Novel fluorescent cycloheximide derivatives for the imaging of protein synthesis.

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).

authors

Paoletti F,Ainger K,Donati I,Scardigli R,Vetere A,Cattaneo A,Campa C

doi

10.1016/j.bbrc.2010.04.075

subject

Has Abstract

pub_date

2010-05-28 00:00:00

pages

258-64

issue

2

eissn

0006-291X

issn

1090-2104

pii

S0006-291X(10)00744-8

journal_volume

396

pub_type

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