Dereplication of Streptomyces sp. AMC 23 polyether ionophore antibiotics by accurate-mass electrospray tandem mass spectrometry.
Autor(a) principal: | |
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Data de Publicação: | 2014 |
Outros Autores: | , , , |
Tipo de documento: | Artigo |
Idioma: | eng |
Título da fonte: | Repositório Institucional da EMBRAPA (Repository Open Access to Scientific Information from EMBRAPA - Alice) |
Texto Completo: | http://www.alice.cnptia.embrapa.br/alice/handle/doc/1003573 |
Resumo: | Abstracts: Actinomycetes, especially those belonging to the genus Streptomyces, are economically important from a biotechnological standpoint: they produce antibiotics, anticancer compounds and a variety of bioactive substances that are potentially applicable in the agrochemical and pharmaceutical industries. This paper combined accurate-mass electrospray tandem mass spectrometry in the full scan and product ion scan modes with compounds library data to identify the major compounds in the crude extract produced by Streptomyces sp. AMC 23; it also investigated how sodiated nonactin ([M + Na]+) fragmented. Most product ions resulted from elimination of 184 mass units due to consecutive McLafferty-type rearrangements. The data allowed identification of four macrotetrolides homologous to nonactin (monactin, isodinactin, isotrinactin/trinactin and tetranactin) as well as three related linear dimer compounds (nonactyl nonactoate, nonactyl homononactoate and homononactyl homononactoate). The major product ions of the sodiated molecules of these compounds also originated from elimination of 184 and 198 mass units. UPLC-MS/MS in the neutral loss scan mode helped to identify these compounds on the basis of the elimination of 184 and 198 mass units. This method aided monitoring of the relative production of these compounds for 32 days and revealed that the biosynthetic process began with increased production of linear dimers as compared with macrotetrolides. These data could facilitate dereplication and identification of these compounds in other microbial crude extracts. |
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Dereplication of Streptomyces sp. AMC 23 polyether ionophore antibiotics by accurate-mass electrospray tandem mass spectrometry.MacrotetrolidesActinomycetesUPLC-MS/MSNonactic acidActinomicetoEspectrometriaStreptomycesActinomycetalesDNA fragmentationExtractsUltra-performance liquid chromatographyTandem mass spectrometryAbstracts: Actinomycetes, especially those belonging to the genus Streptomyces, are economically important from a biotechnological standpoint: they produce antibiotics, anticancer compounds and a variety of bioactive substances that are potentially applicable in the agrochemical and pharmaceutical industries. This paper combined accurate-mass electrospray tandem mass spectrometry in the full scan and product ion scan modes with compounds library data to identify the major compounds in the crude extract produced by Streptomyces sp. AMC 23; it also investigated how sodiated nonactin ([M + Na]+) fragmented. Most product ions resulted from elimination of 184 mass units due to consecutive McLafferty-type rearrangements. The data allowed identification of four macrotetrolides homologous to nonactin (monactin, isodinactin, isotrinactin/trinactin and tetranactin) as well as three related linear dimer compounds (nonactyl nonactoate, nonactyl homononactoate and homononactyl homononactoate). The major product ions of the sodiated molecules of these compounds also originated from elimination of 184 and 198 mass units. UPLC-MS/MS in the neutral loss scan mode helped to identify