<i>Ambient</i> Eberlin reactions via desorption electrospray ionization mass spectrometry

Sparrapan, Regina; Eberlin, Lívia S.; Haddad, Renato; Cooks, R. Graham; Eberlin, Marcos N.; Augusti, Rodinei

doi:10.1002/jms.1088

Cited by 29 publications

(28 citation statements)

References 25 publications

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“…Subsequent droplet/liquid-thinfilm collisions produce secondary microdroplets containing both the reagent and the analyte, which are then sucked into the mass spectrometer for mass/charge analysis. Chemical reactions are observed to occur within the DESI analysis time scale (milliseconds), inside the departing secondary droplets when reactive reagents including Girard T are added to the DESI spray solvent [50,51]. The rate enhancement associated with the reactive DESI process was attributed to solvent evaporation leading to extreme pH changes and reagent concentration.…”

Section: Resultsmentioning

confidence: 99%

Reactions of Microsolvated Organic Compounds at Ambient Surfaces: Droplet Velocity, Charge State, and Solvent Effects

Badu‐Tawiah

Campbell

Cooks

2012

J. Am. Soc. Mass Spectrom.

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The exposure of charged microdroplets containing organic ions to solid-phase reagents at ambient surfaces results in heterogeneous ion/surface reactions. The electrosprayed droplets were driven pneumatically in ambient air and then electrically directed onto a surface coated with reagent. Using this reactive soft landing approach, acid-catalyzed Girard condensation was achieved at an ambient surface by directing droplets containing Girard T ions onto a dry ketosteroid. The charged droplet/surface reaction was much more efficient than the corresponding bulk solution-phase reaction performed on the same scale. The increase in product yield is ascribed to solvent evaporation, which causes moderate pH values in the starting droplet to reach extreme values and increases reagent concentrations. Comparisons are made with an experiment in which the droplets were pneumatically accelerated onto the ambient surface (reactive desorption electrospray ionization, DESI). The same reaction products were observed but differences in spatial distribution were seen associated with the "splash" of the high velocity DESI droplets. In a third type of experiment, the reactions of charged droplets with vapor phase reagents were examined by allowing electrosprayed droplets containing a reagent to intercept the headspace vapor of an analyte. Deposition onto a collector surface and mass analysis showed that samples in the vapor phase were captured by the electrospray droplets, and that instantaneous derivatization of the captured sample is possible in the open air. The systems examined under this condition included the derivatization of cortisone vapor with Girard T and that of 4-phenylpyridine N-oxide and 2-phenylacetophenone vapors with ethanolamine.

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Section: Resultsmentioning

confidence: 99%

Reactions of Microsolvated Organic Compounds at Ambient Surfaces: Droplet Velocity, Charge State, and Solvent Effects

Badu‐Tawiah

Campbell

Cooks

2012

J. Am. Soc. Mass Spectrom.

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“…Chemical derivatization in the DESI spray was quickly applied to study chemical reactions. Early work in this area was published by Sparrapan et al , 26 where they used DESI to investigate the Eberlin reaction, the acetylation or trans (acetylation) of carbonyls in the gas phase.…”

Section: Methodsmentioning

confidence: 99%

Going beyond electrospray: mass spectrometric studies of chemical reactions in and on liquids

2016

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“…The chemical reactions occur at the spot being sampled concurrently with acquisition of mass spectra, allowing imaging of the target compound to be achieved. Examples of reactions that have been used in reactive DESI include cyclization of phenylboronic acid with cis-diols [64], transacetalization of acylium ions [65], oxime formation involving the carbonyl group on steroids and hydroxylamine [62], hemiacetal salt formation between alcohol groups and betaine aldehyde (BA) [63], and hydrazine formation between hydrazines and carbonyl groups of ketosteroids [66]. …”

Section: Desi-ms Methodology For Lipid Analysismentioning

confidence: 99%

Desorption electrospray ionization mass spectrometry for lipid characterization and biological tissue imaging

Eberlin

Ferreira

Dill

et al. 2011

Biochimica et Biophysica Acta (BBA) - Molecular and Cell Biolog

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225

199

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Desorption electrospray ionization mass spectrometry (DESI-MS) imaging of biological samples allows untargeted analysis and structural characterization of lipids ionized from the near-surface region of a sample under ambient conditions. DESI is a powerful and sensitive MS ionization method for 2D and 3D imaging of lipids from direct and unmodified complex biological samples. This review describes the strengths and limitations of DESI-MS for lipid characterization and imaging together with the technical workflow and a survey of applications. Included are discussions of lipid mapping and biomarker discovery as well as a perspective on the future of DESI imaging.

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Ambient Eberlin reactions via desorption electrospray ionization mass spectrometry

Cited by 29 publications

References 25 publications

Reactions of Microsolvated Organic Compounds at Ambient Surfaces: Droplet Velocity, Charge State, and Solvent Effects

Reactions of Microsolvated Organic Compounds at Ambient Surfaces: Droplet Velocity, Charge State, and Solvent Effects

Going beyond electrospray: mass spectrometric studies of chemical reactions in and on liquids

Desorption electrospray ionization mass spectrometry for lipid characterization and biological tissue imaging

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