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Laser Electrospray Mass Spectrometry: Mechanistic Insights and Classification of Inorganic-Based Explosives and Tissue Phenotypes Using Multivariate StatisticsFlanigan IV, Paul M. January 2014 (has links)
This dissertation elucidates a greater understanding of the vaporization and electrospray post-ionization mechanisms when using femtosecond laser pulses for desorption of surface molecules and electrospray ionization for capture and mass analysis of the gas phase ions. The internal energy deposition from nonresonant vaporization with femtosecond laser pulses was measured using dried and liquid samples of p-substituted benzylpyridinium ions and peptides. In the comparison of the experiments of using 800 nm and 1042 nm laser pulses, it was found that there are different vaporization mechanisms for dried and liquid samples. It was established that LEMS is a "soft" mass analysis technique as it resulted in comparable internal energy distributions to ESI-MS with one caveat; multiphoton excitation of dried samples results in extensive fragmentation at higher pulse energies. The quantitative aspects of the laser electrospray mass spectrometry (LEMS) technique were established using various multicomponent mixtures of small biomolecules. Experiments with LEMS resulted in similar quantitative characteristics to ESI-MS except that ESI-MS demonstrated a greater degree of ion suppression when using higher concentrations, particularly in the four-component mixture. The lack of ion suppression in the LEMS measurements was due to the ~1% neutral capture efficiency and most likely not a result of nonequilibrium partitioning. This was supported by the excess charge limit not being surpassed in the LEMS experiments and the quantitative analysis requiring the use of response factors. This dissertation also expanded upon the use of multivariate analysis for the classification of samples that were directly mass analyzed without any sample preparation using LEMS. A novel electrospray complexation mixture using cationic pairing agents, a lipid, and sodium acetate enabled the simultaneous detection of positive, neutral and negative charged features of inorganic-based explosive residues in a single experiment. This complexation mixture also enabled the detection of new features from an RDX-based propellant mixture. Principal component analysis (PCA) proved reliable for accurate classifications of the explosive mixtures. PCA was also used for accurate classification of eight phenotypes of Impatiens plant flower petals after mass analysis with LEMS. The PCA loading values were used to identify the key biomarkers in the classification. These important mass spectral features were identified as the biologically-relevant anthocyanins, which are phytochemicals that are responsible for the color of the flower petals. / Chemistry
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Novas propostas para o estudo de mecanismos de reações orgânicas por espectrometria de massas / New approaches for reaction mechanism monitoring by mass spetrometrySantos, Vanessa Gonçalves dos, 1983- 18 August 2018 (has links)
Orientador: Marcos Nogueira Eberlin / Dissertação (mestrado) - Universidade Estadual de Campinas, Instituto de Química / Made available in DSpace on 2018-08-18T08:57:37Z (GMT). No. of bitstreams: 1
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Previous issue date: 2011 / Resumo: Um estudo de mecanismo de reação, seja ele por espectrometria de massas ou por outras técnicas, deve garantir que as propostas estejam o mais próximo possível do mecanismo da reação estudada. Para isso o estudo deve reproduzir as condições experimentais para esta reação com a mínima interferência, deste modo, o uso de aditivos (sejam eles ácidos ou básicos) para protonar ou desprotonar os intermediários de reação podem perturbar o caminho reacional ou mesmo o equilíbrio da reação em estudo. Além disso, o favorecimento de uma espécie em relação as demais, de acordo com a afinidade por prótons, pode dificultar a detecção de alguns dos intermediários de interesse, prejudicando assim a interpretação do mecanismo. Sendo assim, o presente trabalho tem como objetivo propor novas metodologias para o estudo de mecanismos de reações orgânicas por espectrometria de massas, de forma buscar soluções e contornar problemas inerentes da técnica. No presente trabalho, foi avaliado a utilização de reagentes carregados, (não ácidos e não básicos) não sendo necessário, neste caso, o uso de aditivos, uma vez que todos os intermediários irão carregam uma ¿etiqueta¿ de carga que facilita sua detecção por espectrometria de massas. Estes reagentes marcados