Elucidating the Distribution of Plant Metabolites from Native Tissues with Laser Desorption Low-Temperature Plasma Mass Spectrometry Imaging

Moreno-Pedraza, Abigail; Rosas-Román, Ignacio; García-Rojas, Nancy Shyrley; Guillén‐Alonso, Héctor; Ovando-Vázquez, Cesaré; Díaz-Ramírez, David; Cuevas-Contreras, Jessica; Vergara, Fredd; Marsch-Martínez, Nayelli; Molina‐Torres, Jorge; Winkler, Robert

doi:10.1021/acs.analchem.8b04406

Cited by 55 publications

(47 citation statements)

References 61 publications

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“…The first dehydrotropane discovered in Datura was 2,3-dehydrotropane (85, Figure 8), which was detected by GC-MS in diploid and tetraploid hairy root cultures derived from D. stramonium [118]. The remaining known alkaloids of this class (86-90) are 6,7-dehydrotropanes, which were found in D. stramonium (87), D. inoxia (88), or both (85,86,89,90) by El Bazaoui and co-workers [64,113] Virtually nothing is known (or even proposed) about the biosynthetic origin these alkaloids, although, like apotropoyl derivatives, it is considered that they could be thermal artifacts formed by dehydration or elimination of hydroxyl or ester groups during GC-MS. In LC-MS studies from our own laboratory, however, we have detected dehydrotropanes in neutral water/methanol extracts of both D. stramonium and D. metel parts, suggesting that some of these alkaloids are formed in planta; De-la-Cruz's (2020) LC-MS observations also support this [75].…”

Section: Dehydrotropanes Nortropanes and Calysteginesmentioning

confidence: 99%

“…Moreno-Pedraza elaborated on this technique by developing a UV laser desorption method that uses a low-temperature, 3D-printed plasma probe for sample ionization (known as laser-desorption-low temperature plasma mass spectrometry), which removes the need for sample matrices or organic solvents entirely. This technique was employed to image the distribution of tropane alkaloids and their fragment ions in cross sections of whole D. stramonium fruits and seeds [ 90 ].…”

Section: Alkaloid Isolation and Purification And Analytical Techniques For Detection Quantification And Identificationmentioning

confidence: 99%

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Alkaloids of the Genus Datura: Review of a Rich Resource for Natural Product Discovery

Cinelli

Jones

2021

Molecules

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The genus Datura (Solanaceae) contains nine species of medicinal plants that have held both curative utility and cultural significance throughout history. This genus’ particular bioactivity results from the enormous diversity of alkaloids it contains, making it a valuable study organism for many disciplines. Although Datura contains mostly tropane alkaloids (such as hyoscyamine and scopolamine), indole, beta-carboline, and pyrrolidine alkaloids have also been identified. The tools available to explore specialized metabolism in plants have undergone remarkable advances over the past couple of decades and provide renewed opportunities for discoveries of new compounds and the genetic basis for their biosynthesis. This review provides a comprehensive overview of studies on the alkaloids of Datura that focuses on three questions: How do we find and identify alkaloids? Where do alkaloids come from? What factors affect their presence and abundance? We also address pitfalls and relevant questions applicable to natural products and metabolomics researchers. With both careful perspectives and new advances in instrumentation, the pace of alkaloid discovery—from not just Datura—has the potential to accelerate dramatically in the near future.

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Section: Dehydrotropanes Nortropanes and Calysteginesmentioning

confidence: 99%

Section: Alkaloid Isolation and Purification And Analytical Techniques For Detection Quantification And Identificationmentioning

confidence: 99%

Alkaloids of the Genus Datura: Review of a Rich Resource for Natural Product Discovery

Cinelli

Jones

2021

Molecules

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“…21) were also performed for the detection of a variety of samples such as pure amino acid molecules and capsaicin in dried chili fruits (Bierstedt & Riedel, 2016). In a recent report, a CW diode laser tuned at 405 nm was coupled to an LTP probe for profiling of alkaloids from cactus sample, jimsonweed fruit and seed, and tobacco seeding with lateral resolutions from 300 to 50 μm (Moreno‐Pedraza et al, 2019). The results suggested LD‐LTP as a high‐throughput method to perform MSI of natural products within 2 hr.…”

Section: Laser Desorption/ablation Coupled To Ambient Ionization In Bioapplicationsmentioning

confidence: 99%

Laser Desorption/Ablation Postionization Mass Spectrometry: Recent Progress in Bioanalytical Applications

