A Universal Ionization Label for the APLI‐(TOF)MS Analysis of Small Molecules and Polymers

Schiewek, Ralf; Mönnikes, René; Wulf, Volker; Gäb, Siegmar; Brockmann, Klaus J.; Benter, Thorsten; Schmitz, Oliver J.

doi:10.1002/anie.200804106

Cited by 23 publications

(16 citation statements)

References 25 publications

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“…4). Carboxylic acids can be activated with carbodiimide reagents such as DCC and EDC*HCl and participate in reactions as electrophiles [18,32]. They also can react as nucleophiles after deprotonation [18,23].…”

Section: Resultsmentioning

confidence: 99%

“…The label 2-(anthracen-9-ylmethoxy)acetic acid (7) which was used for amines and alcohols is shown in Fig. 2 [18]. The aromatic part of the derivatized analyte is ionized while the analyte coupled to the anchor group has virtually no effect on the ionization efficiency due to the presence of the spacer.…”

Section: Resultsmentioning

confidence: 99%

“…The aromatic part of the derivatized analyte is ionized while the analyte coupled to the anchor group has virtually no effect on the ionization efficiency due to the presence of the spacer. Therefore, no isotopic-labeled standards are needed whenever a standard is available with the same derivatization abilities like the analytes itself [18].…”

Section: Resultsmentioning

confidence: 99%

“…The most common effluents used in LC and gases present in the ion source at AP do not absorb the laser radiation; thereby, there is no negative influence on the ionization process by them or other non-aromatic matrix compounds [2,[5][6][7]. To overcome the limitation of APLI to ionize only PAHs, some universal REMPI labels were presented earlier from our group [18]. Here, we present new markers with further advancements.…”

Section: Introductionmentioning

confidence: 89%

“…However, this reaction does not work well in water or other nucleophilic solvents due to the high reactivity and low selectivity of 1 to nucleophiles. Carboxylic acids (label 3) react can also be used for labeling amines [18]. This reaction is slower than the one with 1, and the conditions are milder because no acid is generated during the reaction.…”

Section: Aminesmentioning

confidence: 98%

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New derivatization strategies for the ultrasensitive analysis of non-aromatic analytes with APLI-TOF-MS

2015

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Atmospheric pressure laser ionization (APLI) (Constapel et al. in Rapid Commun Mass Spectrom 19:326-336, 2005; Schiewek et al. in Anal Chem 79:4135-4140, 2007; Schmitz and Benter (2007) J Chromatography Library 72:89-114) is an ultra-sensitive and selective ionization method for the determination of polycyclic aromatic compounds. The selectivity is an advantage but also a disadvantage. To overcome the limitation of APLI to aromatic compounds, we have already reported some derivatization strategies for common organic functional groups (Schiewek et al. in Angew Chem Int Ed 47:9989-9992, 2008). Here, we describe the synthesis of new APLI ionization labels and their use in new derivatization strategies. These new labels widen the range of APLI-(TOF)MS analysis to non-aromatic compounds with the most common functional groups such as amines, alcohols and carboxylic acids to gas chromatography (GC) and lower the limits of detection (LOD) down to concentrations as small as pmol/L and attomole on column.

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