foram utilizados no estudo do mecanismo da reação multicomponente de Hantzsch. Além disso, uma nova fonte de ionização ambiente foi desenvolvida com o propósito de facilitar estudos online de mecanismos reacionais, a qual se mostrou útil sendo útil não apenas para monitorar o andamento da reação, mas também para um estudo mais detalhado do mecanismo, permitindo a detecção de intermediários transientes presentes no meio reacional que são de extrema importância para a elucidação do mecanismo da reação. Por fim, a nova fonte foi empregada no estudo online da reação multicomponente de Hantzsch de forma a avaliar cineticamente o mecanismo anteriormente estudado por ESI-MS(/MS) / Abstract: A study of reaction mechanisms, either by mass spectrometry or by another technique, should ensure that proposals are similar the possible mechanism of the reaction studied. For this study should accurately reproduce the experimental conditions for this reaction with minimal interference. Thereby, using additives (acids or basics) to protonated or deprotonated the intermediates in solution can disturb the reaction path or even the equilibrium of the reaction studied. Moreover, the encouragement of a species in relation to others, according to the affinity for protons, may hinder the detection of some of the intermediate of interest, thus hampering interpretation of the mechanism. This dissertation aims to propose new methodologies for studying the mechanisms of organic reactions by mass spectrometry, in order to seek solutions and to get over problems inherent in the technique. Thus, a new ionization source was developed aiming to became possible online mechanisms studies, this new source could be useful not only to monitor the progress of the reaction but also for a more detailed study of the mechanism, allowing the transient intermediates detection on solution, which are important to mechanism elucidation. Moreover, this source was applied in the analysis of commercial samples like drugs, alcoholics drinks and crude oil, in order to show its efficacy either to pure samples and complex matrices. Our work proposes also the use of charged tags in order to perform analysis without additives (acids or basics), since all intermediates are charged, making it easy its detection by mass spectrometry. These charged tags are going to be used in the investigation concerning the multicomponent Hantzch reaction / Mestrado / Quimica Organica / Mestre em Química
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Nova estratégia para análise de contaminantes emergentes em águas residuais industriais por espectrometria de massas ambiente (PSI-MS) / A new strategy for analysis of emerging contaminants in industrial residual waters by ambient mass spectrometry (PSI-MS)Rodrigues, Marcella Ferreira 28 February 2018 (has links)
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Previous issue date: 2018-02-28 / Conselho Nacional de Pesquisa e Desenvolvimento Científico e Tecnológico - CNPq / Water is an essential natural resource for life that is compromised by the release of emerging
contaminants, including synthetic hormones. These compounds can be released directly through
industrial effluents and indirectly through domestic sewage. Monitoring emergent contaminants
(ECs) in the aquatic environment has become a priority as they pose risks to human health and the
environment because of their ability to deregulate the endocrine system. Thus, verification
analyzes of the emerging contaminants produced by the pharmaceutical industries are required.
The most common analytical methods for analysis of this class of compounds involve the use of
liquid or gas chromatography coupled to tandem mass spectrometry (MS / MS) with procedures for
the preparation of long samples and long chromatographic runs. In this study, a methodology was
developed for the analysis of emerging contaminants in raw and treated industrial wastewater from
a local industry's hormone production line by an environmental ionization technique known as
Paper Spray Ionization (PSI). Here, we have proposed an analytical approach based on the use of
waxed papers. Analyzes of the synthetic hormones levonorgestrel and algestone acetophenide
occurred by adding the sample to a triangular paper that was moistened with methanol solution
(0.1% formic acid). The paper was fixed at the input of the mass spectrometer through a metal clip
which provided a voltage to the paper. The analytical curves presented a linear correlation
coefficient above 0.99. For the hormone levonorgestrel the intra-day and inter-day precision ranged
from 0.5 to 5.3%, accuracy ranged from -7.0 to 4.2% while recovery ranged from 82.2 to 101.3%.
