Estudo químico de Xanthomonas citri subsp. citri e sua influência no perfil químico de Citrus sinensis
| Ano de defesa: | 2014 |
|---|---|
| Autor(a) principal: | |
| Orientador(a): | |
| Banca de defesa: | |
| Tipo de documento: | Tese |
| Tipo de acesso: | Acesso embargado |
| Idioma: | por |
| Instituição de defesa: |
Universidade Federal de São Carlos
|
| Programa de Pós-Graduação: |
Programa de Pós-Graduação em Química - PPGQ
|
| Departamento: |
Não Informado pela instituição
|
| País: |
BR
|
| Palavras-chave em Português: | |
| Área do conhecimento CNPq: | |
| Link de acesso: | https://repositorio.ufscar.br/handle/20.500.14289/6329 |
Resumo: | Citrus canker, caused by the bacteria Xanthomonas axonopodis pv. citri (Xac), is a disease that causes serious problems to the global citrus industry, especially to orange(Citrus sinensis). In this regard, this thesis describes the development of new methodologies for the diagnosis of citrus canker by volatile biomarkers or macromolecules produced by the C. sinensis-Xac association, as well, performed the chemical study of the wild strain of bacteria Xac searching to isolate and/or identify chemical compounds that may be associated to pathogenicity. The methods for diagnosis of citrus canker involved: dynamic headspace-GC-MS, HS-SPME/GC-MS and MALDI-TOF/MS. The main volatile biomarker identified by dynamic headspace-GC-MS was isoamyl benzoate and by HS-SPME/GC-MS aromatic compounds (benzaldehyde, phenyl methanol, methyl benzoate, 2-phenyl ethanol, benzyl acetate and ethyl benzoate) when N2 was used in the sample preparation, while without N2, benzothiazole and 2-ethylhexyl benzoate were the main biomarkers. The MALDI-TOF/MS technique was effective to differentiate statistically macromolecules produced by the healthy leaves of C. sinensis when in comparation to symptomatic leaves of citrus canker. The chemical study of Xac allowed the isolation or identification of 15 substances, some of them acting as signaling molecules in other bacteria with genomic similarity. Among the substances are: cyclo (Pro-Leu), cyclo (Pro-Val) and two diastereoisomers of cyclo (Pro-Phe), for which the relative configurations were determined, cyclo (Phe-Phe), quinolin-4-carboxaldehyde, fatty acid amides (octadecanamide, cis-9-octadecenamide, cis-13-docosenamide) and cis-11-methyl-2-dodecenoic acid (signaling molecule in X. campestris pv. campestris). According to several studies in literature, some of these compounds are involved in cell communication of some microorganisms or can be phytoxins released by the bacteria into the plant. |
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Niculau, Edenilson dos SantosSilva, Maria Fátima das Graças Fernandes dahttp://lattes.cnpq.br/0457632122660653http://lattes.cnpq.br/60722574381653854283b760-dac4-475d-b43a-3bb0ec3c655a2016-06-02T20:34:59Z2015-01-282016-06-02T20:34:59Z2014-12-17NICULAU, Edenilson dos Santos. Chemical study of Xanthomonas axonopodis pv. citri and its influence on the chemical profile in Citrus sinensis. 2014. 1 f. Tese (Doutorado em Ciências Exatas e da Terra) - Universidade Federal de São Carlos, São Carlos, 2014.https://repositorio.ufscar.br/handle/20.500.14289/6329Citrus canker, caused by the bacteria Xanthomonas axonopodis pv. citri (Xac), is a disease that causes serious problems to the global citrus industry, especially to orange(Citrus sinensis). In this regard, this thesis describes the development of new methodologies for the diagnosis of citrus canker by volatile biomarkers or macromolecules produced by the C. sinensis-Xac association, as well, performed the chemical study of the wild strain of bacteria Xac searching to isolate and/or identify chemical compounds that may be associated to pathogenicity. The methods for diagnosis of citrus canker involved: dynamic headspace-GC-MS, HS-SPME/GC-MS and MALDI-TOF/MS. The main volatile biomarker identified by dynamic headspace-GC-MS was isoamyl benzoate and by HS-SPME/GC-MS aromatic compounds (benzaldehyde, phenyl methanol, methyl benzoate, 2-phenyl ethanol, benzyl acetate and ethyl benzoate) when N2 was used in the sample preparation, while without N2, benzothiazole and 2-ethylhexyl benzoate were the main biomarkers. The MALDI-TOF/MS technique was effective to differentiate statistically macromolecules produced by the healthy leaves of C. sinensis when in comparation to symptomatic leaves of citrus canker. The chemical study of Xac allowed the isolation or identification of 15 substances, some of them acting as signaling molecules in other bacteria with genomic similarity. Among the substances are: cyclo (Pro-Leu), cyclo (Pro-Val) and two diastereoisomers of cyclo (Pro-Phe), for which the relative configurations were determined, cyclo (Phe-Phe), quinolin-4-carboxaldehyde, fatty acid amides (octadecanamide, cis-9-octadecenamide, cis-13-docosenamide) and cis-11-methyl-2-dodecenoic acid (signaling molecule in X. campestris pv. campestris). According to several studies in literature, some of these compounds are involved in cell communication of some microorganisms or can be phytoxins released by the bacteria into the plant.O cancro cítrico, causado pela bactéria Xanthomonas axonopodis pv. citri (Xac), é uma doença que provoca sérios problemas à citricultura mundial, principalmente à cultura da laranjeira, Citrus sinensis. Neste sentido, esta tese descreveu o desenvolvimento de novas metodologias para a diagnose do cancro cítrico por meio de biomarcadores voláteis ou macromoléculas produzidas por associação C. sinensis-Xac, bem como, realizou o estudo químico da linhagem selvagem da bactéria Xac buscando isolar e/ou identificar compostos químicos que de algum modo podem estar associados ao mecanismo de patogenicidade. As metodologias para diagnóstico do cancro cítrico envolveram: headspace dinâmico-GC-MS, HS-SPME/GC-MS e MALDI-TOF/MS. O principal biomarcador volátil identificado por headspace dinâmico-GC-MS foi o benzoato de isoamila e por HS-SPME/GC-MS foram identificados uma série de compostos aromáticos (benzaldeído, fenilmetanol, benzoato de metila, 2-feniletanol, acetato de benzila e benzoato de etila), quando utilizado N2 no preparo de amostra, enquanto que sem N2, benzotiazol e benzoato de 2-etilexila foram os principais biomarcadores identificados. A técnica MALDI-TOF/MS foi eficiente para diferenciar estatisticamente macromoléculas produzidas por folhas de C. sinensis sadias de folhas sintomáticas com cancro cítrico tanto de plantas em que o processo de infecção ocorreu artificialmente quanto naturalmente. O estudo químico de Xac levou ao isolamento e/ou identificação de 15 substâncias, algumas delas sinalizadoras em outras bactérias com similaridade genômica. Entre estas substâncias destacam-se: ciclo (Pro-Leu), ciclo (Pro-Val), dois diastereoisômeros de ciclo (Pro-Phe), às quais as configurações relativas foram determinadas, ciclo (Phe-Phe), quinolina-4-carboxaldeído, amidas de ácidos graxos (octadecanamida, cis-9-octadecenamida, cis-13-docosenamida) e o ácido 11-metil-cis-2-dodecenóico (sinalizador em X. campestris pv. campestris). De acordo com vários estudos existentes na literatura, alguns desses compostos são envolvidos na comunicação celular de diferentes micro-organismos ou podem ser fitotoxinas lançadas pela bactéria na planta.Universidade Federal de Minas Geraisapplication/pdfporUniversidade Federal de São CarlosPrograma de Pós-Graduação em Química - PPGQUFSCarBRQuímica orgânicaCancro cítricoEstudo químico in vitro e in vivoBiomarcadores voláteisMacromoléculasCIENCIAS EXATAS E DA TERRA::QUIMICAEstudo químico de Xanthomonas citri subsp. citri e sua influência no perfil químico de Citrus sinensisChemical study of Xanthomonas axonopodis pv. citri and its influence on the chemical profile in Citrus sinensisinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/doctoralThesis-1-124b0ac94-885a-4e7b-b93a-7cad21b9592einfo:eu-repo/semantics/embargoedAccessreponame:Repositório Institucional da UFSCARinstname:Universidade Federal de São Carlos (UFSCAR)instacron:UFSCARORIGINALTeseESN.pdfTeseESN.pdfapplication/pdf8202376https://repositorio.ufscar.br/bitstreams/6c152a79-b4b9-40f4-a510-160c7da65178/download7b49647f65fd758f827a304f33c3dcabMD51trueAnonymousREADTEXTTeseESN.pdf.txtTeseESN.pdf.txtExtracted texttext/plain325625https://repositorio.ufscar.br/bitstreams/5fc7d4c4-ece9-42cf-9da7-1aa99b5c9e7b/download2b344c2961a6df26113c756655563e9fMD54falseAnonymousREADTHUMBNAILTeseESN.pdf.jpgTeseESN.pdf.jpgIM Thumbnailimage/jpeg7200https://repositorio.ufscar.br/bitstreams/e14d9b26-f3b5-4b06-af3f-23b59c79e3b4/download9225dee27b5d4d30724e41751f3f3bc1MD55falseAnonymousREAD20.500.14289/63292025-02-05 15:33:48.075open.accessoai:repositorio.ufscar.br:20.500.14289/6329https://repositorio.ufscar.brRepositório InstitucionalPUBhttps://repositorio.ufscar.br/oai/requestrepositorio.sibi@ufscar.bropendoar:43222025-02-05T18:33:48Repositório Institucional da UFSCAR - Universidade Federal de São Carlos (UFSCAR)false |
| dc.title.por.fl_str_mv |
Estudo químico de Xanthomonas citri subsp. citri e sua influência no perfil químico de Citrus sinensis |
| dc.title.alternative.eng.fl_str_mv |
Chemical study of Xanthomonas axonopodis pv. citri and its influence on the chemical profile in Citrus sinensis |
| title |
Estudo químico de Xanthomonas citri subsp. citri e sua influência no perfil químico de Citrus sinensis |
| spellingShingle |
