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  5. Biosynthesis of amphotericin derivatives lacking exocyclic carboxyl groups
 
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Biosynthesis of amphotericin derivatives lacking exocyclic carboxyl groups

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Alternative Title
Biosynthesis of less toxic amphotericins
Author(s)
Carmody, Maria 
Murphy, Barry 
Byrne, Barry 
Power, Patrick 
Rai, Dilip K. 
Rawlings, Bernard 
Caffrey, Patrick 
Uri
http://hdl.handle.net/10197/10038
Date Issued
03 August 2005
Date Available
18T09:23:31Z April 2019
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.
Sponsorship
Higher Education Authority
Other Sponsorship
European Union
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
  • Streptomyce

  • Escherichia coli

  • Bacteriophages

  • Carbon

  • Amphotericin B

  • Polyenes

DOI
10.1074/jbc.M506689200
Web versions
http://www.jbc.org/content/280/41/34420.full
Language
English
Status of Item
Peer reviewed
ISSN
0021-9258
This item is made available under a Creative Commons License
https://creativecommons.org/licenses/by-nc-nd/3.0/ie/
Owning collection
Biomolecular and Biomedical Science Research Collection
Scopus© citations
96
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Mar 27, 2023
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