Translation of Diverse Aramid- And 1,3-Dicarbonyl-peptides by Wild Type Ribosomes in Vitro

Omer Ad; Kyle S. Hoffman; Andrew G. Cairns; Aaron L. Featherston; Scott J. Miller; Dieter Söll; Alanna Schepartz

doi:10.1021/acscentsci.9b00460

Translation of Diverse Aramid- And 1,3-Dicarbonyl-peptides by Wild Type Ribosomes in Vitro

Omer Ad, Kyle S. Hoffman, Andrew G. Cairns, Aaron L. Featherston, Scott J. Miller (Lead / Corresponding author), Dieter Söll (Lead / Corresponding author), Alanna Schepartz (Lead / Corresponding author)

Drug Discovery Unit

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Abstract

Here, we report that wild type Escherichia coli ribosomes accept and elongate precharged initiator tRNAs acylated with multiple benzoic acids, including aramid precursors, as well as malonyl (1,3-dicarbonyl) substrates to generate a diverse set of aramid-peptide and polyketide-peptide hybrid molecules. This work expands the scope of ribozyme- and ribosome-catalyzed chemical transformations, provides a starting point for in vivo translation engineering efforts, and offers an alternative strategy for the biosynthesis of polyketide-peptide natural products.

Original language	English
Pages (from-to)	1289-1294
Number of pages	6
Journal	ACS Central Science
Volume	5
Issue number	7
Early online date	26 Jun 2019
DOIs	https://doi.org/10.1021/acscentsci.9b00460
Publication status	Published - 24 Jul 2019

ASJC Scopus subject areas

General Chemistry
General Chemical Engineering

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AU - Ad, Omer

AU - Hoffman, Kyle S.

AU - Cairns, Andrew G.

AU - Featherston, Aaron L.

AU - Miller, Scott J.

AU - Söll, Dieter

AU - Schepartz, Alanna

PY - 2019/7/24

Y1 - 2019/7/24

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AB - Here, we report that wild type Escherichia coli ribosomes accept and elongate precharged initiator tRNAs acylated with multiple benzoic acids, including aramid precursors, as well as malonyl (1,3-dicarbonyl) substrates to generate a diverse set of aramid-peptide and polyketide-peptide hybrid molecules. This work expands the scope of ribozyme- and ribosome-catalyzed chemical transformations, provides a starting point for in vivo translation engineering efforts, and offers an alternative strategy for the biosynthesis of polyketide-peptide natural products.

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JO - ACS Central Science

JF - ACS Central Science

IS - 7

ER -

Translation of Diverse Aramid- And 1,3-Dicarbonyl-peptides by Wild Type Ribosomes in Vitro

Abstract

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