Journal
CHEMPHYSCHEM
Volume 10, Issue 9-10, Pages 1630-1641Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/cphc.200800856
Keywords
amino acids; density functional calculations; gas phase; IRMPD spectroscopy; mass spectrometry
Funding
- European Commission [15637]
- Fundacao para a Ciencia a Tecnologia [SFRH/BPD/22482/2005]
- Ecole Polytechnique
- European Union [15637]
- Fundação para a Ciência e a Tecnologia [SFRH/BPD/22482/2005] Funding Source: FCT
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Gas-phase infrared spectra of deprotonated phosphorylated amino acids ([pAA-H](-))-phosphoserine ([pSer-H](-)), phosphothreonine ([pThr-H](-)), and phosphotyrosine ([pTyr-H](-))-and of the dihydrogen phosphate anion H2PO4- have been recorded in the mid-IR region (650-2000 cm(-1)) under tandem mass spectrometry conditions. The experimental setup involved a Paul ion trap equipped with an electrospray ionization source coupled with a tunable free electron laser (FEL). Spectral assignment of the observed IRMPD bands and identification of the vibrational signatures of the phosphorylation have been performed by comparison with DFT calculations. The H2PO4- anion has been used as a simple model of a free deprotonated phosphate group, helping the identification of the IR signatures of phosphorylation. Our results show that deprotonation occurs on the phosphate group for the three amino acids. A comparison between the deprotonated and protonated phosphorylated amino acids is reported for the most important vibrational features.
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