Incorporation of unsaturated isoleucine analogues into proteins in vivo
- Creators
- Michon, Thierry
- Barbot, Francis
- Tirrell, David
Abstract
The translational activity of various unsaturated analogs of L-isoleucine was evaluated using an Escherichia coli strain auxotrophic for isoleucine. It was observed that the alkene [2-amino-3-methyl-4-pentenoic acid (2)] and alkyne [2-amino-3-rnethyl-4-pentynoic acid (3)] derivatives of L-isoleucine can support protein synthesis at levels approximately 50% of that observed in cultures supplemented with isoleucine. However, no incorporation of the αC or βC methylated derivatives could be detected. In order to examine the stereoselectivity of incorporation, the (2S, 3s) and (2S, 3R) diastereomers of 2 and 3 were prepared. The extents of isoleucine substitution in vivo were 80% and 70% for (2S, 3S)-2 and (2S, 3S)-3, respectively, under the conditions examined in this study.
Additional Information
© 2002 Royal Society of Chemistry. The authors thank NATO for its financial support to T. M.'s year-long sabbatical. We are grateful to Kristi Kiick for fruitful discussions.Attached Files
Published - 9781847551672-00063.pdf
Files
Name | Size | Download all |
---|---|---|
md5:586dcf1c0585e927ac8be5bf14639a75
|
715.5 kB | Preview Download |
Additional details
- Eprint ID
- 69354
- Resolver ID
- CaltechAUTHORS:20160801-122125209
- North Atlantic Treaty Organization (NATO)
- Created
-
2016-08-01Created from EPrint's datestamp field
- Updated
-
2021-11-11Created from EPrint's last_modified field
- Series Name
- Special Publication
- Series Volume or Issue Number
- 276