NEW ANTIBIOTICS FROM GENETICALLY ENGINEERED ACTINOMYCETES I. 2-NORERYTHROMYCINS, ISOLATION AND STRUCTURAL DETERMINATIONS
Novel macrolide antibiotics have been isolated from a genetically manipulated actinomycete. The major components produced have been isolated and identified as 2-norerythromycins A, B, C and D by mass spectrometry and extensive ID and 2D NMR experiments.
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| Published in | Journal of antibiotics Vol. 40; no. 8; pp. 1115 - 1122 |
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| Main Authors | , , , , , , |
| Format | Journal Article |
| Language | English |
| Published |
Tokyo
JAPAN ANTIBIOTICS RESEARCH ASSOCIATION
1987
Japan Antibiotics Research Association |
| Subjects | |
| Online Access | Get full text |
| ISSN | 0021-8820 1881-1469 |
| DOI | 10.7164/antibiotics.40.1115 |
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| Abstract | Novel macrolide antibiotics have been isolated from a genetically manipulated actinomycete. The major components produced have been isolated and identified as 2-norerythromycins A, B, C and D by mass spectrometry and extensive ID and 2D NMR experiments. |
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| AbstractList | Novel macrolide antibiotics have been isolated from a genetically manipulated actinomycete. The major components produced have been isolated and identified as 2-norerythromycins A, B, C and D by mass spectrometry and extensive ID and 2D NMR experiments. A genomic library of DNA from the oleandomycin producer Streptomyces antibioticus , in 30 to 35 kilobase fragments, was inserted into a plasmid, pNJ1, which carried a gene for thiostrepton-resistance. These constructs were then used to transform a mutant of Saccharopolyspora erythraea (formerly called Streptomyces erythraeus ) which was blocked in erythromycin production at some undetermined step prior to lactone synthesis. One out of 288 thiostrepton-resistant clones produced antibiotic activity as detected by agar zone diffusion against Staphylococcus aureus (thiostrepton-resistant). The molecular biology of this recombinant will be the subject of a separate article. This clone was grown in submerged fermentation, in the presence of thiostrepton, and the extractable basic antibiotics were isolated and separated by extensive countercurrent chromatography using the Ito Coil Planet Centrifuge. Novel macrolide antibiotics have been isolated from a genetically manipulated actinomycete. The major components produced have been isolated and identified as 2-norerythromycins A, B, C and D by mass spectrometry and extensive 1D and 2D NMR experiments. Novel macrolide antibiotics have been isolated from a genetically manipulated actinomycete. The major components produced have been isolated and identified as 2-norerythromycins A, B, C and D by mass spectrometry and extensive 1D and 2D NMR experiments.Novel macrolide antibiotics have been isolated from a genetically manipulated actinomycete. The major components produced have been isolated and identified as 2-norerythromycins A, B, C and D by mass spectrometry and extensive 1D and 2D NMR experiments. Novel macrolide antibiotics have been isolated from a genetically manipulated actinomycete. The major components produced have been isolated and identified as 2-norerythromycins A, B, C and D by mass spectrometry and extensive 1D and 2D NMR experiments. |
| Author | GREENER, KEVIN D. KATZ, LEONARD TUAN, JAMES S. MCALPINE, JAMES B. BUKO, ALEX BROWN, DAVID P. WHITTERN, DAVID N. |