For the hormone algestone acetophenide the intra-day and inter-day precision ranged from 0.9 to
10.7%, accuracy ranged from -7.7 to 8.9% while recovery ranged from 88.4 to 101.6%. The
levonorgestrel hormone was also analyzed with the classic LC-MS method, showing consistent
results between the two approaches, thus confirming the reliability of the proposed method. / A água é um recurso natural essencial para vida que ultimamente está comprometido pela descarga
de contaminantes emergentes, dentre os quais, hormônios sintéticos. Esses compostos podem ser
lançados diretamente através de efluentes industriais e indiretamente através de esgoto doméstico.
O monitoramento de contaminantes emergentes (ECs) no ambiente aquático tem se tornado uma
prioridade, visto que eles apresentam riscos para a saúde humana e para meio ambiente devido a
sua capacidade de desregular o sistema endócrino. Dessa forma, é necessário análises de
verificação dos contaminantes emergentes produzidos pelas indústrias farmacêuticas. Os métodos
analíticos mais comuns para análises dessa classe de compostos envolvem o uso de cromatografia
líquida ou gasosa, acoplado a espectrometria de massas tandem (MS/MS) com procedimentos de
preparos de amostras demorados e longas corridas cromatográficas. Neste trabalho desenvolveu-se
uma metodologia para análise de contaminantes emergentes em água residual industrial bruta e
tratada de uma linha de produção de hormônios de uma indústria local, por uma técnica de
ionização ambiente conhecida como Paper Spray Ionization (PSI), cuja principal vantagem é o
preparo mínimo de amostra. Neste trabalho, a técnica de PSI com papel contendo barreiras de
parafinas foi empregada para análise de hormônios em águas residuárias. As análises dos
hormônios sintéticos levonorgestrel e algestona acetofenida ocorreram através da adição da
amostra sobre um papel triangular que foi umedecido com solução de metanol (0,1% de ácido
fórmico). O papel foi fixado na entrada do espectrômetro de massas através de um clipe metálico
que forneceu uma voltagem ao papel. As curvas analíticas apresentaram coeficiente de correlação
linear acima de 0,99. Para o hormônio levonorgestrel a precisão intra-dias e inter-dias variou de 0,5
a 5,3%, a exatidão variou de -7,0 a 4,2% enquanto a recuperação variou de 82,2 a 101,3%. Para o
hormônio algestona acetofenida a precisão intra-dias e inter-dias variou de 0,9 a 10,7%, a exatidão
variou de -7,7 a 8,9% enquanto a recuperação variou de 88,4 a 101,6%. O hormônio levonorgestrel
também foi analisado com o método clássico LC-MS, mostrando resultados consistentes entre as
duas abordagens, confirmando assim a confiabilidade do método proposto.
