Trifunctional norrisolide probes for the study of Golgi vesiculation

Bioorg Med Chem Lett. 2007 Jan 15;17(2):320-5. doi: 10.1016/j.bmcl.2006.10.101. Epub 2006 Nov 6.

Abstract

Inspired by the effect of norrisolide on the Golgi complex, we synthesized norrisolide probes that contain: the perhydroindane core of the parent natural product for Golgi localization, a crosslinking unit (aryl azide or epoxide) for covalent binding to the target, and a tag (biotin or iodine) for subsequent target purification. We found that biotin-containing probes 14, 20 and 24 induced inefficient Golgi vesiculation. However, the iodinated probe 25 induced extensive and irreversible Golgi fragmentation. This probe can be used for the isolation of the cellular target of norrisolide.

Publication types

  • Research Support, N.I.H., Extramural

MeSH terms

  • Animals
  • Biotin
  • Cross-Linking Reagents
  • Diterpenes* / isolation & purification
  • Golgi Apparatus / physiology*
  • Immunoblotting
  • Indicators and Reagents
  • Iodine
  • Kidney / cytology
  • Kidney / metabolism
  • Microscopy, Fluorescence
  • Proteins / isolation & purification
  • Rats
  • Spectrophotometry, Ultraviolet

Substances

  • Cross-Linking Reagents
  • Diterpenes
  • Indicators and Reagents
  • Proteins
  • norrisolide
  • Biotin
  • Iodine