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| References | 7) WASHINGTON, J. A. & V. C. SUTTER: Dilution susceptibility test: Agar and macro-broth dilution procedure. In Mannual of Clinical Microbiology. Ed., E. H. LENNETTE et al., pp. 453-458, Am. Soc. for Microbiol., Washington, D.C., 1980 6) STATES, D. J.; R. A. HABERKORN & D. J. RUBEN: A two-dimensional nuclear Overhauser experiment with pure absorption phase in four quadrants. J. Mag. Res. 48: 286-292, 1982 2) OMURA, S.; H. IKEDA, F. MALPARTIDA, H. M. KIESER & D. A. HOPWOOD: Production of new hybrid antibiotics, mederrhodins A and B, by a genetically engineered strain. Antimicrob. Agents Chemother, 29:13-19,1986 1) HOPWOOD, D. A.; F. MALPARTIDA, H. M. KIESER, H. IKEDA, J. DUNCAN, I. FUJII, B. A. M. RUDD, H. G. FLOSS & S. OMURA: Production of 'hybrid' antibiotics by genetic engineering. Nature 314: 642-644, 1985 5) MURPHY, H. W.: Esters of erythromycin. I. Some water-insoluble, substantially tasteless esters. In Antibiotics Annual 1953-1954. Eds., H. WELCH & F. MARTI-IBANEZ, pp. 500-513, Medical Encyclopedia, Inc., New York, 1953 3) BRILL, G. M.; J. B. MCALPINE & J. E. HOCHLOWSKI: Use of coil planet centrifuge in the isolation of antibiotics. J. Liq. Chromatogr. 8: 2259-2280, 1985 4) EVERETT, J. R. & J. W. TYLER: An analysis of the 1H and 13C NMR spectra of erythromycin A using two-dimensional methods. J. Chem. Soc. Part. 11985: 2599-2603, 1985 |
| References_xml | – reference: 3) BRILL, G. M.; J. B. MCALPINE & J. E. HOCHLOWSKI: Use of coil planet centrifuge in the isolation of antibiotics. J. Liq. Chromatogr. 8: 2259-2280, 1985 – reference: 2) OMURA, S.; H. IKEDA, F. MALPARTIDA, H. M. KIESER & D. A. HOPWOOD: Production of new hybrid antibiotics, mederrhodins A and B, by a genetically engineered strain. Antimicrob. Agents Chemother, 29:13-19,1986 – reference: 6) STATES, D. J.; R. A. HABERKORN & D. J. RUBEN: A two-dimensional nuclear Overhauser experiment with pure absorption phase in four quadrants. J. Mag. Res. 48: 286-292, 1982 – reference: 4) EVERETT, J. R. & J. W. TYLER: An analysis of the 1H and 13C NMR spectra of erythromycin A using two-dimensional methods. J. Chem. Soc. Part. 11985: 2599-2603, 1985 – reference: 7) WASHINGTON, J. A. & V. C. SUTTER: Dilution susceptibility test: Agar and macro-broth dilution procedure. In Mannual of Clinical Microbiology. Ed., E. H. LENNETTE et al., pp. 453-458, Am. Soc. for Microbiol., Washington, D.C., 1980 – reference: 1) HOPWOOD, D. A.; F. MALPARTIDA, H. M. KIESER, H. IKEDA, J. DUNCAN, I. FUJII, B. A. M. RUDD, H. G. FLOSS & S. OMURA: Production of 'hybrid' antibiotics by genetic engineering. Nature 314: 642-644, 1985 – reference: 5) MURPHY, H. W.: Esters of erythromycin. I. Some water-insoluble, substantially tasteless esters. In Antibiotics Annual 1953-1954. Eds., H. WELCH & F. MARTI-IBANEZ, pp. 500-513, Medical Encyclopedia, Inc., New York, 1953 |
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| Snippet | Novel macrolide antibiotics have been isolated from a genetically manipulated actinomycete. The major components produced have been isolated and identified as... A genomic library of DNA from the oleandomycin producer Streptomyces antibioticus , in 30 to 35 kilobase fragments, was inserted into a plasmid, pNJ1, which... |
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| SubjectTerms | 2-norerythromycins Actinomycetaceae - analysis Actinomycetaceae - genetics Anti-Bacterial Agents - isolation & purification Antibiotics Biological and medical sciences Biotechnology Erythromycin - analogs & derivatives Fundamental and applied biological sciences. Psychology General pharmacology Genetic Engineering Health. Pharmaceutical industry Industrial applications and implications. Economical aspects Magnetic Resonance Spectroscopy Medical sciences Microbial Sensitivity Tests N.M.R Pharmacology. Drug treatments Physicochemical properties. Structure-activity relationships Production of active biomolecules Saccharopolyspora erythraea Streptomyces - genetics Streptomyces antibioticus |
| Subtitle | I. 2-NORERYTHROMYCINS, ISOLATION AND STRUCTURAL DETERMINATIONS |
| Title | NEW ANTIBIOTICS FROM GENETICALLY ENGINEERED ACTINOMYCETES |
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