Photoelectron Circular Dichroism in the Photodetachment of Amino Acid Anions

The chirality of chemical compounds is of undisputed importance in science and technology. In particular with respect to pharmacological application most molecules of interest cannot be accessed by the powerful techniques developed in recent years for gas phase analytes. Here, we demonstrate that th...

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Veröffentlicht in:Angewandte Chemie International Edition 2021-08, Vol.60 (33), p.17861-17865
Hauptverfasser: Krüger, Peter, Weitzel, Karl‐Michael
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Weitzel, Karl‐Michael
description The chirality of chemical compounds is of undisputed importance in science and technology. In particular with respect to pharmacological application most molecules of interest cannot be accessed by the powerful techniques developed in recent years for gas phase analytes. Here, we demonstrate that the combination of electrospray ionization (ESI) with the detection of photoelectron circular dichroism (PECD) provides access to chirality information applicable to molecular materials with negligible vapor pressure, for example, amino acids. To this end, glutamic acid and 3,4‐dihydroxyphenylalanine (DOPA) have been electrosprayed into the source of a chirality spectrometer, where photodetachment is enforced and the PECD is detected. The technique can be expected to be conceptually applicable to all chemical systems with chirality based on molecular properties. Electrospraying allows bringing “molecular elephants” into the gas phase, as phrased by J. B. Fenn, where subsequent chirality analysis—in the current example via photoelectron circular dichroism resulting from photodetachment from anions—reveals the chirality of enantiomers present.
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source Wiley Online Library All Journals
subjects Amino acids
Anions
Chemical compounds
Chirality
Circular dichroism
Communication
Communications
Dichroism
Dihydroxyphenylalanine
Electrospraying
Glutamic acid
Ionization
Ions
mass spectrometry
Photodetachment
Photoelectrons
Vapor phases
Vapor pressure
title Photoelectron Circular Dichroism in the Photodetachment of Amino Acid Anions
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