolor ADP + tylosin 2'-phosphate - ? 357254 2.7.1.136 ATP + tylosin - Escherichia coli ADP + tylosin 2'-phosphate - ? 357254 2.7.1.136 ATP + tylosin 2% activity with respect to oleandomycin Pseudomonas aeruginosa ADP + tylosin 2'-phosphate - ? 357254 2.7.1.136 ATP + tylosin 60% activity with respect to oleandomycin for strain CU1, 4% activity with respect to oleandomycin for strain BM 2506 Escherichia coli ADP + tylosin 2'-phosphate - ? 357254 2.7.1.136 ATP + tylosin - Streptomyces coelicolor UC 5240 ADP + tylosin 2'-phosphate - ? 357254 2.7.1.136 ATP + tylosin - uncultured bacterium ADP + tylosin 2'-O-phosphate - ? 379499 2.7.1.136 ATP + tylosin 15-membered ring macrolide Escherichia coli ADP + tylosin 2'-O-phosphate - ? 379499 2.7.1.136 ATP + tylosin recombinant expression of the pRSB111 plasmid in Pseudomonas sp. strain B13 uncultured bacterium ADP + tylosin 2'-O-phosphate - ? 379499 2.7.1.136 additional information substrate specificities of wild-type and mutant enzymes, structure-function considerations Escherichia coli ? - ? 89 2.7.1.136 additional information under physiological conditions, enzyme exclusively uses ATP, no substrate: GTP Escherichia coli ? - ? 89 2.7.1.136 additional information structure-based substrate specificity, macrolide binding analysis, overview. Although erythromycin, clarithromycin, oleandomycin, and azithromycin differ in the size of the lactone ring and varying substitutions, the 14- and 15-membered ring substrates bind to the two MPH enzymes in a similar location, adopt similar conformations, and interact with the enzymes in a similar manner. MPH(2')-I cannot modify 16-membered macrolides, in contrast to MPH(2')-II Escherichia coli ? - - 89 2.7.1.136 additional information structure-based substrate specificity, macrolide binding analysis, overview. Although erythromycin, clarithromycin, oleandomycin, and azithromycin differ in the size of the lactone ring and varying substitutions, the 14- and 15-membered ring substrates bind to the two MPH enzymes in a similar location, adopt similar conformations, and interact with the enzymes in a similar manner. Unlike MPH(2')-I, MPH(2')-II can efficiently modify 16-membered macrolides. The 16-membered rings are more ovoid in shape compared with the rounded shape of the 14- and 15-membered macrolides. The interactions between MPH(2')-II and the 16-membered macrolides, spiramycin and josamycin, are similar to those of the 14- and 15-membered macrolides, involving many of the same amino acid side chains Escherichia coli ? - - 89 2.7.1.136 additional information substrate specificities of wild-type and mutant enzymes, structure-function considerations Escherichia coli CU1 ? - ? 89