Abstract:
:Cycloheximide (CHX) is one of the most interesting protein synthesis inhibitors. For this reason, fluorescent derivatives of CHX could find useful applications in cell biology. We report the successful synthesis of a set of novel fluorescent derivatives of CHX. The effect of different functional groups on the biological activity of CHX was studied upon their modification through suitable strategies, i.e., acetylation of the hydroxyl group and reductive amination of the ketone group. The first route induced a complete loss of biological activity, while the second approach allowed a retained inhibition of protein synthesis, as demonstrated by in vitro translation assays. Various fluorescent dyes for reductive amination were tested (i.e., ANTS, APTS, and Rhodamine-123), and the success of the syntheses was demonstrated by diverse analytical techniques. Cycloheximide labeling with fluorescent dyes is a promising approach for developing fluorescence reporters for various applications, both in vitro (fluorescence spectroscopy) and in vivo (live imaging).
journal_name
Biochem Biophys Res Communjournal_title
Biochemical and biophysical research communicationsauthors
Paoletti F,Ainger K,Donati I,Scardigli R,Vetere A,Cattaneo A,Campa Cdoi
10.1016/j.bbrc.2010.04.075subject
Has Abstractpub_date
2010-05-28 00:00:00pages
258-64issue
2eissn
0006-291Xissn
1090-2104pii
S0006-291X(10)00744-8journal_volume
396pub_type
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