The Siderophore Transporter Sit1 Determines Susceptibility to the Antifungal VL-2397

Antimicrob Agents Chemother. 2019 Sep 23;63(10):e00807-19. doi: 10.1128/AAC.00807-19. Print 2019 Oct.

Abstract

VL-2397 (previously termed ASP2397) is an antifungal, aluminum-chelating cyclic hexapeptide with a structure analogous to that of ferrichrome-type siderophores, whereby replacement of aluminum by iron was shown to decrease the antifungal activity of this compound. Here, we found that inactivation of an importer for ferrichrome-type siderophores, termed Sit1, renders Aspergillus fumigatus resistant to VL-2397. Moreover, expression of the endogenous sit1 gene under the control of a xylose-inducible promoter (to uncouple sit1 expression from iron repression) combined with C-terminal tagging with a fluorescent protein demonstrated localization of Sit1 in the plasma membrane and xylose-dependent VL-2397 susceptibility. This underlines that Sit1-mediated uptake is essential for VL-2397 susceptibility. Under xylose-induced sit1 expression, VL-2397 also retained antifungal activity after replacing aluminum with iron, which demonstrates that VL-2397 bears antifungal activity independent of cellular aluminum importation. Analysis of sit1 expression indicated that the reduced antifungal activity of the iron-chelated VL-2397 is caused by downregulation of sit1 expression by the imported iron. Furthermore, we demonstrate that defects in iron homeostatic mechanisms modulate the activity of VL-2397. In contrast to A. fumigatus and Candida glabrata, Saccharomyces cerevisiae displays intrinsic resistance to VL-2397 antifungal activity. However, expression of sit1 from A. fumigatus, or its homologue from C. glabrata, resulted in susceptibility to VL-2397, which suggests that the intrinsic resistance of S. cerevisiae is based on lack of uptake and that A. fumigatus, C. glabrata, and S. cerevisiae share an intracellular target for VL-2397.

Keywords: Aspergillus fumigatus; Saccharomyces cerevisiae; Sit1; antifungal drug; iron; siderophores.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antifungal Agents / pharmacology
  • Aspergillus fumigatus / drug effects*
  • Aspergillus fumigatus / metabolism*
  • Biological Transport / drug effects
  • Candida glabrata / drug effects
  • Candida glabrata / metabolism
  • Coordination Complexes / pharmacology*
  • Ferric Compounds / pharmacology
  • Ferrichrome / metabolism
  • Fungal Proteins / metabolism*
  • Iron / metabolism
  • Iron Chelating Agents / pharmacology
  • Membrane Transport Proteins / metabolism*
  • Peptides, Cyclic / pharmacology*
  • Saccharomyces cerevisiae / drug effects
  • Saccharomyces cerevisiae / metabolism
  • Siderophores / metabolism*

Substances

  • Antifungal Agents
  • Coordination Complexes
  • Ferric Compounds
  • Fungal Proteins
  • Iron Chelating Agents
  • Membrane Transport Proteins
  • Peptides, Cyclic
  • Siderophores
  • Ferrichrome
  • Iron
  • VL-2397