Investigation of dialkyl tartrate molecular recognition in cluster ions by Fourier transform mass spectrometry: a comparison of chirality effects in gas and liquid phases

Nikolaev, E. N.; Denisov, Edward V.; Rakov, V. Sergey; Futrell, Jean H.

doi:10.1016/s1387-3806(98)14275-6

Cited by 39 publications

(26 citation statements)

References 7 publications

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“…5). This behavior has already been observed in CI equilibrium and ESI experiments [13,14]. Because labeled reference DMT sample is positioned directly on the desolvating capillary the relative intensity of the homochiral D-dimers and heterochiral dimers depends on the distance between the sample holder and the corona discharge region.…”

Section: In Situ Recognition Of Dmt Chirality In Vapor Using Corona Dsupporting

confidence: 61%

In situ recognition of molecular chirality by mass spectrometry

Nikolaev

Popov

Kharybin

et al. 2007

International Journal of Mass Spectrometry

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Section: In Situ Recognition Of Dmt Chirality In Vapor Using Corona Dsupporting

confidence: 61%

In situ recognition of molecular chirality by mass spectrometry

Nikolaev

Popov

Kharybin

et al. 2007

International Journal of Mass Spectrometry

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“…These distributions reflect a situation which cannot exist in solution. Indeed, in solution, some species will be favoured, as proposed by Nikolaev et al 34. The authors studied in particular protonated and cationized dimeric species of chiral dimethylated tartrate, highlighting a chiral effect on the statisticity of the distribution.…”

Section: Resultsmentioning

confidence: 87%

The use of desorption/ionization on porous silicon mass spectrometry for the detection of negative ions for fatty acids

Budimir

Blais

Fournier

et al. 2006

Rapid Comm Mass Spectrometry

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The study of low molecular weight compounds by matrix-assisted laser desorption/ionization (MALDI) is difficult because of the presence of ions originating from the matrix in the low-m/z range. In order to resolve these problems, new matrix-free approaches were developed based on laser desorption/ionization from the surface of various materials such as graphite and porous silicon. Our work involves the use of 'desorption ionization on porous silicon mass spectrometry' (DIOS-MS) in the negative ion mode to study fatty acid compounds. The potential of the DIOS-MS technique is shown and an insight into the ionization mechanism provided.

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“…Dialkyltartrates were the first class of model compounds selected as targets to study chiral recognition by mass spectrometry [3]. Since that time tartaric acid and its derivatives were used frequently to study their chirality in the gas phase [35][36][37][38][39][40][41][42]. Herein, di-o-benzoyl-tartaric acid dibutyl ester (T) is selected as a target to study its chirality using Ltryptophan (A) as a chiral reference and zinc(II) or copper(II) as an auxiliary metal ion by electrospray ionization Fourier transform ion cyclotron resonance mass spectrometry (ESI-FTMS).…”

mentioning

confidence: 99%

Evaluation of chiral recognition characteristics of metal and proton complexes of di-o-benzoyl-tartaric acid dibutyl ester and L-tryptophan in the gas phase

Guo

2003

J. Am. Soc. Mass Spectrom.

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Chiral recognition of di-o-benzoyl-tartaric acid dibutyl ester (T) was achieved in the gas phase by electrospray ionization Fourier transform ion cyclotron resonance mass spectrometry. In this method two divalent transition metal cations, zinc(II) and copper(II), were used as binding metal ions, and L-tryptophan (A) was used as a chiral reference. Multimeric complexes were readily formed by electrospray ionization of a methanol:water (50:50) solution containing metal ion, L-tryptophan and T. These multimeric complexes included singly charged protonated dimeric [TAH](+), doubly charged copper(II) bound tetrameric [TACu-H](2)(2+) and doubly charged zinc(II) bound tetrameric [TAZn-H](2)(2+), together with other complexes. The mass-selected complex, i.e., [TAH](+), [TACu-H](2)(2+) and [TAZn-H](2)(2+), was used to acquire the second stage mass spectra. The chiral recognition capability of these three complexes was evaluated using the abundance ratios of daughter ion to parent ion. A high degree of chiral recognition ability was observed in [TACu-H](2)(2+) and [TAZn-H](2)(2+). It was found that the type of binding ion played an important role in the chiral recognition. Different binding ions exhibited distinctive dissociation pathways and unique chiral recognition characteristics. The present method is based not only on whole-molecule loss but also on fractional-molecule loss. In addition, the reproducibility of the chiral recognition method was confirmed by several determinations of the abundance ratios of daughter ion to parent ion with a fixed activation energy and with five different activation energies. It was also shown that this chiral recognition method can tolerate acid interference.

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Investigation of dialkyl tartrate molecular recognition in cluster ions by Fourier transform mass spectrometry: a comparison of chirality effects in gas and liquid phases

Cited by 39 publications

References 7 publications

In situ recognition of molecular chirality by mass spectrometry

In situ recognition of molecular chirality by mass spectrometry

The use of desorption/ionization on porous silicon mass spectrometry for the detection of negative ions for fatty acids

Evaluation of chiral recognition characteristics of metal and proton complexes of di-o-benzoyl-tartaric acid dibutyl ester and L-tryptophan in the gas phase

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