Adding Amino Acids with Novel Reactivity to the Genetic Code of Saccharomyces Cerevisiae

Using a novel genetic selection, we have identified a series of mutants of the E. coli tyrosyl-tRNA synthetase that selectively charge an amber suppressor tRNA with p-(propargyloxy)phenylalanine and p-azidophenylalanine in yeast. These evolved tRNA−synthetase pairs can be used to site-specifically l...

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Bibliographic Details
Published in:Journal of the American Chemical Society 2003-10, Vol.125 (39), p.11782-11783
Main Authors: Deiters, Alexander, Cropp, T. Ashton, Mukherji, Mridul, Chin, Jason W, Anderson, J. Christopher, Schultz, Peter G
Format: Article
Language:English
Subjects:
Acetylene - analogs & derivatives
Amino Acids - chemistry
Amino Acids - genetics
Amino Acyl-tRNA Synthetases - genetics
Amino Acyl-tRNA Synthetases - metabolism
Azides - chemistry
Biological and medical sciences
Codon, Nonsense - genetics
Escherichia coli
Fundamental and applied biological sciences. Psychology
Genetic code
Humans
Molecular and cellular biology
Molecular genetics
Protein Engineering - methods
RNA, Transfer, Amino Acid-Specific - genetics
Saccharomyces cerevisiae
Saccharomyces cerevisiae - genetics
Superoxide Dismutase - genetics
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Summary:Using a novel genetic selection, we have identified a series of mutants of the E. coli tyrosyl-tRNA synthetase that selectively charge an amber suppressor tRNA with p-(propargyloxy)phenylalanine and p-azidophenylalanine in yeast. These evolved tRNA−synthetase pairs can be used to site-specifically label proteins with functional groups orthogonal to normal biological chemistries. As an example, we have shown that proteins containing these amino acids can be efficiently bioconjugated with small organic molecules by a [3 + 2] cycloaddition reaction that is mild enough for the manipulation of biological samples.
ISSN:0002-7863
1520-5126
DOI:10.1021/ja0370037