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Issue 8, 2015
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Structural aspects of phenylglycines, their biosynthesis and occurrence in peptide natural products

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Abstract

Covering up to February 2015

Phenylglycine-type amino acids occur in a wide variety of peptide natural products, including glycopeptide antibiotics and biologically active linear and cyclic peptides. Sequencing of biosynthesis gene clusters of chloroeremomycin, balhimycin and pristinamycin paved the way for intensive investigations on the biosynthesis of 4-hydroxyphenylglycine (Hpg), 3,5-dihydroxyphenylglycine (Dpg) and phenylglycine (Phg) in recent years. The significance and importance of this type of unusual non-proteinogenic aromatic amino acids also for medicinal chemistry has drawn the attention of many research groups and pharmaceutical companies. Herein structures and properties of phenylglycine containing natural products as well as the biosynthetic origin and incorporation of phenylglycines are discussed.

Graphical abstract: Structural aspects of phenylglycines, their biosynthesis and occurrence in peptide natural products

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Article information


Submitted
25 Feb 2015
First published
05 May 2015

This article is Open Access

Nat. Prod. Rep., 2015,32, 1207-1235
Article type
Review Article

Structural aspects of phenylglycines, their biosynthesis and occurrence in peptide natural products

R. S. Al Toma, C. Brieke, M. J. Cryle and R. D. Süssmuth, Nat. Prod. Rep., 2015, 32, 1207
DOI: 10.1039/C5NP00025D

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