Hydration of gas-phase protonated alkylamines, amino acids and dipeptides produced by electrospray

Wincel, H.

doi:10.1016/j.ijms.2005.12.036

Cited by 34 publications

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“…This work is a continuation of previous studies on the interaction of water molecules with protonated [37,38] and sodiated [39] amino acids.…”

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Hydration of potassiated amino acids in the gas phase

Wincel

2007

J. Am. Soc. Mass Spectrom.

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The thermochemistry of stepwise hydration of several potassiated amino acids was studied by measuring the gas-phase equilibria, AAK ϩ (H 2 O) nϪ1 ϩ H 2 O ϭ AAK ϩ (H 2 O) n (AA ϭ Gly, AL, Val, Met, Pro, and Phe), using a high-pressure mass spectrometer. The AAK ϩ ions were obtained by electrospray and the equilibrium constants K nϪ1,n were measured in a pulsed reaction chamber at 10 mbar bath gas, N 2 , containing a known partial pressure of water vapor. Determination of the equilibrium constants at different temperatures was used to obtain the ϩ and Na ϩ ions are the most abundant metal cations in living systems. They play an important role in several biochemical functions such as enzyme regulation, transfer of metal ions from intracellular to extracellular environments, electrical excitability of nerves, stabilization of DNA structures and so on [1]. Therefore, the interaction between alkali metal cations and various amino acids (AAs) has attracted considerable attention, and many experimental and theoretical studies have been conducted [2][3][4][5][6][7][8][9][10][11][12][13][14][15][16][17][18][19][20]. These studies show that K ϩ binds to AAs quite differently than Na ϩ . For example, in the case of aliphatic AAs such as glycine (Gly), alanine (Ala), and valine (Val), the Na ϩ ion is coordinated to nitrogen and carbonyl oxygen (NO coordination) in the lowest energy conformers, while K ϩ prefers to bind to the carbonyl and hydroxyl oxygen atoms of the charge-solvated form (OO coordination) [6,8,10,16]. In proline (Pro), phenylalanine (Phe), and cysteine (Cys), the modes of K ϩ binding are similar to those of the corresponding Na ϩ complexes [3-5, 12, 20].Molecular dynamics simulations of a bacterial potassium ion channel reveal a significant selectivity filter for K ϩ compared with Na ϩ ions [21,22]. The different hydration state of Na ϩ and K ϩ in the channel inner pore is postulated to be a basic factor determining ionic selectivity [23,24]. Investigations into the relative energetics of noncovalent interactions between single amino acids, metal ions and water molecules could provide important information to explain ion channel function at a molecular level. Despite the considerable amount of experimental and theoretical studies that have been conducted on the binding of Na ϩ and K ϩ to amino acids, little data are available on the interactions of water molecules with metal ion/amino acid complexes. Because metal ions and biomolecules are normally surrounded by water in living systems, these interactions are of significant importance in understanding biological systems. Williams and coworkers [8,[25][26][27][28][29][30][31] studied the modes of metal ion and water binding in hydrated complexes of alkali metal cationized valine, glutamine, lysine, and ␣-methyl-proline using both black-␣ ␣ body infrared radiative dissociation (BIRD) experiments and theory. Armentrout et al. investigated the sequential bond energies of water to sodiated glycine [32] and proline [33] by threshold collision-induced dissociation ...

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“…This work is a continuation of previous studies on the interaction of water molecules with protonated [37,38] and sodiated [39] amino acids.…”

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confidence: 54%

“…The experiments were performed with a high-pressure mass spectrometer (HPMS) using a pulsed ion-beam ESI ion source, which has been previously described in detail [37]. Briefly, potassiated amino acids were obtained by electrospray from a silica capillary (15 m i.d., 150 m o.d.).…”

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Hydration of potassiated amino acids in the gas phase

Wincel

2007

J. Am. Soc. Mass Spectrom.

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“…This study presents the thermochemical properties for the hydration of a number of gas-phase deprotonated amino acids, [AA Ϫ H] Ϫ , obtained from equilibrium experiments. The work is a continuation of previous studies on the hydration of protonated [12,13] and cationized [28,29] biomolecules in the gas phase.…”

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confidence: 73%

“…Most of the experimental and theoretical studies reported to date have focused on interactions of water molecules with protonated [2][3][4][5][6][7][8][9][10][11][12][13][14][15] and alkali-metal cationized amino acids [9, 16 -29]. It is established that side chains have a significant influence on the water binding energy to these cations [12,13,21,28,29].…”

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Hydration energies of deprotonated amino acids from gas phase equilibria measurements

Wincel

2008

J. Am. Soc. Mass Spectrom.

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Current literature in mass spectrometry

2007

J. Mass Spectrom.

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INSTRUMENTAL TECHNIQUES & METHODSAl-Lawati H, Watts P, Welham KJ. Efficient protein digestion with peptide separation in a micro-device interfaced to electrospray mass spectrometry. [127][128][129][130][131][132][133][134][135][136][137][138] Published online in Wiley InterScience (www.interscience.wiley.com). DOI:10.1002DOI:10. /jms.1070 Current literature in mass spectrometry (6 weeks journals -Search completed at 4th. Oct. 2006) In order to keep subscribers up-to-date with the latest developments in their field, John Wiley & Sons are providing a current awareness service in each issue of the journal. The bibliography contains newly published material in the field of mass spectrometry. Each bibliography is divided into 11 sections: 1 Books, Reviews & Symposia; 2 Instrumental Techniques & Methods; 3 Gas Phase Ion Chemistry; 4 Biology/Biochemistry: Amino Acids, Peptides & Proteins; Carbohydrates; Lipids; Nucleic Acids; 5 Pharmacology/Toxicology; 6 Natural Products; 7 Analysis of Organic Compounds; 8 Analysis of Inorganics/Organometallics; 9 Surface Analysis; 10 Environmental Analysis; 11 Elemental Analysis. Within each section, articles are listed in alphabetical order with respect to author. Larsen BS, Stchur P, Szostek B, Bachmura SF, Rowand RC, Prickett KB, Korzeniowski SH, Buck RC. Method development for the determination of residual fluorotelomer raw materials and perfluorooctanoate in fluorotelomerbased products by gas chromatography and liquid chromatography mass spectrometry. ANALYSIS OF ORGANIC COMPOUNDS

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Hydration of gas-phase protonated alkylamines, amino acids and dipeptides produced by electrospray

Cited by 34 publications

References 29 publications

Hydration of potassiated amino acids in the gas phase

Hydration of potassiated amino acids in the gas phase

Hydration energies of deprotonated amino acids from gas phase equilibria measurements

Current literature in mass spectrometry

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