A Combined Infrared Ion Spectroscopy and Computational Chemistry Study of Hydroxyproline Isomers.
Baku AcharyaW K D N KaushalyaJonathan K MartensGiel BerdenJos OomensAmanda L PatrickPublished in: Journal of the American Society for Mass Spectrometry (2020)
Hydroxyproline is a common variation of proline, with diverse biological roles. The hydroxylation of proline gives rise to several (natural and/or synthetic) isomeric forms, including both positional isomers and stereoisomers. While mass spectrometry is widely touted as a very selective analytical technique, the identification of closely related isomers often poses a challenge. In these cases, allied technologies become helpful in providing full characterization. Here, infrared multiple photon dissociation (IRMPD) spectroscopy is used to differentiate between three isomers, namely cis-3-hydroxyproline, cis-4-hydroxyproline, and trans-4-hydroxyproline. In contrast to the protonated species which show only minor variations in their IRMPD spectra, lithiated species were found to display significant spectral differences, making their differentiation more straightforward. The conformational origin of these spectral differences was investigated by complementary quantum-chemical calculations.
Keyphrases
- molecular dynamics
- single molecule
- mass spectrometry
- high resolution
- optical coherence tomography
- density functional theory
- molecular dynamics simulations
- liquid chromatography
- magnetic resonance
- monte carlo
- atomic force microscopy
- living cells
- solid state
- computed tomography
- genetic diversity
- gas chromatography
- high performance liquid chromatography
- capillary electrophoresis
- simultaneous determination
- fluorescent probe