Secondary structure of muramyl dipeptide glycoside in pristine state and immobilized on nanosilica surface

Fourier transform infrared spectroscopy (FT-IR) and temperature programmed desorption mass spectrometry (TPD-MS) data of O-glycoside MDP in pristine and immobilized on silica surface states indicate that O-glycoside MDP binds to the silica surface by means of carboxylic and NH moieties of isoglutamine. Moreover, pyrolysis of O-glycoside MDP on the silica surface proceeds through formation of additional product 3-iminopyridine-2(3H)-one, which identified in mass spectra as molecular ion with m/z 108 and its fragment ions with m/z 79, 77, 51. FTIR and TPD-MS data confirm existence of a MDP first β-turn on the silica surface resulting from the formation of a hydrogen bond between the NAc carbonyl and the L-Ala NH for MDP and its analogs, as reported previously