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Ambient ionization mass spectrometry for the forensic screening of pharmaceuticals and the determination of potential drug candidatesNyadong, Leonard 12 November 2009 (has links)
Ambient mass spectrometry (MS) is a new and growing sub-field in MS which has opened new research avenues, particularly for applications relating to the analysis of solid samples. Results on the implementation and application of ambient MS techniques including: desorption electrospray ionization (DESI) and direct analysis in real time (DART) indicated that these techniques could serve as complementary tools for the rapid qualitative screening of pharmaceuticals, allowing up to two orders of magnitude improvement in throughput compared to traditional methods such as liquid chromatography MS. The selectivity of DESI could be enhanced by performing the experiment in the reactive mode. In this mode, complexation reactions between reagents added to the spray solvent and analytes on the sample surface resulted in analyte stabilization, inhibiting fragmentation. They also resulted in a concomitant enhancement in the analyte surface activity, facilitating their evaporation from secondary droplets culminating in an improvement in sensitivity. Also for drug tablets analysis, the analyte signal dependency on DESI geometrical set-up variables could be mitigated following the careful and controlled addition of an isotopically labeled internal standard (IS) to the sample or by spraying samples with a pair of reagents with different affinities for the analyte. Either of these approaches resulted in an analyte-to-IS signal ratio (in the former) or an analyte complex ratio (in the later), which was largely independent of DESI experimental variables allowing quantitative analysis using this technique. DESI MS was also observed to be a very powerful tool for determining the 2-D distribution of various pharmaceutically important compounds on tablet and tissue surfaces. The ability to map the distribution of molecules of interest by DESI MS has very great implications in drug tablet quality control and in determining the role of chemical signals presented on tissue surfaces. DESI was observed to be limited to ionizing molecules of medium to high polarities without much limitation in terms of mass range, whereas DART was better suited for the analysis of molecules within a broader range of polarities, but within a more limited mass range (up to 800 Da approximately). These limitations were circumvented by implementing a novel multimode ambient ion source, desorption electrospray/metastable-induced ionization (DEMI), which combines various aspects of DESI and DART. Initial experiments with the DEMI ion source demonstrated its ability to enable the simultaneous analysis of molecules within a broader range of polarities and masses than DESI and DART alone.
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Development of Ambient Mass Spectrometry for Protein/Peptide Characterization, Solvent-Free Analysis, and Electrochemical Reaction MonitoringLiu, Pengyuan 25 August 2015 (has links)
No description available.
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Espectrometria de massas por probe electrospray ionization (PESI-MS) com polímero molecularmente impresso (MIP) para determinação de ésteres de forbol em folhas de Jatropha curcas / Molecularly imprinted polymer-coated probe electrospray ionization mass spectrometry (MIPCPESI-MS) for determination of phorbol esters in Jatropha curcas leavesSilva, Lidya Cardozo da 20 July 2018 (has links)
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Previous issue date: 2018-07-20 / Coordenação de Aperfeiçoamento de Pessoal de Nível Superior - CAPES / Jatropha curcas L. is a euphorbiaceous oilseed plant considered toxic to humans and animals due to the presence of phorbol esters (PEs). Traditionally, the detection of these toxic compounds has been done in J. curcas seeds and derivates via chromatographic separation methods such as HPLC-UV and HPLC-MS. Although efficient, these techniques are laborious and require high time and solvent consumption, thus it would be interesting the development of new analytical methods to determine these compounds with more practicality. Probe electrospray ionization is frequently used in ambient mass spectrometry allowing analysis with minimum sample preparation. However, for complex samples analysis, this technique presents