An Erythromycin Derivative Produced by Targeted Gene Disruption in Saccharopolyspora erythraea

Science
1991.0

Abstract

<jats:p> Derivatives of erythromycin with modifications at their C-6 position are generally sought for their increased stability at acid pH, which in turn may confer improved pharmacological properties. A recombinant mutant of the erythromycin-producing bacterium, <jats:italic>Saccharopolyspora erythraea</jats:italic> , produced an erythromycin derivative, 6-deoxyerythromycin A, that could not be obtained readily by chemical synthesis. This product resulted from targeted disruption of the gene, designated <jats:italic>eryF</jats:italic> (systematic nomenclature, <jats:italic>CYP107</jats:italic> ), that apparently codes for the cytochrome P450, 6-deoxyerythronolide B (DEB) hydroxylase, which converts DEB to erythronolide B (EB). Enzymes normally acting on EB can process the alternative substrate DEB to form the biologically active erythromycin derivative lacking the C-6 hydroxyl group.

Knowledge Graph

Similar Paper

An Erythromycin Derivative Produced by Targeted Gene Disruption in <i>Saccharopolyspora erythraea</i>
Science 1991.0
Isolation and Characterization of 7-Hydroxy-6-demethyl-6-deoxy-erythromycin D, a New Erythromycin Analogue, from Engineered Saccharopolyspora erythraea.
The Journal of Antibiotics 2004.0
Production of 6-Deoxy-13-cyclopropyl-Erythromycin B by Saccharopolyspora erythraea NRRL 18643.
The Journal of Antibiotics 1999.0
Novel Erythromycins from a Recombinant Saccharopolyspora erythraea Strain NRRL 2338 pIG1. I. Fermentation, Isolation and Biological Activity.
The Journal of Antibiotics 1998.0
Isolation and Structure of a New Macrolide Antibiotic, Erythromycin G, and a Related Biosynthetic Intermediate from a Culture of Saccharopolyspora erythraea.
The Journal of Antibiotics 2003.0
A new naturally occurring erythromycin: erythromycin F.
The Journal of Antibiotics 1982.0
Synthesis and antibacterial activity of novel 6 -O- substituted erythromycin A derivatives
Bioorganic &amp; Medicinal Chemistry Letters 2000.0
A Novel Erythromycin, 6-Desmethyl Erythromycin D, Made by Substituting an Acyltransferase Domain of the Erythromycin Polyketide Synthase
The Journal of Antibiotics 2003.0
Biosynthesis of 3′-Deoxy-carbamoylkanamycin C in a Streptomyces tenebrarius Mutant Strain by tacB Gene Disruption
The Journal of Antibiotics 2008.0
Novel Erythromycin Derivatives with Aryl Groups Tethered to the C-6 Position Are Potent Protein Synthesis Inhibitors and Active against Multidrug-Resistant Respiratory Pathogens
Journal of Medicinal Chemistry 2001.0