Synthesis, spectroscopic and structural elucidation of tyrosinamide hydrogensquarate monohydrate.

Tsonko M Kolev, Bojidarka B Koleva, Michael Spiteller, William S Sheldrick, Heike Mayer-Figge

Bulgarian Academy of Sciences, Institute of Organic Chemistry, Acad. G. Bonchev Str. build. 9, 1113 Sofia, Bulgaria. kolev@orgchm.bas.bg

Amino acids 2009 Feb

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Synthesis, isolation, spectroscopic and structural elucidation of tyrosinamide hydrogensquarate monohydrate (I) is reported on the basis of quantum chemical DFT calculations, vibrational analysis and experimental linear-polarized IR-spectroscopy in solid state. These data are compared with those obtained using single crystal X-ray diffraction, which show that the molecules of (I) in the unit cell formed 3D network through moderate intermolecular (Tyr)OH...O = C(Sq) (2.727 A), O=C-NH2...OH(Tyr) (2.991 A), O=C-NH2...OH(Sq) (2.988 A), O=C-NH2...O=C-NH2 (3.068 A), N+H3...O=C(Sq) (2.737, 2.953, 2.954 A), OH2...O=C(Sq) (2.839 A) and (Sq)OH...OH2 (2.607 A) hydrogen bonds. The relationship between the structure and spectroscopic properties is studied.

Citation

Tsonko M Kolev, Bojidarka B Koleva, Michael Spiteller, William S Sheldrick, Heike Mayer-Figge. Synthesis, spectroscopic and structural elucidation of tyrosinamide hydrogensquarate monohydrate. Amino acids. 2009 Feb;36(2):195-201