Identification and Subsequent Removal of an Interference by Faims in The Bioanalysis of Dianicline in Animal Plasma

Blackburn, Michael; Kapron, James T.; Mackie, Jennifer; Firth, J.; Harrison, Mark; McDougall, Stuart

doi:10.4155/bio.11.194

Bioanalysis

2011

DOI: 10.4155/bio.11.194

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Identification and Subsequent Removal of an Interference by Faims in The Bioanalysis of Dianicline in Animal Plasma

Michael Blackburn

James T. Kapron

Jennifer Mackie

et al.

Abstract: The introduction of ion-mobility separation into a bioanalytical LC-MS/MS method can remove unexpected isobaric interferences without the need to redevelop the chromatography.

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Cited by 6 publications

(1 citation statement)

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“…The enhanced separation space afforded by DMS as either a standalone technique or coupled to LC has provided the resolution necessary for drug-monitoring workflows, [20][21][22][23][24][25][26][27] which can be especially challenging when isobaric metabolites are present. Upon devising a DMS-based separation workflow for a series of anti-arrhythmic drugs (Supporting Information Section S1), we noticed that the chiral calcium channel blocker Verapamil and its primary metabolite (Norverapamil) exhibited inconsistent behaviour.…”

mentioning

confidence: 99%

Protonation‐Induced Chirality Drives Separation by Differential Ion Mobility Spectrometry

Ieritano

Blanc²,

Schneider³

et al. 2022

Angew Chem Int Ed

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Upon development of a workflow to analyze (�)-Verapamil and its metabolites using differential mobility spectrometry (DMS), we noticed that the ionogram of protonated Verapamil consisted of two peaks. This was inconsistent with its metabolites, as each exhibited only a single peak in the respective ionograms. The unique behaviour of Verapamil was attributed to protonation at its tertiary amino moiety, which generated a stereogenic quaternary amine. The introduction of additional chirality upon Nprotonation of Verapamil renders four possible stereochemical configurations for the protonated ion:

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mentioning

confidence: 99%

Protonation‐Induced Chirality Drives Separation by Differential Ion Mobility Spectrometry

Ieritano

Blanc²,

Schneider³

et al. 2022

Angew Chem Int Ed

View full text Add to dashboard Cite

show abstract

Protonation‐Induced Chirality Drives Separation by Differential Ion Mobility Spectrometry

Ieritano

Blanc²,

Schneider³

et al. 2022

Angewandte Chemie

View full text Add to dashboard Cite

Upon development of a workflow to analyze (±)‐Verapamil and its metabolites using differential mobility spectrometry (DMS), we noticed that the ionogram of protonated Verapamil consisted of two peaks. This was inconsistent with its metabolites, as each exhibited only a single peak in the respective ionograms. The unique behaviour of Verapamil was attributed to protonation at its tertiary amino moiety, which generated a stereogenic quaternary amine. The introduction of additional chirality upon N‐protonation of Verapamil renders four possible stereochemical configurations for the protonated ion: (R,R), (S,S), (R,S), or (S,R). The (R,R)/(S,S) and (R,S)/(S,R) enantiomeric pairs are diastereomeric and thus exhibit unique conformations that are resolvable by linear and differential ion mobility techniques. Protonation‐induced chirality appears to be a general phenomenon, as N‐protonation of 12 additional chiral amines generated diastereomers that were readily resolved by DMS.

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The power of ion mobility-mass spectrometry for structural characterization and the study of conformational dynamics

et al. 2014

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Mass spectrometry is a vital tool for molecular characterization, and the allied technique of ion mobility is enhancing many areas of (bio)chemical analysis. Strong synergy arises between these two techniques because of their ability to ascertain complementary information about gas-phase ions. Ion mobility separates ions (from small molecules up to megadalton protein complexes) based on their differential mobility through a buffer gas. Ion mobility-mass spectrometry (IM-MS) can thus act as a tool to separate complex mixtures, to resolve ions that may be indistinguishable by mass spectrometry alone, or to determine structural information (for example rotationally averaged cross-sectional area), complementary to more traditional structural approaches. Finally, IM-MS can be used to gain insights into the conformational dynamics of a system, offering a unique means of characterizing flexibility and folding mechanisms. This Review critically describes how IM-MS has been used to enhance various areas of chemical and biophysical analysis.

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Identification and Subsequent Removal of an Interference by Faims in The Bioanalysis of Dianicline in Animal Plasma

Abstract: The introduction of ion-mobility separation into a bioanalytical LC-MS/MS method can remove unexpected isobaric interferences without the need to redevelop the chromatography.

Cited by 6 publications

References 16 publications

Protonation‐Induced Chirality Drives Separation by Differential Ion Mobility Spectrometry

Protonation‐Induced Chirality Drives Separation by Differential Ion Mobility Spectrometry

Protonation‐Induced Chirality Drives Separation by Differential Ion Mobility Spectrometry

The power of ion mobility-mass spectrometry for structural characterization and the study of conformational dynamics

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