Biosynthesis of proteins incorporating a versatile set of phenylalanine analogues

Kent Kirshenbaum; Isaac S. Carrico; David A. Tirrell

doi:10.1002/1439-7633(20020301)3:2/3<235::AID-CBIC235>3.0.CO;2-7

Biosynthesis of proteins incorporating a versatile set of phenylalanine analogues

Kent Kirshenbaum, Isaac S. Carrico, David A. Tirrell

Chemistry

Research output: Contribution to journal › Article › peer-review

Abstract

Unnatural amino acids with useful chemical functionality can replace phenylalanine in bacterial proteins. Coexpression of a promiscuous phenylalanine-tRNA synthetase mutant enables the synthesis of target proteins bearing iodophenyl, cyanophenyl, ethynylphenyl, azidophenyl, and pyridyl groups (see general structures). Proteins incorporating the analogues have a range of potential applications, including Pd-mediated conjugation (R=CCH), photoaffinity labeling (R=N₃), X-ray phasing (R=I), and novel metal coordination (R=pyridyl).

Original language	English (US)
Pages (from-to)	235-237
Number of pages	3
Journal	ChemBioChem
Volume	3
Issue number	2-3
DOIs	https://doi.org/10.1002/1439-7633(20020301)3:2/3<235::AID-CBIC235>3.0.CO;2-7
State	Published - Mar 1 2002

Keywords

Amino acids
Biosynthesis
Mutagenesis
Photoaffinity labeling
Protein modifications

ASJC Scopus subject areas

Biochemistry
Molecular Medicine
Molecular Biology
Organic Chemistry

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10.1002/1439-7633(20020301)3:2/3<235::AID-CBIC235>3.0.CO;2-7

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AU - Carrico, Isaac S.

AU - Tirrell, David A.

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AB - Unnatural amino acids with useful chemical functionality can replace phenylalanine in bacterial proteins. Coexpression of a promiscuous phenylalanine-tRNA synthetase mutant enables the synthesis of target proteins bearing iodophenyl, cyanophenyl, ethynylphenyl, azidophenyl, and pyridyl groups (see general structures). Proteins incorporating the analogues have a range of potential applications, including Pd-mediated conjugation (R=CCH), photoaffinity labeling (R=N3), X-ray phasing (R=I), and novel metal coordination (R=pyridyl).

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KW - Mutagenesis

KW - Photoaffinity labeling

KW - Protein modifications

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Biosynthesis of proteins incorporating a versatile set of phenylalanine analogues

Abstract

Keywords

ASJC Scopus subject areas

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