Ding

Liu

Shi

2020

Mass Spectrometry Reviews

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Lasers have long been used in the field of mass spectrometric analysis for characterization of condensed matter. However, emission of neutrals upon laser irradiation surpasses the number of ions. Typically, only one in about one million analytes ejected by laser desorption/ablation is ionized, which has fueled the quest for postionization methods enabling ionization of desorbed neutrals to enhance mass spectrometric detection schemes. The development of postionization techniques can be an endeavor that integrates multiple disciplines involving photon energy transfer, electrochemistry, gas discharge, etc. The combination of lasers of different parameters and diverse ion sources has made laser desorption/ablation postionization (LD/API) a growing and lively research community, including two‐step laser mass spectrometry, laser ablation atmospheric pressure photoionization mass spectrometry, and those coupled to ambient mass spectrometry. These hyphenated techniques have shown potentials in bioanalytical applications, with major inroads to be made in simultaneous location and quantification of pharmaceuticals, toxins, and metabolites in complex biomatrixes. This review is intended to provide a timely comprehensive view of the broadening bioanalytical applications of disparate LD/API techniques. We also have attempted to discuss these applications according to the classifications based on the postionization methods and to encapsulate the latest achievements in the field of LD/API by highlighting some of the very best reports in the 21st century. © 2020 John Wiley & Sons Ltd.

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“…The technical limit of single step movements is 12.5 µm. Altogether, the technical specifications of the RepRap motors meet the requirements for developing AIMS applications in our lab, which are mainly the high-throughput screening of food [24,25] and the biological mass spectrometry imaging (MSI) of macroscopic samples [10,23]. The open and modular design enables the adjustment of the Open LabBot to custom needs, such as particular sample dimensions or augmented lateral resolution.…”

Section: Modular Concept Of the Open Labbot And G-code Controlmentioning

confidence: 99%

“…For mass spectrometry imaging (MSI), we used a laser desorption low-temperature plasma ionization (LD-LTP) system developed in our laboratory [23]. The laser energy was controlled with an Arduino Uno board and a custom program, which can be downloaded from https://bitbucket.org/ lababi/open_labbot/ (licensed under GPL, V3), and set to 224 MW/cm 2 .…”

Section: Mass Spectrometry Imaging With Laser Desorption Low-temperatmentioning

confidence: 99%

Open LabBot and RmsiGUI: Community Development Kit for Sampling Automation and Ambient Imaging

Rosas-Román

Ovando-Vázquez

Moreno-Pedraza

et al. 2019

Preprint

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Mass spectrometry research laboratories reported multiple probes for ambient ionization in the last years. Combining them with a mechanical moving stage enables automated sampling and imaging applications. We developed a robotic platform, which is based on RepRap 3D-printer components, and therefore easy to reproduce and to adopt for custom prototypes. The minimal step width of the Open LabBot is 12.5 µm, and the sampling dimensions (x, y, z) are 18 × 15 × 20 cm. Adjustable rails in an aluminium frame construction facilitate the mounting of additional parts such as sensors, probes, or optical components. The Open LabBot uses industry-standard G-code for its control. The simple syntax facilitates the programming of the movement. We developed two programs: 1) LABI-Imaging, for direct control via a USB connection and the synchronization with MS data acquisition. 2) RmsiGUI, which integrates all steps of mass spectrometry imaging: The creation of G-code for robot control, the assembly of imzML files from raw data and the analysis of imzML files. We proved the functionality of the system by the automated sampling and classification of essential oils with a PlasmaChip probe. Further, we performed an ambient ionization mass spectrometry imaging (AIMSI) experiment of a lime slice with laser desorption low-temperature plasma (LD-LTP) ionization, demonstrating the integration of the complete workflow in RmsiGUI. The design of the Open LabBot and the software are released under open licenses to promote their use and adoption in the instrument developers' community.

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Elucidating the Distribution of Plant Metabolites from Native Tissues with Laser Desorption Low-Temperature Plasma Mass Spectrometry Imaging

Cited by 55 publications

References 61 publications

Alkaloids of the Genus Datura: Review of a Rich Resource for Natural Product Discovery

Alkaloids of the Genus Datura: Review of a Rich Resource for Natural Product Discovery

Laser Desorption/Ablation Postionization Mass Spectrometry: Recent Progress in Bioanalytical Applications

Open LabBot and RmsiGUI: Community Development Kit for Sampling Automation and Ambient Imaging

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