Estudo químico de Xanthomonas citri subsp. citri e sua influência no perfil químico de Citrus sinensis Niculau, Edenilson dos Santos Química orgânica Cancro cítrico Estudo químico in vitro e in vivo Biomarcadores voláteis Macromoléculas CIENCIAS EXATAS E DA TERRA::QUIMICA |
| title_short |
Estudo químico de Xanthomonas citri subsp. citri e sua influência no perfil químico de Citrus sinensis |
| title_full |
Estudo químico de Xanthomonas citri subsp. citri e sua influência no perfil químico de Citrus sinensis |
| title_fullStr |
Estudo químico de Xanthomonas citri subsp. citri e sua influência no perfil químico de Citrus sinensis |
| title_full_unstemmed |
Estudo químico de Xanthomonas citri subsp. citri e sua influência no perfil químico de Citrus sinensis |
| title_sort |
Estudo químico de Xanthomonas citri subsp. citri e sua influência no perfil químico de Citrus sinensis |
| author |
Niculau, Edenilson dos Santos |
| author_facet |
Niculau, Edenilson dos Santos |
| author_role |
author |
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http://lattes.cnpq.br/6072257438165385 |
| dc.contributor.author.fl_str_mv |
Niculau, Edenilson dos Santos |
| dc.contributor.advisor1.fl_str_mv |
Silva, Maria Fátima das Graças Fernandes da |
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http://lattes.cnpq.br/0457632122660653 |
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4283b760-dac4-475d-b43a-3bb0ec3c655a |
| contributor_str_mv |
Silva, Maria Fátima das Graças Fernandes da |
| dc.subject.por.fl_str_mv |
Química orgânica Cancro cítrico Estudo químico in vitro e in vivo Biomarcadores voláteis Macromoléculas |
| topic |
Química orgânica Cancro cítrico Estudo químico in vitro e in vivo Biomarcadores voláteis Macromoléculas CIENCIAS EXATAS E DA TERRA::QUIMICA |
| dc.subject.cnpq.fl_str_mv |
CIENCIAS EXATAS E DA TERRA::QUIMICA |
| description |
Citrus canker, caused by the bacteria Xanthomonas axonopodis pv. citri (Xac), is a disease that causes serious problems to the global citrus industry, especially to orange(Citrus sinensis). In this regard, this thesis describes the development of new methodologies for the diagnosis of citrus canker by volatile biomarkers or macromolecules produced by the C. sinensis-Xac association, as well, performed the chemical study of the wild strain of bacteria Xac searching to isolate and/or identify chemical compounds that may be associated to pathogenicity. The methods for diagnosis of citrus canker involved: dynamic headspace-GC-MS, HS-SPME/GC-MS and MALDI-TOF/MS. The main volatile biomarker identified by dynamic headspace-GC-MS was isoamyl benzoate and by HS-SPME/GC-MS aromatic compounds (benzaldehyde, phenyl methanol, methyl benzoate, 2-phenyl ethanol, benzyl acetate and ethyl benzoate) when N2 was used in the sample preparation, while without N2, benzothiazole and 2-ethylhexyl benzoate were the main biomarkers. The MALDI-TOF/MS technique was effective to differentiate statistically macromolecules produced by the healthy leaves of C. sinensis when in comparation to symptomatic leaves of citrus canker. The chemical study of Xac allowed the isolation or identification of 15 substances, some of them acting as signaling molecules in other bacteria with genomic similarity. Among the substances are: cyclo (Pro-Leu), cyclo (Pro-Val) and two diastereoisomers of cyclo (Pro-Phe), for which the relative configurations were determined, cyclo (Phe-Phe), quinolin-4-carboxaldehyde, fatty acid amides (octadecanamide, cis-9-octadecenamide, cis-13-docosenamide) and cis-11-methyl-2-dodecenoic acid (signaling molecule in X. campestris pv. campestris). According to several studies in literature, some of these compounds are involved in cell communication of some microorganisms or can be phytoxins released by the bacteria into the plant. |
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2014 |
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2014-12-17 |
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2015-01-28 2016-06-02T20:34:59Z |
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2016-06-02T20:34:59Z |
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NICULAU, Edenilson dos Santos. Chemical study of Xanthomonas axonopodis pv. citri and its influence on the chemical profile in Citrus sinensis. 2014. 1 f. Tese (Doutorado em Ciências Exatas e da Terra) - Universidade Federal de São Carlos, São Carlos, 2014. |
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https://repositorio.ufscar.br/handle/20.500.14289/6329 |
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NICULAU, Edenilson dos Santos. Chemical study of Xanthomonas axonopodis pv. citri and its influence on the chemical profile in Citrus sinensis. 2014. 1 f. Tese (Doutorado em Ciências Exatas e da Terra) - Universidade Federal de São Carlos, São Carlos, 2014. |
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