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Literature DB >> 2619274

Microbial glycosylation of erythromycin A.

M S Kuo¹, D G Chirby, A D Argoudelis, J I Cialdella, J H Coats, V P Marshall.

Abstract

Erythromycin A (compound 1) was inactivated by Streptomyces vendargensis ATCC 25507 in fermentation. The inactivation product was isolated and characterized by nuclear magnetic resonance and mass spectroscopy as 2'-(O-[beta-D-glucopyranosyl])erythromycin A (compound 2). The MICs of compounds 1 and 2 were determined. Compound 2 lacked antibiotic activity when tested against several gram-positive pathogens, as well as S. vendargensis.

Entities: Chemical Species

Mesh：

Substances：
Erythromycin

Year: 1989 PMID： 2619274 PMCID： PMC172826 DOI： 10.1128/AAC.33.12.2089

Source DB: PubMed Journal: Antimicrob Agents Chemother ISSN： 0066-4804 Impact factor: 5.191

12 in total

1. Structure of a phosphorylated derivative of oleandomycin, obtained by reaction of oleandomycin with an extract of an erythromycin-resistant strain of Escherichia coli.

Authors: K O'Hara; T Kanda; M Kono
Journal: J Antibiot (Tokyo) Date: 1988-06 Impact factor: 2.649

2. Microbial O-phosphorylation of macrolide antibiotics.

Authors: V P Marshall; J I Cialdella; L Baczynskyj; W F Liggett; R A Johnson
Journal: J Antibiot (Tokyo) Date: 1989-01 Impact factor: 2.649

3. Microbial transformation of antibiotics. V. Clindamycin ribonucleotides.

Authors: A D Argoudelis; J H Coats
Journal: J Am Chem Soc Date: 1971-01-27 Impact factor: 15.419

4. Enzymatic phosphorylation of macrolide antibiotics.

Authors: P F Wiley; L Baczynskyj; L A Dolak; J I Cialdella; V P Marshall
Journal: J Antibiot (Tokyo) Date: 1987-02 Impact factor: 2.649

Review 5. Origin and evolution of genes specifying resistance to macrolide, lincosamide and streptogramin antibiotics: data and hypotheses.

Authors: M Arthur; A Brisson-Noël; P Courvalin
Journal: J Antimicrob Chemother Date: 1987-12 Impact factor: 5.790

Review 6. Evolution and transfer of aminoglycoside resistance genes under natural conditions.

Authors: P Trieu-Cuot; P Courvalin
Journal: J Antimicrob Chemother Date: 1986-10 Impact factor: 5.790

7. Inactivation of lincosaminide antibiotics in Staphylococcus. Identification of lincosaminide O-nucleotidyltransferases and comparison of the corresponding resistance genes.

Authors: A Brisson-Noël; P Delrieu; D Samain; P Courvalin
Journal: J Biol Chem Date: 1988-11-05 Impact factor: 5.157

8. Microbial transformation of antibiotics: phosphorylation of clindamycin by Streptomyces coelicolor Müller.

Authors: J H Coats; A D Argoudelis
Journal: J Bacteriol Date: 1971-10 Impact factor: 3.490

9. Aminoglycoside antibiotic-inactivating enzymes in actinomycetes similar to those present in clinical isolates of antibiotic-resistant bacteria.

Authors: R Benveniste; J Davies
Journal: Proc Natl Acad Sci U S A Date: 1973-08 Impact factor: 11.205

10. Streptomycin biosynthesis and metabolism. Enzymatic phosphorylation of dihydrostreptobiosamine moieties of dihydro-streptomycin-(streptidino) phosphate and dihydrostreptomycin by Streptomyces extracts.

Authors: M S Walker; J B Walker
Journal: J Biol Chem Date: 1970-12-25 Impact factor: 5.157

13 in total

1. Role of glycosylation and deglycosylation in biosynthesis of and resistance to oleandomycin in the producer organism, Streptomyces antibioticus.

Authors: C Vilches; C Hernandez; C Mendez; J A Salas
Journal: J Bacteriol Date: 1992-01 Impact factor: 3.490

Microbial glycosylation of erythromycin A.

1. Structure of a phosphorylated derivative of oleandomycin, obtained by reaction of oleandomycin with an extract of an erythromycin-resistant strain of Escherichia coli.

2. Microbial O-phosphorylation of macrolide antibiotics.

3. Microbial transformation of antibiotics. V. Clindamycin ribonucleotides.

4. Enzymatic phosphorylation of macrolide antibiotics.

Review 5. Origin and evolution of genes specifying resistance to macrolide, lincosamide and streptogramin antibiotics: data and hypotheses.

Review 6. Evolution and transfer of aminoglycoside resistance genes under natural conditions.

7. Inactivation of lincosaminide antibiotics in Staphylococcus. Identification of lincosaminide O-nucleotidyltransferases and comparison of the corresponding resistance genes.

8. Microbial transformation of antibiotics: phosphorylation of clindamycin by Streptomyces coelicolor Müller.

9. Aminoglycoside antibiotic-inactivating enzymes in actinomycetes similar to those present in clinical isolates of antibiotic-resistant bacteria.

10. Streptomycin biosynthesis and metabolism. Enzymatic phosphorylation of dihydrostreptobiosamine moieties of dihydro-streptomycin-(streptidino) phosphate and dihydrostreptomycin by Streptomyces extracts.

1. Role of glycosylation and deglycosylation in biosynthesis of and resistance to oleandomycin in the producer organism, Streptomyces antibioticus.

Review 2. Avoidance of suicide in antibiotic-producing microbes.

3. New tenvermectin analogs obtained by microbial conversion with Saccharopolyspora erythraea.

4. Ribosylation by mycobacterial strains as a new mechanism of rifampin inactivation.

5. Inactivation of rifampin by Nocardia brasiliensis.

6. Glycosylation of macrolide antibiotics in extracts of Streptomyces lividans.

7. Clinical strain of Staphylococcus aureus inactivates and causes efflux of macrolides.

8. Microbial conversion of avermectins by Saccharopolyspora erythraea: glycosylation at C-4' and C-4''.

9. Inactivation of the macrolide antibiotics erythromycin, midecamycin, and rokitamycin by pathogenic Nocardia species.

10. Characterization of a glycosyl transferase inactivating macrolides, encoded by gimA from Streptomyces ambofaciens.