Abstract
This study is focused on sequence analysis of peptidomimetic helical oligoureas by means of tandem mass spectrometry, to build a basis for de novo sequencing for future high-throughput combinatorial library screening of oligourea foldamers. After the evaluation of MS/MS spectra obtained for model compounds with either MALDI or ESI sources, we found that the MALDI-TOF-TOF instrument gave more satisfactory results. MS/MS spectra of oligoureas generated by decay of singly charged precursor ions show major ion series corresponding to fragmentation across both CO-NH and N′H-CO urea bonds. Oligourea backbones fragment to produce a pattern of a, x, b, and y type fragment ions. De novo decoding of spectral information is facilitated by the occurrence of low mass reporter ions, representative of constitutive monomers, in an analogous manner to the use of immonium ions for peptide sequencing.
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Acknowledgment
The authors thank the Centre National de la Recherche Scientifique (CNRS), the University of Bordeaux 1, the Conseil Régional d’Aquitaine, ImmuPharma and the Fondation ARC pour la Recherche sur le Cancer for their financial support.
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Bathany, K., Owens, N.W., Guichard, G. et al. Sequencing of Oligourea Foldamers by Tandem Mass Spectrometry. J. Am. Soc. Mass Spectrom. 24, 458–462 (2013). https://doi.org/10.1007/s13361-012-0546-0
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DOI: https://doi.org/10.1007/s13361-012-0546-0