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Convenient Genetic Encoding of Phenylalanine Derivatives through Their α-Keto Acid Precursors.

ABSTRACT: The activity and function of proteins can be improved by incorporation of non-canonical amino acids (ncAAs). To avoid the tedious synthesis of a large number of chiral phenylalanine derivatives, we synthesized the corresponding phenylpyruvic acid precursors. Escherichia coli strain DH10B and strain C321.ΔA.expΔPBAD were selected as hosts for phenylpyruvic acid bioconversion and genetic code expansion using the MmPylRS/^pyltRNA_CUA system. The concentrations of keto acids, PLP and amino donors were optimized in the process. Eight keto acids that can be biotransformed and their coupled genetic code expansions were identified. Finally, the genetic encoded ncAAs were tested for incorporation into fluorescent proteins with keto acids.

SUBMITTER: Liu L

PROVIDER: S-EPMC8470325 | biostudies-literature | 2021 Sep

REPOSITORIES: biostudies-literature

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Convenient Genetic Encoding of Phenylalanine Derivatives through Their α-Keto Acid Precursors.

Liu Li L Wang Bohao B Li Sheng S Xu Fengyuan F He Qi Q Pan Chun C Gao Xiangdong X Yao Wenbing W Song Xiaoda X

Biomolecules 20210914 9

The activity and function of proteins can be improved by incorporation of non-canonical amino acids (ncAAs). To avoid the tedious synthesis of a large number of chiral phenylalanine derivatives, we synthesized the corresponding phenylpyruvic acid precursors. Escherichia coli strain DH10B and strain C321.ΔA.expΔPBAD were selected as hosts for phenylpyruvic acid bioconversion and genetic code expansion using the MmPylRS/pyltRNACUA system. The concentrations of k ...[more]

PMID: 34572570

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