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The biosynthesis of caprazamycins and related liponucleoside antibiotics: new insights

  • Bertolt Gust EMAIL logo , Kornelia Eitel and Xiaoyu Tang
Published/Copyright: January 8, 2013
Biological Chemistry
From the journal Biological Chemistry Volume 394 Issue 2

Abstract

The first step in the membrane cycle of reactions during peptidoglycan biosynthesis is the transfer of phospho-MurNAc-pentapeptide from UDP-MurNAc-pentapeptide to undecaprenyl phosphate, catalyzed by the integral membrane protein MraY translocase. Different MraY inhibitors are known and can be subdivided into classes depending on their structural composition. Caprazamycins belong to the liponucleoside class of antibiotics isolated from Streptomyces sp. MK730-62F2. They possess activity in vitro against Gram-positive bacteria, in particular against the genus Mycobacterium including Mycobacterium intracellulare, Mycobacterium avium and Mycobacterium tuberculosis. Caprazamycins and the structurally related liposidomycins and A-90289 share a unique composition of moieties. Their complex structure is derived from 5′-(β-O-aminoribosyl)-glycyluridine and comprises a unique N,N′-dimethyldiazepanone ring. Recently, the corresponding biosynthetic gene clusters of caprazamycins, liposidomycins and A-90289 have been discovered and will be compared in this review. New information is also emerging regarding the biosynthesis of liponucleoside antibiotics obtained by gene disruption experiments and biochemical investigations.

Keywords: A-90289; biosynthesis; caprazamycins; liponucleoside antibiotics; liposidomycins; MraY translocase inhibitors
Corresponding author: Bertolt Gust, Department of Pharmceutical Biology, Pharmaceutical Institute, Eberhard Karls University Tübingen, Auf der Morgenstelle 8, D-72076 Tübingen, Germany
Received: 2012-8-20
Accepted: 2012-10-17
Published Online: 2013-01-08
Published in Print: 2013-02-01

©2013 by Walter de Gruyter Berlin Boston

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  2. Masthead
  3. Guest Editorial
  4. Highlight: The physiology and dynamics of cellular microcompartments
  5. Highlight: The Physiology and Dynamics of Cellular Microcompartments
  6. Cellular microcompartments constitute general suborganellar functional units in cells
  7. Dynamics of bioenergetic microcompartments
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  9. Plant cell microcompartments: a redox-signaling perspective
  10. Microcompartments in the Drosophila heart and the mammalian brain: general features and common principles
  11. Minireviews
  12. Beyond anemia: hepcidin, monocytes and inflammation
  13. Melanoma resistance to photodynamic therapy: new insights
  14. The biosynthesis of caprazamycins and related liponucleoside antibiotics: new insights
  15. cCMP, cUMP, cTMP, cIMP and cXMP as possible second messengers: Development of a hypothesis based on studies with soluble guanylyl cyclase α1β1
  16. Research Articles/Short Communications
  17. Protein Structure and Function
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  19. Cell Biology and Signaling
  20. Possible role of a septin, SEPT1, in spreading in squamous cell carcinoma DJM-1 cells
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https://doi.org/10.1515/hsz-2012-0274
Keywords for this article
A-90289; biosynthesis; caprazamycins; liponucleoside antibiotics; liposidomycins; MraY translocase inhibitors

Articles in the same Issue

  1. Masthead
  2. Masthead
  3. Guest Editorial
  4. Highlight: The physiology and dynamics of cellular microcompartments
  5. Highlight: The Physiology and Dynamics of Cellular Microcompartments
  6. Cellular microcompartments constitute general suborganellar functional units in cells
  7. Dynamics of bioenergetic microcompartments
  8. Microcompartments within the yeast plasma membrane
  9. Plant cell microcompartments: a redox-signaling perspective
  10. Microcompartments in the Drosophila heart and the mammalian brain: general features and common principles
  11. Minireviews
  12. Beyond anemia: hepcidin, monocytes and inflammation
  13. Melanoma resistance to photodynamic therapy: new insights
  14. The biosynthesis of caprazamycins and related liponucleoside antibiotics: new insights
  15. cCMP, cUMP, cTMP, cIMP and cXMP as possible second messengers: Development of a hypothesis based on studies with soluble guanylyl cyclase α1β1
  16. Research Articles/Short Communications
  17. Protein Structure and Function
  18. Degradation of channelopsin-2 in the absence of retinal and degradation resistance in certain mutants
  19. Cell Biology and Signaling
  20. Possible role of a septin, SEPT1, in spreading in squamous cell carcinoma DJM-1 cells
  21. Proteolysis
  22. ADAMTS: Novel proteases expressed by activated mast cells
  23. The proinflammatory cytokines interleukin-1α and tumor necrosis factor α promote the expression and secretion of proteolytically active cathepsin S from human chondrocytes
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