Trifunctional norrisolide probes for the study of Golgi vesiculation.
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.
Guizzunti
Gianni
G
Department of Chemistry and Biochemistry, University of California, San Diego, 9500 Gilman Drive, La Jolla, CA 92093-0358, USA.
Brady
Thomas P
TP
Malhotra
Vivek
V
Theodorakis
Emmanuel A
EA
D000818:Animals; D001710:Biotin; D003432:Cross-Linking Reagents; D004224:Diterpenes / Q000302:isolation & purification; D006056:Golgi Apparatus / Q000502:physiology*; D015151:Immunoblotting; D007202:Indicators and Reagents; D007455:Iodine; D007668:Kidney / Q000166:cytology / Q000378:metabolism; D008856:Microscopy, Fluorescence; D011506:Proteins / Q000302:isolation & purification; D051381:Rats; D013056:Spectrophotometry, Ultraviolet
D003432:Cross-Linking Reagents; D004224:Diterpenes; D007202:Indicators and Reagents; D011506:Proteins; C485194:norrisolide; D001710:Biotin; D007455:Iodine