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A Simple Defined Medium for the Production of True Diketopiperazines in Xylella fastidiosa and Their Identification by Ultra-Fast Liquid Chromatography-Electrospray Ionization Ion Trap Mass Spectrometry

Diketopiperazines can be generated by non-enzymatic cyclization of linear dipeptides at extreme temperature or pH, and the complex medium used to culture bacteria and fungi including phytone peptone and trypticase peptone, can also produce cyclic peptides by heat sterilization. As a result, it is no...

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Autores principales: da Silva, Michelli Massaroli, Andrade, Moacir dos Santos, Bauermeister, Anelize, Merfa, Marcus Vinícius, Forim, Moacir Rossi, Fernandes, João Batista, Vieira, Paulo Cezar, da Silva, Maria Fátima das Graças Fernandes, Lopes, Norberto Peporine, Machado, Marcos Antônio, de Souza, Alessandra Alves
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2017
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6152636/
https://www.ncbi.nlm.nih.gov/pubmed/28608830
http://dx.doi.org/10.3390/molecules22060985
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author da Silva, Michelli Massaroli
Andrade, Moacir dos Santos
Bauermeister, Anelize
Merfa, Marcus Vinícius
Forim, Moacir Rossi
Fernandes, João Batista
Vieira, Paulo Cezar
da Silva, Maria Fátima das Graças Fernandes
Lopes, Norberto Peporine
Machado, Marcos Antônio
de Souza, Alessandra Alves
author_facet da Silva, Michelli Massaroli
Andrade, Moacir dos Santos
Bauermeister, Anelize
Merfa, Marcus Vinícius
Forim, Moacir Rossi
Fernandes, João Batista
Vieira, Paulo Cezar
da Silva, Maria Fátima das Graças Fernandes
Lopes, Norberto Peporine
Machado, Marcos Antônio
de Souza, Alessandra Alves
author_sort da Silva, Michelli Massaroli
collection PubMed
description Diketopiperazines can be generated by non-enzymatic cyclization of linear dipeptides at extreme temperature or pH, and the complex medium used to culture bacteria and fungi including phytone peptone and trypticase peptone, can also produce cyclic peptides by heat sterilization. As a result, it is not always clear if many diketopiperazines reported in the literature are artifacts formed by the different complex media used in microorganism growth. An ideal method for analysis of these compounds should identify whether they are either synthesized de novo from the products of primary metabolism and deliver true diketopiperazines. A simple defined medium (X. fastidiosa medium or XFM) containing a single carbon source and no preformed amino acids has emerged as a method with a particularly high potential for the grown of X. fastidiosa and to produce genuine natural products. In this work, we identified a range of diketopiperazines from X. fastidiosa 9a5c growth in XFM, using Ultra-Fast Liquid Chromatography coupled with mass spectrometry. Diketopiperazines are reported for the first time from X. fastidiosa, which is responsible for citrus variegated chlorosis. We also report here fatty acids from X. fastidiosa, which were not biologically active as diffusible signals, and the role of diketopiperazines in signal transduction still remains unknown.
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spelling pubmed-61526362018-11-13 A Simple Defined Medium for the Production of True Diketopiperazines in Xylella fastidiosa and Their Identification by Ultra-Fast Liquid Chromatography-Electrospray Ionization Ion Trap Mass Spectrometry da Silva, Michelli Massaroli Andrade, Moacir dos Santos Bauermeister, Anelize Merfa, Marcus Vinícius Forim, Moacir Rossi Fernandes, João Batista Vieira, Paulo Cezar da Silva, Maria Fátima das Graças Fernandes Lopes, Norberto Peporine Machado, Marcos Antônio de Souza, Alessandra Alves Molecules Article Diketopiperazines can be generated by non-enzymatic cyclization of linear dipeptides at extreme temperature or pH, and the complex medium used to culture bacteria and fungi including phytone peptone and trypticase peptone, can also produce cyclic peptides by heat sterilization. As a result, it is not always clear if many diketopiperazines reported in the literature are artifacts formed by the different complex media used in microorganism growth. An ideal method for analysis of these compounds should identify whether they are either synthesized de novo from the products of primary metabolism and deliver true diketopiperazines. A simple defined medium (X. fastidiosa medium or XFM) containing a single carbon source and no preformed amino acids has emerged as a method with a particularly high potential for the grown of X. fastidiosa and to produce genuine natural products. In this work, we identified a range of diketopiperazines from X. fastidiosa 9a5c growth in XFM, using Ultra-Fast Liquid Chromatography coupled with mass spectrometry. Diketopiperazines are reported for the first time from X. fastidiosa, which is responsible for citrus variegated chlorosis. We also report here fatty acids from X. fastidiosa, which were not biologically active as diffusible signals, and the role of diketopiperazines in signal transduction still remains unknown. MDPI 2017-06-13 /pmc/articles/PMC6152636/ /pubmed/28608830 http://dx.doi.org/10.3390/molecules22060985 Text en © 2017 by the authors. 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 (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
da Silva, Michelli Massaroli
Andrade, Moacir dos Santos
Bauermeister, Anelize
Merfa, Marcus Vinícius
Forim, Moacir Rossi
Fernandes, João Batista
Vieira, Paulo Cezar
da Silva, Maria Fátima das Graças Fernandes
Lopes, Norberto Peporine
Machado, Marcos Antônio
de Souza, Alessandra Alves
A Simple Defined Medium for the Production of True Diketopiperazines in Xylella fastidiosa and Their Identification by Ultra-Fast Liquid Chromatography-Electrospray Ionization Ion Trap Mass Spectrometry
title A Simple Defined Medium for the Production of True Diketopiperazines in Xylella fastidiosa and Their Identification by Ultra-Fast Liquid Chromatography-Electrospray Ionization Ion Trap Mass Spectrometry
title_full A Simple Defined Medium for the Production of True Diketopiperazines in Xylella fastidiosa and Their Identification by Ultra-Fast Liquid Chromatography-Electrospray Ionization Ion Trap Mass Spectrometry
title_fullStr A Simple Defined Medium for the Production of True Diketopiperazines in Xylella fastidiosa and Their Identification by Ultra-Fast Liquid Chromatography-Electrospray Ionization Ion Trap Mass Spectrometry
title_full_unstemmed A Simple Defined Medium for the Production of True Diketopiperazines in Xylella fastidiosa and Their Identification by Ultra-Fast Liquid Chromatography-Electrospray Ionization Ion Trap Mass Spectrometry
title_short A Simple Defined Medium for the Production of True Diketopiperazines in Xylella fastidiosa and Their Identification by Ultra-Fast Liquid Chromatography-Electrospray Ionization Ion Trap Mass Spectrometry
title_sort simple defined medium for the production of true diketopiperazines in xylella fastidiosa and their identification by ultra-fast liquid chromatography-electrospray ionization ion trap mass spectrometry
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6152636/
https://www.ncbi.nlm.nih.gov/pubmed/28608830
http://dx.doi.org/10.3390/molecules22060985
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