0000000000064418

AUTHOR

Marko Mäkinen

showing 4 related works from this author

An electrospray ionization Fourier transform ion cyclotron resonance mass spectrometric study of the gas-phase stabilities and fragmentation ofN-alky…

2006

Five N-alkylated ammonium resorcarene derivatives, differing either in the nitrogen atom or in the lower rim alkyl chain, were studied using electrospray ionization Fourier transform ion cyclotron resonance mass spectrometry. The main purpose was to clarify the fragmentation and the relative stabilities of the protonated molecules by collision-induced dissociation (CID) experiments. The results indicate that fragmentation of the upper rim alkyl amino substituents at the 2-position occurs readily. Variation in the gas-phase stabilities of these molecules was also observed. In addition, the proposed fragmentation pathways are depicted.

Spectrometry Mass Electrospray IonizationChemical ionizationAlkylationCollision-induced dissociationChemistryElectrospray ionizationOrganic ChemistryAnalytical chemistryResorcinolsCyclotronsMass spectrometryPhase TransitionIon sourceFourier transform ion cyclotron resonanceAnalytical ChemistryQuaternary Ammonium CompoundsFragmentation (mass spectrometry)OxazinesSpectroscopy Fourier Transform InfraredGasesSpectroscopyIon cyclotron resonanceRapid Communications in Mass Spectrometry
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Alkali metal mediated resorcarene capsules: An ESI-FTICRMS study on gas-phase structure and cation binding of tetraethyl resorcarene and its per-meth…

2002

AbstractElectrospray ionization Fourier transform ion cyclotron resonance mass spectrometry (ESI-FTICRMS) with additional ab initio calculations were used to examine the alkali metal cation binding selectivity (i.e., molecular recognition) and host properties of tetraethyl resorcarene (1) and its per-methylated derivative (2). The significance of intramolecular hydrogen bonding for the crown conformation was demonstrated. The presence of intramolecular flip-flop hydrogen bonding in 1 was confirmed both with calculations and in ND3-exchange experiments. All the alkali metal cations formed host–guest complexes by docking inside the cavity of the host. Complexation with the larger cations, esp…

Models MolecularSpectrometry Mass Electrospray IonizationCation bindingFourier AnalysisHydrogen bondChemistryStereochemistryElectrospray ionizationMolecular ConformationHydrogen BondingAlkaliesIon cyclotron resonance spectrometryMethylationFourier transform ion cyclotron resonanceMolecular recognitionMetalsStructural BiologyIntramolecular forcePolymer chemistryMoleculePolycyclic CompoundsSpectroscopyJournal of the American Society for Mass Spectrometry
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Ammonium ion mediated resorcarene capsules: ESI-FTICRMS study on gas-phase structure and ammonium ion affinity of tetraethyl resorcarene and its per-…

2003

AbstractThe ammonium ion binding affinities of tetraethyl resorcarene (1) and its per-methylated derivative (2) were studied by electrospray ionization Fourier transform ion cyclotron resonance (ESI-FTICR) mass spectrometry. Ten different ammonium ions were tested as guests for the resorcarenes. A strong tendency for complex formation was observed with all ammonium ions of size and charge distribution suitable for noncovalent interactions with the cavities of the resorcarene hosts 1 and 2. Although differences in ammonium ion affinities were observed between 1 and 2 due to the dissimilar conformations, the overall tendency was that increase in the degree of substitution and the length of ca…

Ammonium bromideChemistryStereochemistryElectrospray ionizationIon cyclotron resonance spectrometryMass spectrometryFourier transform ion cyclotron resonanceInclusion compoundchemistry.chemical_compoundStructural BiologyPolymer chemistryAmmoniumAmmonium ion bindingSpectroscopyJournal of the American Society for Mass Spectrometry
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The complex formation of tetracyclohexylammonium C1-resorcinarene with various guests - an electrospray ionization Fourier transform ion cyclotron re…

2008

The complex formation of a tetraammonium C1-resorcinarene (R+4HCl) was studied using electrospray ionization Fourier transform ion cyclotron resonance (ESI-FTICR) mass spectrometry. Although R+4HCl easily loses its counter ions in the ESI process, a neutral self-assembled structure with an intramolecular circular hydrogen-bonded 16-membered -N(+)-H ... X(-) ... H-N(+)- array with ammonium ion as the charge-giving species was observed in the gas phase. In addition to chloride, several other counter ions were also studied. The size and basicity of the counter ion as well as the size of the charge-giving cation strongly affected the gas-phase stability of the self-assembled system. H/D exchang…

Bridged-Ring CompoundsModels MolecularBenzylaminesSpectrometry Mass Electrospray IonizationElectrospray ionizationPhenylalanineAnalytical chemistryMass spectrometryFourier transform ion cyclotron resonanceAnalytical ChemistryIonchemistry.chemical_compoundSpectroscopy Fourier Transform InfraredAmmoniumDicarboxylic AcidsSpectroscopychemistry.chemical_classificationOrganic ChemistryResorcinareneCyclotronschemistryIntramolecular forceData Interpretation StatisticalSolventsIndicators and ReagentsCounterionCalixarenesRapid communications in mass spectrometry : RCM
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