Dual Inhibition of Mycobacterial Fatty Acid Biosynthesis and Degradation by 2-Alkynoic Acids | Academic Article individual record
abstract

2-Hexadecynoic acid and 2-octadecynoic acid have cidal activity against Mycobacterium smegmatis and Mycobacterium bovis BCG. At subinhibitory concentrations, M. smegmatis rapidly transformed [1-(14)C]-2-hexadecynoic acid into endogenous fatty acids and elongated them into mycolic acids. Toxic concentrations of 2-hexadecynoic acid resulted in accumulation of 3-ketohexadecanoic acid, which blocked fatty acid biosynthesis, and 3-hexadecynoic acid, an inhibitor of fatty acid degradation. The combination of these two metabolites is necessary to achieve the inhibition of M. smegmatis. We conclude that 2- and 3-hexa/octadecynoic acids inhibit mycolic acid biosynthesis, fatty acid biosynthesis, and fatty acid degradation, pathways of significant importance for mycobacteria.

author list (cited authors)
Morbidoni, H. R., Vilchèze, C., Kremer, L., Bittman, R., Sacchettini, J. C., & Jacobs, W. R.
publication date
2006
publisher
Elsevier BV Publisher
published in
keywords
  • Mycobacterium Smegmatis
  • Mycobacterium
  • Mycobacterium Bovis
  • Mycolic Acids
  • Alkynes
  • Fatty Acids
  • Anti-Bacterial Agents
  • Fatty Acids, Unsaturated
  • Models, Chemical
citation count

36