Ribosome-Catalyzed Formation of an Abnormal Peptide Analogue

James R. Roesser; Mukund S. Chorghade; Sidney M. Hecht

doi:10.1021/bi00369a003

Ribosome-Catalyzed Formation of an Abnormal Peptide Analogue

James R. Roesser, Mukund S. Chorghade, Sidney M. Hecht

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

49 Scopus citations

Abstract

The peptidyl-tRNA analogue N-(chloroacetyl)phenylalanyl-tRNA^Phe was prepared by chemical aminoacylation and prebound to the P site of Escherichia coli ribosomes in response to poly(uridylic acid). Admixture of phenylalanyl-tRNA^phe to the A site resulted in the formation of two “dipeptides”, one of which was formed by displacement of chloride ion from the peptidyl-tRNA. This constitutes the first example of ribosome-mediated formation of a peptide of altered connectivity and suggests a need for revision of the current model of peptide bond formation. Also suggested by the present finding is the feasibility of utilizing tRNAs to prepare polypeptides of altered connectivity in an in vitro protein biosynthesizing system.

Original language	English (US)
Pages (from-to)	6361-6365
Number of pages	5
Journal	Biochemistry
Volume	25
Issue number	21
DOIs	https://doi.org/10.1021/bi00369a003
State	Published - Oct 1986
Externally published	Yes

ASJC Scopus subject areas

Biochemistry

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10.1021/bi00369a003

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title = "Ribosome-Catalyzed Formation of an Abnormal Peptide Analogue",

abstract = "The peptidyl-tRNA analogue N-(chloroacetyl)phenylalanyl-tRNAPhe was prepared by chemical aminoacylation and prebound to the P site of Escherichia coli ribosomes in response to poly(uridylic acid). Admixture of phenylalanyl-tRNAphe to the A site resulted in the formation of two “dipeptides”, one of which was formed by displacement of chloride ion from the peptidyl-tRNA. This constitutes the first example of ribosome-mediated formation of a peptide of altered connectivity and suggests a need for revision of the current model of peptide bond formation. Also suggested by the present finding is the feasibility of utilizing tRNAs to prepare polypeptides of altered connectivity in an in vitro protein biosynthesizing system.",

author = "Roesser, {James R.} and Chorghade, {Mukund S.} and Hecht, {Sidney M.}",

year = "1986",

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T1 - Ribosome-Catalyzed Formation of an Abnormal Peptide Analogue

AU - Roesser, James R.

AU - Chorghade, Mukund S.

AU - Hecht, Sidney M.

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N2 - The peptidyl-tRNA analogue N-(chloroacetyl)phenylalanyl-tRNAPhe was prepared by chemical aminoacylation and prebound to the P site of Escherichia coli ribosomes in response to poly(uridylic acid). Admixture of phenylalanyl-tRNAphe to the A site resulted in the formation of two “dipeptides”, one of which was formed by displacement of chloride ion from the peptidyl-tRNA. This constitutes the first example of ribosome-mediated formation of a peptide of altered connectivity and suggests a need for revision of the current model of peptide bond formation. Also suggested by the present finding is the feasibility of utilizing tRNAs to prepare polypeptides of altered connectivity in an in vitro protein biosynthesizing system.

AB - The peptidyl-tRNA analogue N-(chloroacetyl)phenylalanyl-tRNAPhe was prepared by chemical aminoacylation and prebound to the P site of Escherichia coli ribosomes in response to poly(uridylic acid). Admixture of phenylalanyl-tRNAphe to the A site resulted in the formation of two “dipeptides”, one of which was formed by displacement of chloride ion from the peptidyl-tRNA. This constitutes the first example of ribosome-mediated formation of a peptide of altered connectivity and suggests a need for revision of the current model of peptide bond formation. Also suggested by the present finding is the feasibility of utilizing tRNAs to prepare polypeptides of altered connectivity in an in vitro protein biosynthesizing system.

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JO - Biochemistry

JF - Biochemistry

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ER -

Ribosome-Catalyzed Formation of an Abnormal Peptide Analogue

Abstract

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