Enhanced detection of olefins using ambient ionization mass spectrometry: Ag+ adducts of biologically relevant alkenes

Jackson, Ayanna U.; Shum, Thomas; Sokol, Ewa; Dill, Allison L.; Cooks, R. Graham

doi:10.1007/s00216-010-4349-5

Cited by 73 publications

(77 citation statements)

References 49 publications

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“…The use of AgNO 3 allows the detection of lipid via silver adducts, which are easily recognized by the characteristic 1:1 abundance ratio of 107 Ag: 109 Ag, as demonstrated by Jackson et al . 22 . Both solvent systems preserve tissue morphology, allowing for subsequent testing on the same samples.…”

Section: Methodsmentioning

confidence: 99%

Lipid dynamics in zebrafish embryonic development observed by DESI-MS imaging and nanoelectrospray-MS

et al. 2016

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The zebrafish Danio rerio is a model vertebrate organism for understanding biological mechanisms. Recent studies have explored using zebrafish as a model for lipid-related diseases, for in vivo fish bioassays, and for embryonic toxicity experiments. Mass spectrometry (MS) and MS imaging are established tools for lipid profiling and spatial mapping of biomolecules and offer rapid, sensitive, and simple analytical protocols for zebrafish analysis. When ambient ionization techniques are used, ions are generated in native environmental conditions, requiring neither sample preparation nor separation of molecules prior to MS. We used two direct MS techniques to describe the dynamics of the lipid profile during zebrafish embryonic development from 0 to 96 hours post-fertilization and to explore these analytical approaches as molecular diagnostic assays. Desorption electrospray ionization (DESI) MS imaging followed by nanoelectrospray (nESI) MS and tandem MS (MS/MS) were used in positive and negative ion modes, allowing the detection of a large variety of phosphatidylglycerols, phosphatidylcholines, phosphatidylinositols, free fatty acids, triacylglycerols, ubiquinone, squalene, and other lipids, and revealed information on the spatial distributions of lipids within the embryo and on lipid molecular structure. Differences were observed in the relative ion abundances of free fatty acids, triacylglycerols, and ubiquinone - essentially localized to the yolk - across developmental stages, whereas no relevant differences were found in the distribution of complex membrane glycerophospholipids, indicating conserved lipid constitution. Embryos exposed to trichloroethylene for 72 hours exhibited an altered lipid profile, indicating the potential utility of this technique for testing the effects of environmental contaminants.

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Section: Methodsmentioning

confidence: 99%

Lipid dynamics in zebrafish embryonic development observed by DESI-MS imaging and nanoelectrospray-MS

et al. 2016

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“…The most important difference is that THC has psychoactive properties, and CBD does not [31,33,34]. This makes THC a drug of abuse and correct identification of this compound is thus important from a forensic point of view.…”

Section: Separation Of Isomers Employing Cation Adduct Formationmentioning

confidence: 99%

Adduct-ion formation in trapped ion mobility spectrometry as a potential tool for studying molecular structures and conformations

Zietek

Mengerink

Jordens

et al. 2017

Int. J. Ion Mobil. Spec.

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Recent developments in the field of ion mobility spectrometry provide new possibilities to explore and understand gas-phase ion chemistry. In this study, hyphenated trapped ion mobility spectrometry-mass spectrometry (TIMS-MS) was applied to investigate analyte ion mobility as function of adduct ion formation for twelve pharmaceutically relevant molecules, and for tetrahydrocannabinol (THC) and its isomer cannabidiol (CBD). Samples were introduced by direct infusion and ions were generated with positive electrospray ionization (ESI+) observing protonated and sodiated ions. Measurements were performed with and without addition of cesium-, lithium-, silver-and sodium ions to the samples. For the tested compounds, metal adduct ions with the same m/z but with different mobility and collision cross section (CCSs) were observed, indicating different molecular conformations. Formation of analyte dimers was also observed, which could be associated with molecular geometry of the compounds. By optimizing the range and speed of the electric field gradient and ramp, respectively, the separation of THC and CBD was achieved by employing the adduct formation. This study demonstrates that the favorable resolution of TIMS combined with the ability to detect weakly bound counter ions is a valuable means for rapid detection, separation and structural assignment of molecular isomers and analyte conformations.

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“…Silver cation, a strong Lewis acid, has long been known to have a high affinity toward π-orbitals (such as in double bonds and aromatic π-clouds) when used in mass spectrometric techniques such as SIMS [9], MALDI [10,11], ESI [12], and DESI [13]. Silver salt was used in laser desorption/ionization (LDI) by depositing a small layer of AgNO 3 for the analysis of hydrocarbons in oil [14,15].…”

Section: Introductionmentioning

confidence: 99%

Laser Desorption/Ionization Mass Spectrometric Imaging of Endogenous Lipids from Rat Brain Tissue Implanted with Silver Nanoparticles

Muller

Baldwin

Barbacci

et al. 2017

J. Am. Soc. Mass Spectrom.

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Mass spectrometry imaging (MSI) of tissue implanted with silver nanoparticulate (AgNP) matrix generates reproducible imaging of lipids in rodent models of disease and injury. Gas-phase production and acceleration of size-selected 8 nm AgNP is followed by controlled ion beam rastering and soft landing implantation of 500 eV AgNP into tissue. Focused 337 nm laser desorption produces high quality images for most lipid classes in rat brain tissue (in positive mode: galactoceramides, diacylglycerols, ceramides, phosphatidylcholines, cholesteryl ester, and cholesterol, and in negative ion mode: phosphatidylethanolamides, sulfatides, phosphatidylinositol, and sphingomyelins). Image reproducibility in serial sections of brain tissue is achieved within <10% tolerance by selecting argentated instead of alkali cationized ions. The imaging of brain tissues spotted with pure standards was used to demonstrate that Ag cationized ceramide and diacylglycerol ions are from intact, endogenous species. In contrast, almost all Ag cationized fatty acid ions are a result of fragmentations of numerous lipid types having the fatty acid as a subunit. Almost no argentated intact fatty acid ions come from the pure fatty acid standard on tissue. Graphical Abstract ᅟ.

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Enhanced detection of olefins using ambient ionization mass spectrometry: Ag+ adducts of biologically relevant alkenes

Cited by 73 publications

References 49 publications

Lipid dynamics in zebrafish embryonic development observed by DESI-MS imaging and nanoelectrospray-MS

Lipid dynamics in zebrafish embryonic development observed by DESI-MS imaging and nanoelectrospray-MS

Adduct-ion formation in trapped ion mobility spectrometry as a potential tool for studying molecular structures and conformations

Laser Desorption/Ionization Mass Spectrometric Imaging of Endogenous Lipids from Rat Brain Tissue Implanted with Silver Nanoparticles

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