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Solid-State Spectroscopic and Structural Elucidation of L-Phenylalanyl-L-alanine Dihydrate and Its Hydrochloride

Zareva S., Kolev T., Tchapkanov A., Spiteller M., Koleva B.

Polish Journal of Chemistry

2009

Vol. 83, nr 3

421-430

Correlation structure/IR-spectroscopic properties of the dipeptide L-phenylalanyl-Lalanine dihydrate (H-Phe-Ala-OHź2H2O) and its hydrochloride (H-Phe-Ala-OHźHCl) in solid-state is elucidated by means of the linear-polarized IR- (IR-LD) spectroscopy of oriented colloid suspension in nematic host. The IR-spectroscopic and structural assignment obtained by the polarization tool is compared with known crystallographic data of H-Phe-Ala-OHź2H2O. The characterization of the hydrochloride salt is supported in addition by the HPLC tandem ESI mass spectrometry (MS/MS), 1H- and 13C-NMR, TGA and DSC methods. Quantum chemical calculations are performed with a view to obtain electronic structure and vibrational properties of both neutral and protonated dipeptide, thus completing the experimental assignment.