low sensitivity and ionization suppression. In this study, a molecularly imprinted polymer-coated probe electrospray ionization mass spectrometry (MIPCPESI-MS) method was developed for determination of phorbol esters in methanolic extracts of Jatropha curcas leaves with direct extraction form the ionization source. The synthesized molecularly imprinted polymer (MIP) proved to be adequate for extraction of the PEs in methanolic extracts of J. curcas leaves with better performance as extraction phase in comparison with the non-imprinted polymer (NIP). The MIPCPESI method allowed detection of phorbol 12,13-diacetate (PDA) and other three PEs metabolite ions from Jatropha leaves with minimal sample preparation, and with higher signal intensities compared to analysis with conventional PESI. For the PDA, calibration curve exhibited linearity with R2 > 0.99, LOD and LOQ in µg.mL-1 range, precision and accuracy values, respectively, between 4.06 to 13.49% and -1.60 to -15.26 %. Finally, MIPCPESI was employed for PDA quantification in methanolic extracts of six different J. curcas leaves genotypes resulting in concentrations ranging from 222.19 ± 23.55 to 528.23 ± 19.72 µg.g-1 for toxic samples. / A Jatropha curcas L. é uma oleaginosa euforbiácea considerada tóxica para humanos e animais devido à presença de ésteres de forbol (PEs). Tradicionalmente, a detecção destes compostos tóxicos tem sido feita em tortas e sementes de J. curcas por meio do uso de técnicas de separação cromatográfica como HPLC-UV e HPLC-MS que apesar de eficientes são laboriosas e requerem alto consumo de tempo e solventes. Dessa forma, seria interessante o desenvolvimento de novas técnicas analíticas para determinação desses compostos com maior praticidade. Probe electrosrpay ionization (PESI) é uma das técnicas de ionização utilizadas na espectrometria de massas ambiente que permite análises rápidas com mínimo preparo de amostras. No entanto, para análise de amostras complexas essa técnica apresenta baixa sensibilidade e supressão iônica. Neste estudo, foi desenvolvido um método de análise por espectrometria de massas por Probe electrospray revestido com polímero molecularmente impresso (MIPCPESI-MS) para determinação de ésteres de forbol em extratos metanólicos de folhas de Jatropha curcas com extração direta da fonte de ionização. O polímero molecularmente impresso (MIP) sintetizado mostrou-se adequado para extração de PEs em extratos metanólicos de folhas de J. curcas tendo melhor desempenho como fase extratora quando comparado ao polímero não molecularmente impresso (NIP). O método MIPCPESI-MS possibilitou a detecção do forbol 12,13-diacetato (PDA) e de outros três íons metabólitos presentes nas folhas de J. curcas com mínimo preparo de amostras e com maior intensidade de sinais quando comparado às análises com PESI convencional. Para o PDA, a curva de calibração apresentou linearidade com R2 > 0.99, LOD e LOQ na faixa de µg.mL-1, valores de precisão entre 4.06 e 13.49 % e exatidão entre -1.60 e -15.26 %. Posteriormente, o método MIPCPESI foi empregado na quantificação de PDA em seis extratos metanólicos de diferentes genótipos de folhas de J. curcas resultando em valores concentrações entre 222.19 ± 23.55 a 528.23 ± 19.72 µg.g-1 nas amostras tóxicas.
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Applications and challenges in mass spectrometry-based untargeted metabolomicsJones, Christina Michele 27 May 2016 (has links)
Metabolomics is the methodical scientific study of biochemical processes associated with the metabolome—which comprises the entire collection of metabolites in any biological entity. Metabolome changes occur as a result of modifications in the genome and proteome, and are, therefore, directly related to cellular phenotype. Thus, metabolomic analysis is capable of providing a snapshot of cellular physiology. Untargeted metabolomics is an impartial, all-inclusive approach for detecting as many metabolites as possible without a priori knowledge of their identity. Hence, it is a valuable exploratory tool capable of providing extensive chemical information for discovery and hypothesis-generation regarding biochemical processes. A history of metabolomics and advances in the field corresponding to improved analytical technologies are described in Chapter 1 of this dissertation. Additionally, Chapter 1 introduces the analytical workflows involved in untargeted metabolomics research to provide a foundation for Chapters 2 – 5.