these compounds on the basis of the elimination of 184 and 198 mass units. This method aided monitoring of the relative production of these compounds for 32 days and revealed that the biosynthetic process began with increased production of linear dimers as compared with macrotetrolides. These data could facilitate dereplication and identification of these compounds in other microbial crude extracts.EDUARDO JOSE CREVELIN, FFCLRP-USP; ANTONIO EDUARDO MILLER CROTTI, FFCLRP-USP; TIAGO DOMINGUES ZUCCHI, FAPESP; ITAMAR SOARES DE MELO, CNPMA; LUIZ ALBERTO BERALDO MORAES, FFCLRP-USP.CREVELIN, E. J.CROTTI, A. E. M.ZUCCHI, T. D.MELO, I. S. deMORAES, L. A. B.2014-12-23T11:11:11Z2014-12-23T11:11:11Z2014-12-2320142014-12-23T11:11:11Zinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleJournal of Mass Spectrometry, Chichester, v. 49, n. 11, p. 1117-1126, 2014.http://www.alice.cnptia.embrapa.br/alice/handle/doc/1003573enginfo:eu-repo/semantics/openAccessreponame:Repositório Institucional da EMBRAPA (Repository Open Access to Scientific Information from EMBRAPA - Alice)instname:Empresa Brasileira de Pesquisa Agropecuária (Embrapa)instacron:EMBRAPA2017-08-16T01:39:23Zoai:www.alice.cnptia.embrapa.br:doc/1003573Repositório InstitucionalPUBhttps://www.alice.cnptia.embrapa.br/oai/requestopendoar:21542017-08-16T01:39:23falseRepositório InstitucionalPUBhttps://www.alice.cnptia.embrapa.br/oai/requestcg-riaa@embrapa.bropendoar:21542017-08-16T01:39:23Repositório Institucional da EMBRAPA (Repository Open Access to Scientific Information from EMBRAPA - Alice) - Empresa Brasileira de Pesquisa Agropecuária (Embrapa)false |
dc.title.none.fl_str_mv |
Dereplication of Streptomyces sp. AMC 23 polyether ionophore antibiotics by accurate-mass electrospray tandem mass spectrometry. |
title |
Dereplication of Streptomyces sp. AMC 23 polyether ionophore antibiotics by accurate-mass electrospray tandem mass spectrometry. |
spellingShingle |
Dereplication of Streptomyces sp. AMC 23 polyether ionophore antibiotics by accurate-mass electrospray tandem mass spectrometry. CREVELIN, E. J. Macrotetrolides Actinomycetes UPLC-MS/MS Nonactic acid Actinomiceto Espectrometria Streptomyces Actinomycetales DNA fragmentation Extracts Ultra-performance liquid chromatography Tandem mass spectrometry |
title_short |
Dereplication of Streptomyces sp. AMC 23 polyether ionophore antibiotics by accurate-mass electrospray tandem mass spectrometry. |
title_full |
Dereplication of Streptomyces sp. AMC 23 polyether ionophore antibiotics by accurate-mass electrospray tandem mass spectrometry. |
title_fullStr |
Dereplication of Streptomyces sp. AMC 23 polyether ionophore antibiotics by accurate-mass electrospray tandem mass spectrometry. |
title_full_unstemmed |
Dereplication of Streptomyces sp. AMC 23 polyether ionophore antibiotics by accurate-mass electrospray tandem mass spectrometry. |
title_sort |
Dereplication of Streptomyces sp. AMC 23 polyether ionophore antibiotics by accurate-mass electrospray tandem mass spectrometry. |
author |
CREVELIN, E. J. |
author_facet |
CREVELIN, E. J. CROTTI, A. E. M. ZUCCHI, T. D. MELO, I. S. de MORAES, L. A. B. |
author_role |
author |
author2 |
CROTTI, A. E. M. ZUCCHI, T. D. MELO, I. S. de MORAES, L. A. B. |
author2_role |
author author author author |
dc.contributor.none.fl_str_mv |
EDUARDO JOSE CREVELIN, FFCLRP-USP; ANTONIO EDUARDO MILLER CROTTI, FFCLRP-USP; TIAGO DOMINGUES ZUCCHI, FAPESP; ITAMAR SOARES DE MELO, CNPMA; LUIZ ALBERTO BERALDO MORAES, FFCLRP-USP. |
dc.contributor.author.fl_str_mv |
CREVELIN, E. J. CROTTI, A. E. M. ZUCCHI, T. D. MELO, I. S. de MORAES, L. A. B. |
dc.subject.por.fl_str_mv |
