Biosynthesis of amphotericin derivatives lacking exocyclic carboxyl groups

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Title: Biosynthesis of amphotericin derivatives lacking exocyclic carboxyl groups
Authors: Carmody, Maria
Murphy, Barry
Byrne, Barry
Power, Patrick
Rai, Dilip K.
Rawlings, Bernard
Caffrey, Patrick
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Date: 3-Aug-2005
Online since: 2019-04-18T09:23:31Z
Abstract: Amphotericin B is a medically important antifungal antibiotic that is also active against human immunodeficiency virus, Leishmania parasites, and prion diseases. The therapeutic use of amphotericin B is restricted by severe side effects that can be moderated by liposomal formulation or structural alteration. Chemical modification has shown that suppression of charge on the exocyclic carboxyl group of amphotericin B substantially reduces toxicity. We report targeted deletions of the amphN cytochrome P450 gene from the chromosome of the amphotericin-producing bacterium Streptomyces nodosus. The mutant strains produced amphotericin analogues in which methyl groups replace the exocyclic carboxyl groups. These compounds retained antifungal activity and had reduced hemolytic activity.
Funding Details: Higher Education Authority
Type of material: Journal Article
Publisher: ASBMB
Journal: Journal of Biological Chemistry
Volume: 280
Issue: 41
Start page: 34420
End page: 34426
Copyright (published version): 2005 The American Society for Biochemistry and Molecular Biology
Keywords: StreptomyceEscherichia coliBacteriophagesCarbonAmphotericin BPolyenes
DOI: 10.1074/jbc.M506689200
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Language: en
Status of Item: Peer reviewed
Appears in Collections:Biomolecular and Biomedical Science Research Collection

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