Application of site‐selective ion–molecule reactions to the analysis of the cinchona alkaloids

Eichmann, Erika S.; Brodbelt, Jennifer S.

doi:10.1002/oms.1210281237

Cited by 10 publications

(4 citation statements)

References 23 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The m/z 47 ion is an excellent protonating agent and the m/z 45 ion produces the methylene substitution product, [M 13] , or the methylated product, [M 15] . 10 In these experiments, we observed the…”

Section: Differentiation Using Pci-dme-msmentioning

confidence: 81%

Ion/molecule reactions with dimethyl ether and dimethyl-d6 ether: differentiation of four isomers contained in patchouli essential oil

Buré¹,

Sellier

Lesage

et al. 2000

Rapid Commun. Mass Spectrom.

View full text Add to dashboard Cite

In this study, we show that it is possible to differentiate four sesquiterpene isomers (C(15)H(24)) preliminarily separated by gas chromatography/mass spectrometry (GC/MS). Dimethyl ether is evaluated as a selective ionization reagent and the relative abundance of adducts formed with this reagent gas under positive chemical ionization conditions are compared and adduct ions are characterized using collision-induced dissociation. The mechanisms have been confirmed by achieving the same experiments with deuterated dimethyl ether. Copyright 2000 John Wiley & Sons, Ltd.

show abstract

Section: Differentiation Using Pci-dme-msmentioning

confidence: 81%

Ion/molecule reactions with dimethyl ether and dimethyl-d6 ether: differentiation of four isomers contained in patchouli essential oil

Buré¹,

Sellier

Lesage

et al. 2000

Rapid Commun. Mass Spectrom.

View full text Add to dashboard Cite

show abstract

“…SIMR leading to the formation of methyne addition reactions in an ITMS has been investigated previously 6–9. Brodbelt and co‐workers examined methyne addition reactions by dimethyl ether (DME) CI for many compounds using an ITMS 10–26. The purpose of this paper is to describe the phenomenon when CAD is performed on the methyne adduct ions produced from both SIMR or CI, using both external and internal source ITMS instruments, where the SIMR can occur and lead to the formation of the protonated molecules or adduct ions.…”

Section: Introductionmentioning

confidence: 99%

Observation of self‐ion–molecule reactions during collisionally activated dissociation in an ion‐trap mass spectrometer

Chen

2004

J. Mass Spectrom.

View full text Add to dashboard Cite

This paper describes the formation of protonated molecules ([M + H]+) and adduct ions by self-ion-molecule reactions (SIMR) during collisionally activated decomposition (CAD) of methyne addition ions ([M + CH]+) produced from chemical ionization (CI) or SIMR in both an external and internal source ion-trap mass spectrometer (ITMS). The CAD results for the methyne addition ions of dopamine produced from both SIMR and dimethyl ether CI undertaken in the external and internal source ITMS were compared in order to prove the occurrence of SIMR during CAD processes. Compared with the external source ITMS, the internal source ITMS is much more easily applicable to this type of reaction owing to the large population of neutral analytes present in the trap.

show abstract

“…A considerable number of reports dealing with the applications of dimethyl ether chemical ionization to biologically and environmentally important molecules have appeared recently in the literature. [12][13][14][15][16][17][18][19][20][21][22] A review describing the use of dimethyl ether as a reagent for chemical ionization (CI) has also been published. 23 The present work describes the ion/molecule reactions of the CH 3 OCH 2 ion with the group of arylalkylamines shown in Table 1, which include a group of biologically important molecules (biogenic amines).…”

mentioning

confidence: 99%

Dimethyl ether chemical ionization of arylalkylamines

Ramos

Cardoso

Correia

et al. 2000

Rapid Commun. Mass Spectrom.

View full text Add to dashboard Cite

The gas-phase reactions of dimethyl ether (DME) ions with a number of biologically active arylalkylamines of the general formula R(1)R(2)C(6)H(3)CHR(3)(CH(2))(n)NR(4)R(5), where R(1) = H or OH, R(2) = H, F, NO(2), OH or OCH(3), R(3) = H or OH, R(4) and R(5) = H or CH(3), have been studied by means of chemical ionization mass spectrometry. Under the experimental conditions used, the most abundant DME ion is the methoxymethyl cation (CH(3)OCH(2)(+), m/z 45). The unimolecular metastable decompositions of the [M + 45](+), [M + 13](+) and [M + 15](+) adducts formed have been interpreted in terms of the initial site of reaction with the amines and the presence of different functional groups in the molecule. This has permitted establishment of general fragmentation patterns for the adducts, and their correlation with structural features of the molecules. The main site of reaction of the ion CH(3)OCH(2)(+) with the amines seems to be the amino group, particularly if the amine is primary, although a competition with attack on the aromatic ring and especially on the benzylic hydroxy group is observed. In a few cases the reaction mechanisms have been elucidated through the use of deuterated amines obtained by H/D exchange with D(2)O.

show abstract

Application of site‐selective ion–molecule reactions to the analysis of the cinchona alkaloids

Cited by 10 publications

References 23 publications

Ion/molecule reactions with dimethyl ether and dimethyl-d6 ether: differentiation of four isomers contained in patchouli essential oil

Ion/molecule reactions with dimethyl ether and dimethyl-d6 ether: differentiation of four isomers contained in patchouli essential oil

Observation of self‐ion–molecule reactions during collisionally activated dissociation in an ion‐trap mass spectrometer

Dimethyl ether chemical ionization of arylalkylamines

Contact Info

Product

Resources

About