Macrotetrolides Actinomycetes UPLC-MS/MS Nonactic acid Actinomiceto Espectrometria Streptomyces Actinomycetales DNA fragmentation Extracts Ultra-performance liquid chromatography Tandem mass spectrometry |
topic |
Macrotetrolides Actinomycetes UPLC-MS/MS Nonactic acid Actinomiceto Espectrometria Streptomyces Actinomycetales DNA fragmentation Extracts Ultra-performance liquid chromatography Tandem mass spectrometry |
description |
Abstracts: Actinomycetes, especially those belonging to the genus Streptomyces, are economically important from a biotechnological standpoint: they produce antibiotics, anticancer compounds and a variety of bioactive substances that are potentially applicable in the agrochemical and pharmaceutical industries. This paper combined accurate-mass electrospray tandem mass spectrometry in the full scan and product ion scan modes with compounds library data to identify the major compounds in the crude extract produced by Streptomyces sp. AMC 23; it also investigated how sodiated nonactin ([M + Na]+) fragmented. Most product ions resulted from elimination of 184 mass units due to consecutive McLafferty-type rearrangements. The data allowed identification of four macrotetrolides homologous to nonactin (monactin, isodinactin, isotrinactin/trinactin and tetranactin) as well as three related linear dimer compounds (nonactyl nonactoate, nonactyl homononactoate and homononactyl homononactoate). The major product ions of the sodiated molecules of these compounds also originated from elimination of 184 and 198 mass units. UPLC-MS/MS in the neutral loss scan mode helped to identify these compounds on the basis of the elimination of 184 and 198 mass units. This method aided monitoring of the relative production of these compounds for 32 days and revealed that the biosynthetic process began with increased production of linear dimers as compared with macrotetrolides. These data could facilitate dereplication and identification of these compounds in other microbial crude extracts. |
publishDate |
2014 |
dc.date.none.fl_str_mv |
2014-12-23T11:11:11Z 2014-12-23T11:11:11Z 2014-12-23 2014 2014-12-23T11:11:11Z |
dc.type.driver.fl_str_mv |
info:eu-repo/semantics/publishedVersion info:eu-repo/semantics/article |
format |
article |
status_str |
publishedVersion |
dc.identifier.uri.fl_str_mv |
Journal of Mass Spectrometry, Chichester, v. 49, n. 11, p. 1117-1126, 2014. http://www.alice.cnptia.embrapa.br/alice/handle/doc/1003573 |
identifier_str_mv |
Journal of Mass Spectrometry, Chichester, v. 49, n. 11, p. 1117-1126, 2014. |
url |
http://www.alice.cnptia.embrapa.br/alice/handle/doc/1003573 |
dc.language.iso.fl_str_mv |
eng |
language |
eng |
dc.rights.driver.fl_str_mv |
info:eu-repo/semantics/openAccess |
eu_rights_str_mv |
openAccess |
dc.source.none.fl_str_mv |
reponame:Repositório Institucional da EMBRAPA (Repository Open Access to Scientific Information from EMBRAPA - Alice) instname:Empresa Brasileira de Pesquisa Agropecuária (Embrapa) instacron:EMBRAPA |
instname_str |
Empresa Brasileira de Pesquisa Agropecuária (Embrapa) |
instacron_str |
EMBRAPA |
institution |
EMBRAPA |
reponame_str |
Repositório Institucional da EMBRAPA (Repository Open Access to Scientific Information from EMBRAPA - Alice) |
collection |
Repositório Institucional da EMBRAPA (Repository Open Access to Scientific Information from EMBRAPA - Alice) |
repository.name.fl_str_mv |
Repositório Institucional da EMBRAPA (Repository Open Access to Scientific Information from EMBRAPA - Alice) - Empresa Brasileira de Pesquisa Agropecuária (Embrapa) |
repository.mail.fl_str_mv |
cg-riaa@embrapa.br |
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1794503399100645376 |