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Cyclofaulknamycin with the Rare Amino Acid D-capreomycidine Isolated from a Well-Characterized Streptomyces albus Strain

Targeted genome mining is an efficient method of biosynthetic gene cluster prioritization within constantly growing genome databases. Using two capreomycidine biosynthesis genes, alpha-ketoglutarate-dependent arginine beta-hydroxylase and pyridoxal-phosphate-dependent aminotransferase, we identified...

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Autores principales: Horbal, Liliya, Stierhof, Marc, Palusczak, Anja, Eckert, Nikolas, Zapp, Josef, Luzhetskyy, Andriy
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8399532/
https://www.ncbi.nlm.nih.gov/pubmed/34442689
http://dx.doi.org/10.3390/microorganisms9081609
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author Horbal, Liliya
Stierhof, Marc
Palusczak, Anja
Eckert, Nikolas
Zapp, Josef
Luzhetskyy, Andriy
author_facet Horbal, Liliya
Stierhof, Marc
Palusczak, Anja
Eckert, Nikolas
Zapp, Josef
Luzhetskyy, Andriy
author_sort Horbal, Liliya
collection PubMed
description Targeted genome mining is an efficient method of biosynthetic gene cluster prioritization within constantly growing genome databases. Using two capreomycidine biosynthesis genes, alpha-ketoglutarate-dependent arginine beta-hydroxylase and pyridoxal-phosphate-dependent aminotransferase, we identified two types of clusters: one type containing both genes involved in the biosynthesis of the abovementioned moiety, and other clusters including only arginine hydroxylase. Detailed analysis of one of the clusters, the flk cluster from Streptomyces albus, led to the identification of a cyclic peptide that contains a rare D-capreomycidine moiety for the first time. The absence of the pyridoxal-phosphate-dependent aminotransferase gene in the flk cluster is compensated by the XNR_1347 gene in the S. albus genome, whose product is responsible for biosynthesis of the abovementioned nonproteinogenic amino acid. Herein, we report the structure of cyclofaulknamycin and the characteristics of its biosynthetic gene cluster, biosynthesis and bioactivity profile.
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spelling pubmed-83995322021-08-29 Cyclofaulknamycin with the Rare Amino Acid D-capreomycidine Isolated from a Well-Characterized Streptomyces albus Strain Horbal, Liliya Stierhof, Marc Palusczak, Anja Eckert, Nikolas Zapp, Josef Luzhetskyy, Andriy Microorganisms Article Targeted genome mining is an efficient method of biosynthetic gene cluster prioritization within constantly growing genome databases. Using two capreomycidine biosynthesis genes, alpha-ketoglutarate-dependent arginine beta-hydroxylase and pyridoxal-phosphate-dependent aminotransferase, we identified two types of clusters: one type containing both genes involved in the biosynthesis of the abovementioned moiety, and other clusters including only arginine hydroxylase. Detailed analysis of one of the clusters, the flk cluster from Streptomyces albus, led to the identification of a cyclic peptide that contains a rare D-capreomycidine moiety for the first time. The absence of the pyridoxal-phosphate-dependent aminotransferase gene in the flk cluster is compensated by the XNR_1347 gene in the S. albus genome, whose product is responsible for biosynthesis of the abovementioned nonproteinogenic amino acid. Herein, we report the structure of cyclofaulknamycin and the characteristics of its biosynthetic gene cluster, biosynthesis and bioactivity profile. MDPI 2021-07-28 /pmc/articles/PMC8399532/ /pubmed/34442689 http://dx.doi.org/10.3390/microorganisms9081609 Text en © 2021 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Horbal, Liliya
Stierhof, Marc
Palusczak, Anja
Eckert, Nikolas
Zapp, Josef
Luzhetskyy, Andriy
Cyclofaulknamycin with the Rare Amino Acid D-capreomycidine Isolated from a Well-Characterized Streptomyces albus Strain
title Cyclofaulknamycin with the Rare Amino Acid D-capreomycidine Isolated from a Well-Characterized Streptomyces albus Strain
title_full Cyclofaulknamycin with the Rare Amino Acid D-capreomycidine Isolated from a Well-Characterized Streptomyces albus Strain
title_fullStr Cyclofaulknamycin with the Rare Amino Acid D-capreomycidine Isolated from a Well-Characterized Streptomyces albus Strain
title_full_unstemmed Cyclofaulknamycin with the Rare Amino Acid D-capreomycidine Isolated from a Well-Characterized Streptomyces albus Strain
title_short Cyclofaulknamycin with the Rare Amino Acid D-capreomycidine Isolated from a Well-Characterized Streptomyces albus Strain
title_sort cyclofaulknamycin with the rare amino acid d-capreomycidine isolated from a well-characterized streptomyces albus strain
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8399532/
https://www.ncbi.nlm.nih.gov/pubmed/34442689
http://dx.doi.org/10.3390/microorganisms9081609
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