A route to diastereomerically pure phenylglycine thioester peptides: Crucial intermediates for investigating glycopeptide antibiotic biosynthesis

Julien Tailhades; Melanie Schoppet; Anja Greule; Madeleine Peschke; Clara Brieke; Max J. Cryle

doi:10.1039/c7cc09409d

A route to diastereomerically pure phenylglycine thioester peptides: Crucial intermediates for investigating glycopeptide antibiotic biosynthesis

Julien Tailhades, Melanie Schoppet, Anja Greule, Madeleine Peschke, Clara Brieke, Max J. Cryle

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

25 Citations (Scopus)

Abstract

Non-ribosomal peptides contain an array of amino acid building blocks that can present challenges for the synthesis of important intermediates. Here, we report the synthesis of glycopeptide antibiotic (GPA) thioester peptides that retains the crucial stereochemical purity of the terminal phenylglycine residue, which we show is essential for the enzymatic GPA cyclisation cascade.

Original language	English
Pages (from-to)	2146-2149
Number of pages	4
Journal	Chemical Communications
Volume	54
Issue number	17
DOIs	https://doi.org/10.1039/c7cc09409d
Publication status	Published - 9 Feb 2018

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10.1039/c7cc09409d

239341029-oaFinal published version, 1.09 MB

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abstract = "Non-ribosomal peptides contain an array of amino acid building blocks that can present challenges for the synthesis of important intermediates. Here, we report the synthesis of glycopeptide antibiotic (GPA) thioester peptides that retains the crucial stereochemical purity of the terminal phenylglycine residue, which we show is essential for the enzymatic GPA cyclisation cascade.",

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AU - Brieke, Clara

AU - Cryle, Max J.

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A route to diastereomerically pure phenylglycine thioester peptides: Crucial intermediates for investigating glycopeptide antibiotic biosynthesis

Abstract

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ARC Centre of Excellence in Advanced Molecular Imaging

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A route to diastereomerically pure phenylglycine thioester peptides: Crucial intermediates for investigating glycopeptide antibiotic biosynthesis

Abstract

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ARC Centre of Excellence in Advanced Molecular Imaging

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