Part I of this dissertation which encompasses Chapters 2 – 3 describes the utilization of mass spectrometry (MS)-based untargeted metabolomic analysis to acquire new insight into cancer detection. There is a knowledge deficit regarding the biochemical processes of the origin and proliferative molecular mechanisms of many types of cancer which has also led to a shortage of sensitive and specific biomarkers. Chapter 2 describes the development of an in vitro diagnostic multivariate index assay (IVDMIA) for prostate cancer (PCa) prediction based on ultra performance liquid chromatography-mass spectrometry (UPLC-MS) metabolic profiling of blood serum samples from 64 PCa patients and 50 healthy individuals. A panel of 40 metabolic spectral features was found to be differential with 92.1% sensitivity, 94.3% specificity, and 93.0% accuracy. The performance of the IVDMIA was higher than the prevalent prostate-specific antigen blood test, thus, highlighting that a combination of multiple discriminant features yields higher predictive power for PCa detection than the univariate analysis of a single marker. Chapter 3 describes two approaches that were taken to investigate metabolic patterns for early detection of ovarian cancer (OC). First, Dicer-Pten double knockout (DKO) mice that phenocopy many of the features of metastatic high-grade serous carcinoma (HGSC) observed in women were studied. Using UPLC-MS, serum samples from 14 early-stage tumor DKO mice and 11 controls were analyzed. Iterative multivariate classification selected 18 metabolites that, when considered as a panel, yielded 100% accuracy, sensitivity, and specificity for early-stage HGSC detection. In the second approach, serum metabolic phenotypes of an early-stage OC pilot patient cohort were characterized. Serum samples were collected from 24 early-stage OC patients and 40 healthy women, and subsequently analyzed using UPLC-MS. Multivariate statistical analysis employing support vector machine learning methods and recursive feature elimination selected a panel of metabolites that differentiated between age-matched samples with 100% cross-validated accuracy, sensitivity, and specificity. This small pilot study demonstrated that metabolic phenotypes may be useful for detecting early-stage OC and, thus, supports conducting larger, more comprehensive studies.
Many challenges exist in the field of untargeted metabolomics.
Part II of this dissertation which encompasses Chapters 4 – 5 focuses on two specific challenges. While metabolomic data may be used to generate hypothesis concerning biological processes, determining causal relationships within metabolic networks with only metabolomic data is impractical. Proteins play major roles in these networks; therefore, pairing metabolomic information with that acquired from proteomics gives a more comprehensive snapshot of perturbations to metabolic pathways. Chapter 4 describes the integration of MS- and NMR-based metabolomics with proteomics analyses to investigate the role of chemically mediated ecological interactions between Karenia brevis and two diatom competitors, Asterionellopsis glacialis and Thalassiosira pseudonana. This integrated systems biology approach showed that K. brevis allelopathy distinctively perturbed the metabolisms of these two competitors. A. glacialis had a more robust metabolic response to K. brevis allelopathy which may be a result of its repeated exposure to K. brevis blooms in the Gulf of Mexico. However, K. brevis allelopathy disrupted energy metabolism and obstructed cellular protection mechanisms including altering cell membrane components, inhibiting osmoregulation, and increasing oxidative stress in T. pseudonana. This work represents the first instance of metabolites and proteins measured simultaneously to understand the effects of allelopathy or in fact any form of competition.
Chromatography is traditionally coupled to MS for untargeted metabolomics studies. While coupling chromatography to MS greatly enhances metabolome analysis due to the orthogonality of the techniques, the lengthy analysis times pose challenges for large metabolomics studies. Consequently, there is still a need for developing higher throughput MS approaches. A rapid metabolic fingerprinting method that utilizes a new transmission mode direct analysis in real time (TM-DART) ambient sampling technique is presented in Chapter 5. The optimization of TM-DART parameters directly affecting metabolite desorption and ionization, such as sample position and ionizing gas desorption temperature, was critical in achieving high sensitivity and detecting a broad mass range of metabolites. In terms of reproducibility, TM-DART compared favorably with traditional probe mode DART analysis, with coefficients of variation as low as 16%. TM-DART MS proved to be a powerful analytical technique for rapid metabolome analysis of human blood sera and was adapted for exhaled breath condensate (EBC) analysis. To determine the feasibility of utilizing TM-DART for metabolomics investigations, TM-DART was interfaced with traveling wave ion mobility spectrometry (TWIMS) time-of-flight (TOF) MS for the analysis of EBC samples from cystic fibrosis patients and healthy controls. TM-DART-TWIMS-TOF MS was able to successfully detect cystic fibrosis in this small sample cohort, thereby, demonstrating it can be employed for probing metabolome changes.
Finally, in Chapter 6, a perspective on the presented work is provided along with goals on which future studies may focus.
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